(6S,9S,12S,14aR)-6-sec-Butyl-9-(1-methoxy-4-oxo-1,4-dihydro-quinolin-3-yl)-12-(6-oxo-octyl)-decahydro-4a,7,10,13-tetraaza-benzocyclododecene-5,8,11,14-tetraone

ID: ALA1793973

PubChem CID: 10627876

Max Phase: Preclinical

Molecular Formula: C34H47N5O7

Molecular Weight: 637.78

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CCC(=O)CCCCC[C@@H]1NC(=O)[C@H]2CCCCN2C(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](c2cn(OC)c3ccccc3c2=O)NC1=O

Standard InChI:  InChI=1S/C34H47N5O7/c1-5-21(3)28-34(45)38-19-13-12-18-27(38)32(43)35-25(16-9-7-8-14-22(40)6-2)31(42)37-29(33(44)36-28)24-20-39(46-4)26-17-11-10-15-23(26)30(24)41/h10-11,15,17,20-21,25,27-29H,5-9,12-14,16,18-19H2,1-4H3,(H,35,43)(H,36,44)(H,37,42)/t21-,25-,27+,28-,29-/m0/s1

Standard InChI Key:  IEVZGTIIJVLPRE-YVHAWAGASA-N

Molfile:  

     RDKit          2D

 51 54  0  0  1  0  0  0  0  0999 V2000
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    1.5485   -1.5236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9683   -1.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1105    1.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6782   -1.9055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8204    0.1868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8013    1.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8079   -3.9896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -0.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8204   -3.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8204    1.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -1.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2335   -2.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5427   -2.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1105   -2.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3160   -0.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8079    2.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3160   -1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9176   -2.3722    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873    2.2156    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2 13  1  0
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  4 47  1  1
 13 48  1  1
 17 49  1  6
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 25 51  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1793973

   (3S,6S,9S,12R)-3-[(2S)-butan-2-yl]-6-(1-methoxy-4-oxoquinolin-3-yl)-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 637.78

Molecular Weight (Monoisotopic): 637.3475

AlogP: 2.56

#Rotatable Bonds: 11

Polar Surface Area: 155.91

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.06

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.32

Np Likeness Score: 1.04

References

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4. Pérez-Balado, Carlos C and 6 more authors.  2007-05-17  Bispyridinium dienes: histone deacetylase inhibitors with selective activities.  [PMID:17447750]

5. Itoh, Yukihiro Y and 7 more authors.  2007-11-01  Design, synthesis, structure--selectivity relationship, and effect on human cancer cells of a novel series of histone deacetylase 6-selective inhibitors.  [PMID:17929798]

6. Kozikowski, Alan P; Tapadar, Subhasish; Luchini, Doris N; Kim, Ki Hwan and Billadeau, Daniel D.  2008-08-14  Use of the nitrile oxide cycloaddition (NOC) reaction for molecular probe generation: a new class of enzyme selective histone deacetylase inhibitors (HDACIs) showing picomolar activity at HDAC6.  [PMID:18642892]

7. Shen, Jie and 7 more authors.  2008-12-11  Histone deacetylase inhibitors through click chemistry.  [PMID:19007204]

8. Mahboobi, Siavosh S and 9 more authors.  2009-04-23  Design of chimeric histone deacetylase- and tyrosine kinase-inhibitors: a series of imatinib hybrides as potent inhibitors of wild-type and mutant BCR-ABL, PDGF-Rbeta, and histone deacetylases.  [PMID:19301902]

9. Tapadar, Subhasish; He, Rong; Luchini, Doris N; Billadeau, Daniel D and Kozikowski, Alan P.  2009-06-01  Isoxazole moiety in the linker region of HDAC inhibitors adjacent to the Zn-chelating group: effects on HDAC biology and antiproliferative activity.  [PMID:19419863]

10. Olsen, Christian A CA and Ghadiri, M Reza MR.  2009-12-10  Discovery of potent and selective histone deacetylase inhibitors via focused combinatorial libraries of cyclic alpha3beta-tetrapeptides.  [PMID:19705846]

11. Arts, Janine J and 21 more authors.  2009-11-15  JNJ-26481585, a novel "second-generation" oral histone deacetylase inhibitor, shows broad-spectrum preclinical antitumoral activity.  [PMID:19861438]

12. Hutt, Darren M DM and 22 more authors.  2010-01  Reduced histone deacetylase 7 activity restores function to misfolded CFTR in cystic fibrosis.  [PMID:19966789]

13. He, Rong and 7 more authors.  2010-02-11  Synthesis and biological evaluation of triazol-4-ylphenyl-bearing histone deacetylase inhibitors as anticancer agents.  [PMID:20055418]

14. Rai, Myriam and 7 more authors.  2010-01-21  Two new pimelic diphenylamide HDAC inhibitors induce sustained frataxin upregulation in cells from Friedreich's ataxia patients and in a mouse model.  [PMID:20098685]

15. Bradner, James E and 6 more authors.  2010-03  Chemical phylogenetics of histone deacetylases.  [PMID:20139990]

16. Cai, Xiong X and 8 more authors.  2010-03-11  Discovery of 7-(4-(3-ethynylphenylamino)-7-methoxyquinazolin-6-yloxy)-N-hydroxyheptanamide (CUDc-101) as a potent multi-acting HDAC, EGFR, and HER2 inhibitor for the treatment of cancer.  [PMID:20143778]

17. Mandl-Weber, Sonja S and 5 more authors.  2010-05  The novel inhibitor of histone deacetylase resminostat (RAS2410) inhibits proliferation and induces apoptosis in multiple myeloma (MM) cells.  [PMID:20201941]

18. Wang, Haishan H and 14 more authors.  2010-06-01  Acylurea connected straight chain hydroxamates as novel histone deacetylase inhibitors: Synthesis, SAR, and in vivo antitumor activity.  [PMID:20451378]

19. Estiu, Guillermina and 5 more authors.  2010-06-01  On the inhibition of histone deacetylase 8.  [PMID:20472442]

20. Mahboobi, Siavosh S and 8 more authors.  2010-12-23  Novel chimeric histone deacetylase inhibitors: a series of lapatinib hybrides as potent inhibitors of epidermal growth factor receptor (EGFR), human epidermal growth factor receptor 2 (HER2), and histone deacetylase activity.  [PMID:21080629]

21. Neelarapu, Raghupathi and 6 more authors.  2011-07-14  Design, synthesis, docking, and biological evaluation of novel diazide-containing isoxazole- and pyrazole-based histone deacetylase probes.  [PMID:21548582]

22. Hendricks, J Adam and 5 more authors.  2011-08-11  In vivo PET imaging of histone deacetylases by 18F-suberoylanilide hydroxamic acid (18F-SAHA).  [PMID:21721525]

23. Fass, Daniel M and 11 more authors.  2010-10-08  Effect of Inhibiting Histone Deacetylase with Short-Chain Carboxylic Acids and Their Hydroxamic Acid Analogs on Vertebrate Development and Neuronal Chromatin.  [PMID:21874153]

24. Choi, Sun Ea; Weerasinghe, Sujith V W and Pflum, Mary Kay H.  2011-10-15  The structural requirements of histone deacetylase inhibitors: Suberoylanilide hydroxamic acid analogs modified at the C3 position display isoform selectivity.  [PMID:21889343]

25. Hutt, Darren M DM and 10 more authors.  2011-07-21  Potential Agents for Treating Cystic Fibrosis: Cyclic Tetrapeptides that Restore Trafficking and Activity of ΔF508-CFTR.  [PMID:21984958]

26. Guerrant, William; Patil, Vishal; Canzoneri, Joshua C and Oyelere, Adegboyega K.  2012-02-23  Dual targeting of histone deacetylase and topoisomerase II with novel bifunctional inhibitors.  [PMID:22260166]

27. Santo, Loredana L and 18 more authors.  2012-03-15  Preclinical activity, pharmacodynamic, and pharmacokinetic properties of a selective HDAC6 inhibitor, ACY-1215, in combination with bortezomib in multiple myeloma.  [PMID:22262760]

28. Fredenhagen, Andreas A and 9 more authors.  2012-05  Biocatalytic synthesis and structure elucidation of cyclized metabolites of the deacetylase inhibitor panobinostat (LBH589).  [PMID:22344701]

29. Lai, Mei-Jung and 11 more authors.  2012-04-26  Synthesis and biological evaluation of 1-arylsulfonyl-5-(N-hydroxyacrylamide)indoles as potent histone deacetylase inhibitors with antitumor activity in vivo.  [PMID:22439863]

30. Bergman, Joel A JA and 5 more authors.  2012-11-26  Selective histone deacetylase 6 inhibitors bearing substituted urea linkers inhibit melanoma cell growth.  [PMID:23009203]

31. Wong, Jason C JC and 38 more authors.  2012-10-25  Pharmacokinetic optimization of class-selective histone deacetylase inhibitors and identification of associated candidate predictive biomarkers of hepatocellular carcinoma tumor response.  [PMID:23061376]

32. Choi, Sun Ea and Pflum, Mary Kay H.  2012-12-01  The structural requirements of histone deacetylase inhibitors: suberoylanilide hydroxamic acid analogs modified at the C6 position.  [PMID:23089527]

33. Suzuki, Takayoshi T and 13 more authors.  2012-11-26  Rapid discovery of highly potent and selective inhibitors of histone deacetylase 8 using click chemistry to generate candidate libraries.  [PMID:23116147]

34. Zhang, Yingjie and 5 more authors.  2013-02-14  Development of N-Hydroxycinnamamide-Based Histone Deacetylase Inhibitors with Indole-Containing Cap Group.  [PMID:23493449]

35. Patil, Vishal; Sodji, Quaovi H; Kornacki, James R; Mrksich, Milan and Oyelere, Adegboyega K.  2013-05-09  3-Hydroxypyridin-2-thione as novel zinc binding group for selective histone deacetylase inhibition.  [PMID:23547652]

36. Guerrant, William and 5 more authors.  2013-06-01  Dual-acting histone deacetylase-topoisomerase I inhibitors.  [PMID:23622981]

37. Kalin, Jay H JH and Bergman, Joel A JA.  2013-08-22  Development and therapeutic implications of selective histone deacetylase 6 inhibitors.  [PMID:23627282]

38. Gryder, Berkley E BE and 9 more authors.  2013-07-25  Histone deacetylase inhibitors equipped with estrogen receptor modulation activity.  [PMID:23786452]

39. Yu, Chao-Wu CW, Chang, Pei-Teh PT, Hsin, Ling-Wei LW and Chern, Ji-Wang JW.  2013-09-12  Quinazolin-4-one derivatives as selective histone deacetylase-6 inhibitors for the treatment of Alzheimer's disease.  [PMID:23905680]

40. Wang, Cheng; Flemming, Creston J and Cheng, Yi-Qiang.  2012-08-01  Discovery and activity profiling of thailandepsins A through F, potent histone deacetylase inhibitors, from Burkholderia thailandensis E264.  [PMID:23997923]

41. Ko, Kristin S; Steffey, Michael E; Brandvold, Kristoffer R and Soellner, Matthew B.  2013-08-08  Development of a chimeric c-Src kinase and HDAC inhibitor.  [PMID:24015327]

42. Seo, Young Jun and 8 more authors.  2013-12-15  Radionuclide labeling and evaluation of candidate radioligands for PET imaging of histone deacetylase in the brain.  [PMID:24210501]

43. Bürli, Roland W RW and 29 more authors.  2013-12-27  Design, synthesis, and biological evaluation of potent and selective class IIa histone deacetylase (HDAC) inhibitors as a potential therapy for Huntington's disease.  [PMID:24261862]

44. Sodji, Quaovi H; Patil, Vishal; Kornacki, James R; Mrksich, Milan and Oyelere, Adegboyega K.  2013-12-27  Synthesis and structure-activity relationship of 3-hydroxypyridine-2-thione-based histone deacetylase inhibitors.  [PMID:24304348]

45. Wambua, Magdalene K MK, Nalawansha, Dhanusha A DA, Negmeldin, Ahmed T AT and Pflum, Mary Kay H MK.  2014-02-13  Mutagenesis studies of the 14 Å internal cavity of histone deacetylase 1: insights toward the acetate-escape hypothesis and selective inhibitor design.  [PMID:24405391]

46. Li, Xiaoyang and 8 more authors.  2014-04-24  Discovery of the first N-hydroxycinnamamide-based histone deacetylase 1/3 dual inhibitors with potent oral antitumor activity.  [PMID:24694055]

47. Cincinelli, Raffaella R and 6 more authors.  2014-05-22  Influence of the adamantyl moiety on the activity of biphenylacrylohydroxamic acid-based HDAC inhibitors.  [PMID:24742384]

48. Lee, Hsueh-Yun HY and 13 more authors.  2014-05-22  Azaindolylsulfonamides, with a more selective inhibitory effect on histone deacetylase 6 activity, exhibit antitumor activity in colorectal cancer HCT116 cells.  [PMID:24766560]

49. Valente, Sergio S and 12 more authors.  2014-07-24  1,3,4-Oxadiazole-containing histone deacetylase inhibitors: anticancer activities in cancer cells.  [PMID:24972008]

50. Tang, Guozhi G and 15 more authors.  2014-10-09  Identification of a novel aminotetralin class of HDAC6 and HDAC8 selective inhibitors.  [PMID:25238284]

51. Sodji, Quaovi H QH, Kornacki, James R JR, McDonald, John F JF, Mrksich, Milan M and Oyelere, Adegboyega K AK.  2015  Design and structure activity relationship of tumor-homing histone deacetylase inhibitors conjugated to folic and pteroic acids.  [PMID:25899338]

52. Duan, Wenwen and 8 more authors.  2015-05-28  Design, synthesis, and antitumor evaluation of novel histone deacetylase inhibitors equipped with a phenylsulfonylfuroxan module as a nitric oxide donor.  [PMID:25906087]

53. Daniel, Kevin B and 6 more authors.  2015-06-11  Dual-Mode HDAC Prodrug for Covalent Modification and Subsequent Inhibitor Release.  [PMID:25974739]

54. Tang, Chu and 7 more authors.  2015-06-11  Novel Bioactive Hybrid Compound Dual Targeting Estrogen Receptor and Histone Deacetylase for the Treatment of Breast Cancer.  [PMID:25993269]

55. Clausen, Dane J and 5 more authors.  2015-08-01  Modular synthesis and biological activity of pyridyl-based analogs of the potent Class I Histone Deacetylase Inhibitor Largazole.  [PMID:26054247]

56. Muthyala, Ramaiah R, Shin, Woo Shik WS, Xie, Jiashu J and Sham, Yuk Yin YY.  2015-10-01  Discovery of 1-hydroxypyridine-2-thiones as selective histone deacetylase inhibitors and their potential application for treating leukemia.  [PMID:26264503]

57. Yao, Yiwu Y and 7 more authors.  2015-10-08  Discovery of Novel Class I Histone Deacetylase Inhibitors with Promising in Vitro and in Vivo Antitumor Activities.  [PMID:26331334]

58. Yang, Zhuang Z and 14 more authors.  2016-02-25  Discovery of Selective Histone Deacetylase 6 Inhibitors Using the Quinazoline as the Cap for the Treatment of Cancer.  [PMID:26443078]

59. Peng, Fan-Wei FW, Wu, Ting-Ting TT, Ren, Zi-Wei ZW, Xue, Jia-Yu JY and Shi, Lei L.  2015-11-15  Hybrids from 4-anilinoquinazoline and hydroxamic acid as dual inhibitors of vascular endothelial growth factor receptor-2 and histone deacetylase.  [PMID:26475519]

60. Ling, Yong Y and 11 more authors.  2015-12-10  Novel β-Carboline/Hydroxamic Acid Hybrids Targeting Both Histone Deacetylase and DNA Display High Anticancer Activity via Regulation of the p53 Signaling Pathway.  [PMID:26555243]

61. Tapadar, Subhasish and 10 more authors.  2015-12-15  A structure-activity relationship of non-peptide macrocyclic histone deacetylase inhibitors and their anti-proliferative and anti-inflammatory activities.  [PMID:26585275]

62. Ghosh, Balaram and 7 more authors.  2016-02-15  Dissecting structure-activity-relationships of crebinostat: Brain penetrant HDAC inhibitors for neuroepigenetic regulation.  [PMID:26804233]

63. Cincinelli, Raffaella R and 10 more authors.  2016-04-13  Biphenyl-4-yl-acrylohydroxamic acids: Identification of a novel indolyl-substituted HDAC inhibitor with antitumor activity.  [PMID:26890116]

64. Heimburg, Tino T and 14 more authors.  2016-03-24  Structure-Based Design and Synthesis of Novel Inhibitors Targeting HDAC8 from Schistosoma mansoni for the Treatment of Schistosomiasis.  [PMID:26937828]

65. Yoo, Jakyung J and 10 more authors.  2016-06-30  Computer-aided identification of new histone deacetylase 6 selective inhibitor with anti-sepsis activity.  [PMID:27060764]

66. Ellis, Jonathan D JD and 8 more authors.  2016-08  Inhibition of Histone Deacetylase 6 Reveals a Potent Immunosuppressant Effect in Models of Transplantation.  [PMID:27222932]

67. Wagner, Florence F FF and 17 more authors.  2016-09-15  Kinetic and structural insights into the binding of histone deacetylase 1 and 2 (HDAC1, 2) inhibitors.  [PMID:27377864]

68. Rabal, Obdulia O and 15 more authors.  2016-10-13  Design, Synthesis, and Biological Evaluation of First-in-Class Dual Acting Histone Deacetylases (HDACs) and Phosphodiesterase 5 (PDE5) Inhibitors for the Treatment of Alzheimer's Disease.  [PMID:27606546]

69. Zwick, Vincent V and 8 more authors.  2016-10-15  Synthesis of a selective HDAC6 inhibitor active in neuroblasts.  [PMID:27650925]

70. Jadhavar, Pradeep S PS and 20 more authors.  2016-11-01  Targeting prostate cancer with compounds possessing dual activity as androgen receptor antagonists and HDAC6 inhibitors.  [PMID:27717544]

71. McClure, Jesse J and 5 more authors.  2016-11-10  Development of Allosteric Hydrazide-Containing Class I Histone Deacetylase Inhibitors for Use in Acute Myeloid Leukemia.  [PMID:27754681]

72. Almaliti, Jehad and 7 more authors.  2016-12-08  Largazole Analogues Embodying Radical Changes in the Depsipeptide Ring: Development of a More Selective and Highly Potent Analogue.  [PMID:27809521]

73. Lee, Hsueh-Yun HY and 12 more authors.  2017-01-05  3-Aroylindoles display antitumor activity in vitro and in vivo: Effects of N1-substituents on biological activity.  [PMID:27886544]

74. Huang, Pengyu P and 7 more authors.  2017-01-10  Selective HDAC inhibition by ACY-241 enhances the activity of paclitaxel in solid tumor models.  [PMID:27926524]

75. Raji, Idris and 9 more authors.  2017-02-01  Bifunctional conjugates with potent inhibitory activity towards cyclooxygenase and histone deacetylase.  [PMID:28057407]

76. Raji, Idris I, Ahluwalia, Kabir K and Oyelere, Adegboyega K AK.  2017-02-15  Design, synthesis and evaluation of antiproliferative activity of melanoma-targeted histone deacetylase inhibitors.  [PMID:28131715]

77. Negmeldin, Ahmed T AT, Padige, Geetha G, Bieliauskas, Anton V AV and Pflum, Mary Kay H MK.  2017-03-09  Structural Requirements of HDAC Inhibitors: SAHA Analogues Modified at the C2 Position Display HDAC6/8 Selectivity.  [PMID:28337317]

78. Li, Xiaoyang X and 12 more authors.  2017-07-07  Selective HDAC inhibitors with potent oral activity against leukemia and colorectal cancer: Design, structure-activity relationship and anti-tumor activity study.  [PMID:28415009]

79. Kim, Bumki and 7 more authors.  2017-06-15  Synthesis and biological evaluation of largazole zinc-binding group analogs.  [PMID:28416100]

80. Yuan, Zigao Z and 9 more authors.  2017-07-07  Design, synthesis and anticancer potential of NSC-319745 hydroxamic acid derivatives as DNMT and HDAC inhibitors.  [PMID:28419930]

81. De Vreese, Rob R and D'hooghe, Matthias M.  2017-07-28  Synthesis and applications of benzohydroxamic acid-based histone deacetylase inhibitors.  [PMID:28453994]

82. Gao, Shuai and 8 more authors.  2017-06-15  Design, synthesis and anti-tumor activity study of novel histone deacetylase inhibitors containing isatin-based caps and o-phenylenediamine-based zinc binding groups.  [PMID:28511906]

83. Stenzel, Katharina K and 13 more authors.  2017-07-13  Alkoxyurea-Based Histone Deacetylase Inhibitors Increase Cisplatin Potency in Chemoresistant Cancer Cell Lines.  [PMID:28581289]

84. Yuan, Zigao Z and 9 more authors.  2017-08-01  Olaparib hydroxamic acid derivatives as dual PARP and HDAC inhibitors for cancer therapy.  [PMID:28601509]

85. Negmeldin, Ahmed T and Pflum, Mary Kay H.  2017-08-01  The structural requirements of histone deacetylase inhibitors: SAHA analogs modified at the C5 position display dual HDAC6/8 selectivity.  [PMID:28648461]

86. Lai, Jiun-I JI and 7 more authors.  2017-08-01  Cyclic tetrapeptide HDAC inhibitors as potential therapeutics for spinal muscular atrophy: Screening with iPSC-derived neuronal cells.  [PMID:28648462]

87. Shao, Mingfeng M and 10 more authors.  2017-09-01  Structure-based design, synthesis and in vitro antiproliferative effects studies of novel dual BRD4/HDAC inhibitors.  [PMID:28765013]

88. Hsieh, Hao-Yu HY and 5 more authors.  2017-11-10  Targeting breast cancer stem cells by novel HDAC3-selective inhibitors.  [PMID:28923385]

89. Duan, Ying-Chao YC and 9 more authors.  2017-11-10  Design and synthesis of tranylcypromine derivatives as novel LSD1/HDACs dual inhibitors for cancer treatment.  [PMID:28987602]

90. Tavares, Maurício T MT and 7 more authors.  2017-10-12  Synthesis and Pharmacological Evaluation of Selective Histone Deacetylase 6 Inhibitors in Melanoma Models.  [PMID:29057046]

91. Zhang, Yingjie; Yan, Jin and Yao, Tso-Pang.  2017-12-01  Discovery of a fluorescent probe with HDAC6 selective inhibition.  [PMID:29102179]

92. Wang, Xiu-Xiu XX, Wan, Ren-Zhong RZ and Liu, Zhao-Peng ZP.  2018-01-01  Recent advances in the discovery of potent and selective HDAC6 inhibitors.  [PMID:29133060]

93. Negmeldin, Ahmed T AT, Knoff, Joseph R JR and Pflum, Mary Kay H MKH.  2018-01-01  The structural requirements of histone deacetylase inhibitors: C4-modified SAHA analogs display dual HDAC6/HDAC8 selectivity.  [PMID:29150330]

94. Chao, Shi-Wei SW and 9 more authors.  2018-01-01  Discovery of aliphatic-chain hydroxamates containing indole derivatives with potent class I histone deacetylase inhibitory activities.  [PMID:29223096]

95. Lee, Hsueh-Yun HY and 8 more authors.  2018-02-08  (N-Hydroxycarbonylbenylamino)quinolines as Selective Histone Deacetylase 6 Inhibitors Suppress Growth of Multiple Myeloma in Vitro and in Vivo.  [PMID:29304284]

96. Chen, Dizhong D, Soh, Chang Kai CK, Goh, Wei Huang WH and Wang, Haishan H.  2018-02-22  Design, Synthesis, and Preclinical Evaluation of Fused Pyrimidine-Based Hydroxamates for the Treatment of Hepatocellular Carcinoma.  [PMID:29360358]

97. Li, Xiaoyang X and 7 more authors.  2018-03-22  Class I HDAC Inhibitors Display Different Antitumor Mechanism in Leukemia and Prostatic Cancer Cells Depending on Their p53 Status.  [PMID:29499113]

98. Li, Yongtao Y and 13 more authors.  2018-04-12  Discovery of N1-(4-((7-Cyclopentyl-6-(dimethylcarbamoyl)-7 H-pyrrolo[2,3- d]pyrimidin-2-yl)amino)phenyl)- N8-hydroxyoctanediamide as a Novel Inhibitor Targeting Cyclin-dependent Kinase 4/9 (CDK4/9) and Histone Deacetlyase1 (HDAC1) against Malignant Cancer.  [PMID:29518312]

99. Rabal, Obdulia O and 15 more authors.  2018-04-25  Design, synthesis, biological evaluation and in vivo testing of dual phosphodiesterase 5 (PDE5) and histone deacetylase 6 (HDAC6)-selective inhibitors for the treatment of Alzheimer's disease.  [PMID:29549837]

100. Ojha, Ritu R and 10 more authors.  2018-04-25  1-Aroylindoline-hydroxamic acids as anticancer agents, inhibitors of HSP90 and HDAC.  [PMID:29567459]

101. Sellmer, Andreas A and 13 more authors.  2018-04-26  Marbostat-100 Defines a New Class of Potent and Selective Antiinflammatory and Antirheumatic Histone Deacetylase 6 Inhibitors.  [PMID:29589441]

102. Zang, Jie J and 7 more authors.  2018-06-28  Discovery of Novel Pazopanib-Based HDAC and VEGFR Dual Inhibitors Targeting Cancer Epigenetics and Angiogenesis Simultaneously.  [PMID:29787262]

103. Huang, Yahui Y and 5 more authors.  2018-07-26  Discovery of Janus Kinase 2 (JAK2) and Histone Deacetylase (HDAC) Dual Inhibitors as a Novel Strategy for the Combinational Treatment of Leukemia and Invasive Fungal Infections.  [PMID:29940115]

104. Lee, Hsueh-Yun HY and 11 more authors.  2018-08-23  5-Aroylindoles Act as Selective Histone Deacetylase 6 Inhibitors Ameliorating Alzheimer's Disease Phenotypes.  [PMID:30028616]

105. Porter, Nicholas J and 6 more authors.  2018-09-13  Histone Deacetylase 6-Selective Inhibitors and the Influence of Capping Groups on Hydroxamate-Zinc Denticity.  [PMID:30118224]

106. Chu-Farseeva, Yu-Yi YY and 6 more authors.  2018-10-05  Design and synthesis of potent dual inhibitors of JAK2 and HDAC based on fusing the pharmacophores of XL019 and vorinostat.  [PMID:30243158]

107. Diedrich, Daniela D and 14 more authors.  2018-10-05  One-pot, multi-component synthesis and structure-activity relationships of peptoid-based histone deacetylase (HDAC) inhibitors targeting malaria parasites.  [PMID:30245402]

108. Bhatia, Sanil S and 10 more authors.  2018-11-21  Discovery of the First-in-Class Dual Histone Deacetylase-Proteasome Inhibitor.  [PMID:30365892]

109. Bouchut, Anne A and 16 more authors.  2019-01-01  Identification of novel quinazoline derivatives as potent antiplasmodial agents.  [PMID:30366254]

110. Lai, Mei-Jung MJ and 11 more authors.  2019-01-15  1-Arylsulfonyl indoline-benzamides as a new antitubulin agents, with inhibition of histone deacetylase.  [PMID:30476825]

111. Zhou, Ruolan R and 10 more authors.  2019-02-01  Design, synthesis, and bioactivity evaluation of novel Bcl-2/HDAC dual-target inhibitors for the treatment of multiple myeloma.  [PMID:30594434]

112. Song, Yoojin Y, Lim, Jiah J and Seo, Young Ho YH.  2019-02-15  A novel class of anthraquinone-based HDAC6 inhibitors.  [PMID:30597327]

113. Chen, Yong Y and 10 more authors.  2019-02-14  Discovery of Novel Dual Histone Deacetylase and Mammalian Target of Rapamycin Target Inhibitors as a Promising Strategy for Cancer Therapy.  [PMID:30629434]

114. Vögerl, Katharina and 15 more authors.  2019-02-14  Synthesis and Biological Investigation of Phenothiazine-Based Benzhydroxamic Acids as Selective Histone Deacetylase 6 Inhibitors.  [PMID:30645113]

115. Ling, Yong Y and 11 more authors.  2019-04-15  β-Carboline and N-hydroxycinnamamide hybrids as anticancer agents for drug-resistant hepatocellular carcinoma.  [PMID:30851694]

116. Ling, Yong Y and 12 more authors.  2019-06-28  Hydroxamic Acid Derivatives of β-Carboline/Hydroxycinnamic Acid Hybrids Inducing Apoptosis and Autophagy through the PI3K/Akt/mTOR Pathways.  [PMID:31120744]

117. Yang, Zhuang Z and 10 more authors.  2019-09-15  Discovery of 1,2,4-oxadiazole-Containing hydroxamic acid derivatives as histone deacetylase inhibitors potential application in cancer therapy.  [PMID:31177073]

118. Cao, Fangyuan F and 5 more authors.  2019-09-01  Inhibitory selectivity among class I HDACs has a major impact on inflammatory gene expression in macrophages.  [PMID:31181405]

119. Bouchet, Samuel S and 8 more authors.  2019-06-13  Extending Cross Metathesis To Identify Selective HDAC Inhibitors: Synthesis, Biological Activities, and Modeling.  [PMID:31223439]

120. Nam, Gibeom G and 7 more authors.  2019-08-01  Structure-activity relationship study of thiazolyl-hydroxamate derivatives as selective histone deacetylase 6 inhibitors.  [PMID:31235266]

121. Liu, Ruiqi R and 8 more authors.  2019-07-09  Design, synthesis, and biological evaluation of a new class of histone acetyltransferase p300 inhibitors.  [PMID:31306905]

122. Reßing, Nina N and 9 more authors.  2019-07-01  Design, synthesis and biological evaluation of β-peptoid-capped HDAC inhibitors with anti-neuroblastoma and anti-glioblastoma activity.  [PMID:31391882]

123. Liang, Tao T, Hou, Xuben X, Zhou, Yi Y, Yang, Xinying X and Fang, Hao H.  2019-08-08  Design, Synthesis, and Biological Evaluation of 2,4-Imidazolinedione Derivatives as HDAC6 Isoform-Selective Inhibitors.  [PMID:31413795]

124. Shen, Sida S and 12 more authors.  2019-08-15  Discovery of a New Isoxazole-3-hydroxamate Based Histone Deacetylase 6 Inhibitor SS-208 with Anti-tumor Activity in Syngeneic Melanoma Mouse Models.  [PMID:31414801]

125. Brindisi, Margherita M and 5 more authors.  2019-08-27  Old but Gold: Tracking the New Guise of Histone Deacetylase 6 (HDAC6) Enzyme as a Biomarker and Therapeutic Target in Rare Diseases.  [PMID:31415174]

126. Wan, Yichao; Li, Yuanhua; Yan, Chunxing; Yan, Mi and Tang, Zilong.  2019-12-01  Indole: A privileged scaffold for the design of anti-cancer agents.  [PMID:31536895]

127. Soumyanarayanan, Uttara and 8 more authors.  2019-12-15  Discovery of a potent histone deacetylase (HDAC) 3/6 selective dual inhibitor.  [PMID:31627059]

128. Krieger, Viktoria and 10 more authors.  2019-12-26  Synthesis of Peptoid-Based Class I-Selective Histone Deacetylase Inhibitors with Chemosensitizing Properties.  [PMID:31762274]

129. Wu, Ying and 6 more authors.  2020-01-09  Nicotinamide Phosphoribosyltransferase (NAMPT) Is a New Target of Antitumor Agent Chidamide.  [PMID:31938461]

130. Ojha, Ritu and 14 more authors.  2020-03-15  Isoindoline scaffold-based dual inhibitors of HDAC6 and HSP90 suppressing the growth of lung cancer in vitro and in vivo.  [PMID:32058238]

131. Wu, Bocheng and 5 more authors.  2020-03-15  Pyrimethamine conjugated histone deacetylase inhibitors: Design, synthesis and evidence for triple negative breast cancer selective cytotoxicity.  [PMID:32061484]

132. Osko, Jeremy D and Christianson, David W.  2020-04-15  Structural determinants of affinity and selectivity in the binding of inhibitors to histone deacetylase 6.  [PMID:32067866]

133. Tseng, Hui-Ju and 13 more authors.  2020-04-15  Synthesis and biological evaluation of acridine-based histone deacetylase inhibitors as multitarget agents against Alzheimer's disease.  [PMID:32151835]

134. Pan, Zhaoping and 9 more authors.  2020-04-09  Discovery of Thieno[2,3-d]pyrimidine-Based Hydroxamic Acid Derivatives as Bromodomain-Containing Protein 4/Histone Deacetylase Dual Inhibitors Induce Autophagic Cell Death in Colorectal Carcinoma Cells.  [PMID:32153186]

135. Nepali, Kunal and 7 more authors.  2020-06-15  Purine/purine isoster based scaffolds as new derivatives of benzamide class of HDAC inhibitors.  [PMID:32325365]

136. Han, Guiyan and 5 more authors.  2020-05-28  Discovery of Novel Fungal Lanosterol 14α-Demethylase (CYP51)/Histone Deacetylase Dual Inhibitors to Treat Azole-Resistant Candidiasis.  [PMID:32347094]

137. Tng, Jiahui and 6 more authors.  2020-06-11  Achiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class I HDAC Enzymes and Cancer Cell Proliferation.  [PMID:32383881]

138. Romanelli, Annalisa and 14 more authors.  2020-05-14  Design of First-in-Class Dual EZH2/HDAC Inhibitor: Biochemical Activity and Biological Evaluation in Cancer Cells.  [PMID:32435414]

139. Ghazy, Ehab and 12 more authors.  2020-08-15  Design, synthesis, and biological evaluation of dual targeting inhibitors of histone deacetylase 6/8 and bromodomain BRPF1.  [PMID:32497960]

140. Gawel, Justyna M and 14 more authors.  2020-09-01  PTG-0861: A novel HDAC6-selective inhibitor as a therapeutic strategy in acute myeloid leukaemia.  [PMID:32615502]

141. Huang, Ying and 6 more authors.  2020-09-01  The design of a novel near-infrared fluorescent HDAC inhibitor and image of tumor cells.  [PMID:32773090]

142. Yao, Dahong and 6 more authors.  2020-11-01  Design, synthesis and biological evaluation of novel HDAC inhibitors with improved pharmacokinetic profile in breast cancer.  [PMID:32791401]

143. Reßing, Nina and 11 more authors.  2020-09-24  Multicomponent Synthesis, Binding Mode, and Structure-Activity Relationship of Selective Histone Deacetylase 6 (HDAC6) Inhibitors with Bifurcated Capping Groups.  [PMID:32803970]

144. Noonepalle, Satish and 12 more authors.  2020-09-24  Rational Design of Suprastat: A Novel Selective Histone Deacetylase 6 Inhibitor with the Ability to Potentiate Immunotherapy in Melanoma Models.  [PMID:32815366]

145. Wei, Mingming and 14 more authors.  2020-11-15  Design and synthesis of novel Flavone-based histone deacetylase inhibitors antagonizing activation of STAT3 in breast cancer.  [PMID:32823005]

146. Cao, Fangyuan and 5 more authors.  2020-12-15  Induced protein degradation of histone deacetylases 3 (HDAC3) by proteolysis targeting chimera (PROTAC).  [PMID:32971411]

147. Gu, Xiaoke and 9 more authors.  2020-12-15  Discovery of thiosemicarbazone-containing compounds with potent anti-proliferation activity against drug-resistant K562/A02 cells.  [PMID:33132117]

148. Relitti, Nicola and 17 more authors.  2021-02-15  Novel quinolone-based potent and selective HDAC6 inhibitors: Synthesis, molecular modeling studies and biological investigation.  [PMID:33199154]

149. Mehndiratta, Samir and Liou, Jing-Ping.  2020-09-01  Histone lysine specific demethylase 1 inhibitors.  [PMID:33479691]

150. Bao, Yu and 8 more authors.  2021-01-14  Studying Histone Deacetylase Inhibition and Apoptosis Induction of Psammaplin A Monomers with Modified Thiol Group.  [PMID:33488962]

151. Zhao, Lei and 9 more authors.  2021-03-05  Design, synthesis and evaluation of novel ErbB/HDAC multitargeted inhibitors with selectivity in EGFRT790M mutant cell lines.  [PMID:33493830]

152. Singh, Arshdeep and 8 more authors.  2021-02-06  CAP rigidification of MS-275 and chidamide leads to enhanced antiproliferative effects mediated through HDAC1, 2 and tubulin polymerization inhibition.  [PMID:33588178]

153. Rabal, Obdulia and 16 more authors.  2021-03-04  Design and Synthesis of Novel Epigenetic Inhibitors Targeting Histone Deacetylases, DNA Methyltransferase 1, and Lysine Methyltransferase G9a with In Vivo Efficacy in Multiple Myeloma.  [PMID:33661013]

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