PEPSTATIN

ID: ALA296588

Max Phase: Phase

Molecular Formula: C34H63N5O9

Molecular Weight: 685.90

Molecule Type: Small molecule

Associated Items:

Representations

Synonyms (2): Pepstatin a | NSC-272671
Synonyms from Alternative Forms(2):

    Canonical SMILES:  CC(C)CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CC(C)C)[C@@H](O)CC(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)[C@@H](O)CC(=O)O)C(C)C)C(C)C

    Standard InChI:  InChI=1S/C34H63N5O9/c1-17(2)12-23(37-33(47)31(21(9)10)39-34(48)30(20(7)8)38-27(42)14-19(5)6)25(40)15-28(43)35-22(11)32(46)36-24(13-18(3)4)26(41)16-29(44)45/h17-26,30-31,40-41H,12-16H2,1-11H3,(H,35,43)(H,36,46)(H,37,47)(H,38,42)(H,39,48)(H,44,45)/t22-,23-,24-,25-,26-,30-,31-/m0/s1

    Standard InChI Key:  FAXGPCHRFPCXOO-LXTPJMTPSA-N

    Associated Targets(Human)

    Renin 5251 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Pepsin A 59 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Cathepsin D 3201 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Chymotrypsin C 381 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Beta-secretase 1 15641 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Cathepsin B 3822 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Cathepsin L 3852 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Cathepsin H 179 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Cathepsin E 189 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    ADAM9 81 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    ATP-dependent DNA helicase Q1 5575 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Tyrosyl-DNA phosphodiesterase 1 345557 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Histone acetyltransferase GCN5 14285 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 93046 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Vitamin D receptor 26531 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Regulator of G-protein signaling 4 13867 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Geminin 128009 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    MDA-MB-231 73002 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    TAR DNA-binding protein 43 40113 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Parathyroid hormone receptor 47172 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    NHDF 1164 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    PBMC 10003 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Histone deacetylase 6 20808 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Associated Targets(non-human)

    Cathepsin D 510 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Renin 163 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Pepsin A 436 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Human immunodeficiency virus type 1 protease 9113 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Angiotensin-converting enzyme 2863 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Human T-cell leukemia virus type I protease 57 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Mus musculus 284745 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Plasmodium falciparum 966862 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Cysteine protease 30 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Plasmepsin 2 774 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Plasmodium berghei 192651 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Human immunodeficiency virus 1 70413 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Protease 2551 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Candidapepsin-2 159 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Candidapepsin-1 3 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Candidapepsin-3 2 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Candidapepsin-4 3 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Candidapepsin-5 3 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Candidapepsin-6 3 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Candidapepsin-8 3 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Candidapepsin-9 3 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Candida albicans 78123 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Cruzipain 33337 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    6-phospho-1-fructokinase 7870 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Genome polyprotein 903 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Plasmepsin 4 112 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Plasmepsin 1 207 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    SARS-CoV-2 38078 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Vero C1008 1716 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Replicase polyprotein 1ab 11336 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Molecule Features

    Natural Product: YesOral: NoChemical Probe: NoParenteral: No
    Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
    Chirality: YesAvailability: NoProdrug: No

    Drug Indications

    MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

    Mechanisms of Action

    Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

    Properties

    Molecular Weight: 685.90Molecular Weight (Monoisotopic): 685.4626AlogP: 1.47#Rotatable Bonds: 22
    Polar Surface Area: 223.26Molecular Species: ACIDHBA: 8HBD: 8
    #RO5 Violations: 2HBA (Lipinski): 14HBD (Lipinski): 8#RO5 Violations (Lipinski): 3
    CX Acidic pKa: 4.32CX Basic pKa: CX LogP: 1.72CX LogD: -1.23
    Aromatic Rings: 0Heavy Atoms: 48QED Weighted: 0.08Np Likeness Score: 0.29

    References

    1. Guégan R, Diaz J, Cazaubon C, Beaumont M, Carlet C, Clément J, Demarne H, Mellet M, Richaud JP, Segondy D..  (1986)  Pepstatin analogues as novel renin inhibitors.,  29  (7): [PMID:3543358] [10.1021/jm00157a006]
    2. Rosenberg SH, Plattner JJ, Woods KW, Stein HH, Marcotte PA, Cohen J, Perun TJ..  (1987)  Novel renin inhibitors containing analogues of statine retro-inverted at the C-termini: specificity at the P2 histidine site.,  30  (7): [PMID:3298652] [10.1021/jm00390a018]
    3. Rosenberg SH, Woods KW, Kleinert HD, Stein H, Nellans HN, Hoffman DJ, Spanton SG, Pyter RA, Cohen J, Egan DA..  (1989)  Azido glycols: potent, low molecular weight renin inhibitors containing an unusual post scissile site residue.,  32  (6): [PMID:2657067] [10.1021/jm00126a038]
    4. Thaisrivongs S, Pals DT, Kati WM, Turner SR, Thomasco LM..  (1985)  Difluorostatine- and difluorostatone-containing peptides as potent and specific renin inhibitors.,  28  (11): [PMID:3906126] [10.1021/jm00149a001]
    5. Doweyko AM..  (1994)  Three-dimensional pharmacophores from binding data.,  37  (12): [PMID:8021917] [10.1021/jm00038a006]
    6. Boger J, Payne LS, Perlow DS, Lohr NS, Poe M, Blaine EH, Ulm EH, Schorn TW, LaMont BI, Lin TY..  (1985)  Renin inhibitors. Syntheses of subnanomolar, competitive, transition-state analogue inhibitors containing a novel analogue of statine.,  28  (12): [PMID:3906131] [10.1021/jm00150a007]
    7. Kratzel M, Schlichtner B, Kirchmayer R, Bernkop-Schnürch A..  (1999)  Simplified pepstatins: synthesis and evaluation of N-terminally modified analogues.,  42  (11): [PMID:10354412] [10.1021/jm9807306]
    8. Thaisrivongs S, Pals DT, Kati WM, Turner SR, Thomasco LM, Watt W..  (1986)  Design and synthesis of potent and specific renin inhibitors containing difluorostatine, difluorostatone, and related analogues.,  29  (10): [PMID:3531517] [10.1021/jm00160a048]
    9. Thaisrivongs S, Pals DT, Harris DW, Kati WM, Turner SR..  (1986)  Design and synthesis of a potent and specific renin inhibitor with a prolonged duration of action in vivo.,  29  (10): [PMID:3531518] [10.1021/jm00160a049]
    10. Varney MD, Appelt K, Kalish V, Reddy MR, Tatlock J, Palmer CL, Romines WH, Wu BW, Musick L..  (1994)  Crystal-structure-based design and synthesis of novel C-terminal inhibitors of HIV protease.,  37  (15): [PMID:8057276] [10.1021/jm00041a005]
    11. McConnell RM, Frizzell D, Camp A, Evans A, Jones W, Cagle C..  (1991)  New pepstatin analogues: synthesis and pepsin inhibition.,  34  (7): [PMID:2067002] [10.1021/jm00111a054]
    12. Huff JR..  (1991)  HIV protease: a novel chemotherapeutic target for AIDS.,  34  (8): [PMID:1875332] [10.1021/jm00112a001]
    13. Kratzel M, Hiessböck R, Bernkop-Schnürch A..  (1998)  Auxiliary agents for the peroral administration of peptide and protein drugs: synthesis and evaluation of novel pepstatin analogues.,  41  (13): [PMID:9632367] [10.1021/jm980015w]
    14. Agarwal NS, Rich DH..  (1986)  Inhibition of cathepsin D by substrate analogues containing statine and by analogues of pepstatin.,  29  (12): [PMID:3783611] [10.1021/jm00162a015]
    15. Dumas J, Brittelli D, Chen J, Dixon B, Hatoum-Mokdad H, König G, Sibley R, Witowsky J, Wong S..  (1999)  Synthesis and structure activity relationships of novel small molecule cathepsin D inhibitors.,  (17): [PMID:10498202] [10.1016/s0960-894x(99)00433-3]
    16. Dutta AS, Gormley JJ, McLachlan PF, Major JS..  (1990)  Novel inhibitors of human renin. Cyclic peptides based on the tetrapeptide sequence Glu-D-Phe-Lys-D-Trp.,  33  (9): [PMID:2202828] [10.1021/jm00171a033]
    17. Iizuka K, Kamijo T, Harada H, Akahane K, Kubota T, Umeyama H, Ishida T, Kiso Y..  (1990)  Orally potent human renin inhibitors derived from angiotensinogen transition state: design, synthesis, and mode of interaction.,  33  (10): [PMID:2120440] [10.1021/jm00172a005]
    18. Rich DH..  (1985)  Pepstatin-derived inhibitors of aspartic proteinases. A close look at an apparent transition-state analogue inhibitor.,  28  (3): [PMID:3882966] [10.1021/jm00381a001]
    19. Ishchenko AV, Shakhnovich EI..  (2002)  SMall Molecule Growth 2001 (SMoG2001): an improved knowledge-based scoring function for protein-ligand interactions.,  45  (13): [PMID:12061879] [10.1021/jm0105833]
    20. Sawyer TK, Pals DT, Mao B, Staples DJ, de Vaux AE, Maggiora LL, Affholter JA, Kati W, Duchamp D, Hester JB..  (1988)  Design, structure-activity, and molecular modeling studies of potent renin inhibitory peptides having N-terminal Nin-For-Trp (Ftr): angiotensinogen congeners modified by P1-P1' Phe-Phe, Sta, Leu psi[CH(OH)CH2]Val or leu psi[CH2NH]Val substitutions.,  31  (1): [PMID:3275777] [10.1021/jm00396a006]
    21. Leung D, Abbenante G, Fairlie DP..  (2000)  Protease inhibitors: current status and future prospects.,  43  (3): [PMID:10669559] [10.1021/jm990412m]
    22. Ondetti MA, Cushman DW..  (1981)  Inhibition of the renin-angiotensin system. A new approach to the therapy of hypertension.,  24  (4): [PMID:6267277] [10.1021/jm00136a001]
    23. Brady SF, Singh S, Crouthamel MC, Holloway MK, Coburn CA, Garsky VM, Bogusky M, Pennington MW, Vacca JP, Hazuda D, Lai MT..  (2004)  Rational design and synthesis of selective BACE-1 inhibitors.,  14  (3): [PMID:14741251] [10.1016/j.bmcl.2003.11.061]
    24. Maegawa H, Kimura T, Arii Y, Matsui Y, Kasai S, Hayashi Y, Kiso Y..  (2004)  Identification of peptidomimetic HTLV-I protease inhibitors containing hydroxymethylcarbonyl (HMC) isostere as the transition-state mimic.,  14  (23): [PMID:15501070] [10.1016/j.bmcl.2004.09.034]
    25. Domínguez JN, León C, Rodrigues J, Gamboa de Domínguez N, Gut J, Rosenthal PJ..  (2005)  Synthesis and evaluation of new antimalarial phenylurenyl chalcone derivatives.,  48  (10): [PMID:15887974] [10.1021/jm058208o]
    26. Srivastava V, Saxena HO, Shanker K, Kumar JK, Luqman S, Gupta MM, Khanuja SP, Negi AS..  (2006)  Synthesis of gallic acid based naphthophenone fatty acid amides as cathepsin D inhibitors.,  16  (17): [PMID:16797987] [10.1016/j.bmcl.2006.06.010]
    27. Skinner-Adams TS, Andrews KT, Melville L, McCarthy J, Gardiner DL..  (2007)  Synergistic interactions of the antiretroviral protease inhibitors saquinavir and ritonavir with chloroquine and mefloquine against Plasmodium falciparum in vitro.,  51  (2): [PMID:17088482] [10.1128/aac.00840-06]
    28. Desai PV, Patny A, Sabnis Y, Tekwani B, Gut J, Rosenthal P, Srivastava A, Avery M..  (2004)  Identification of novel parasitic cysteine protease inhibitors using virtual screening. 1. The ChemBridge database.,  47  (26): [PMID:15588096] [10.1021/jm0493717]
    29. León C, Rodrigues J, Gamboa de Domínguez N, Charris J, Gut J, Rosenthal PJ, Domínguez JN..  (2007)  Synthesis and evaluation of sulfonylurea derivatives as novel antimalarials.,  42  (6): [PMID:17321641] [10.1016/j.ejmech.2007.01.001]
    30. Azim MK, Ahmed W, Khan IA, Rao NA, Khan KM..  (2008)  Identification of acridinyl hydrazides as potent aspartic protease inhibitors.,  18  (9): [PMID:18417344] [10.1016/j.bmcl.2008.02.060]
    31. Zhang Z, ElSohly HN, Jacob MR, Pasco DS, Walker LA, Clark AM..  (2002)  Natural products inhibiting Candida albicans secreted aspartic proteases from Lycopodium cernuum.,  65  (7): [PMID:12141856] [10.1021/np0200616]
    32. Dalal S, Klemba M..  (2007)  Roles for two aminopeptidases in vacuolar hemoglobin catabolism in Plasmodium falciparum.,  282  (49): [PMID:17895246] [10.1074/jbc.m703643200]
    33. El Dine RS, El Halawany AM, Ma CM, Hattori M..  (2008)  Anti-HIV-1 protease activity of lanostane triterpenes from the vietnamese mushroom Ganoderma colossum.,  71  (6): [PMID:18547117] [10.1021/np8001139]
    34. Kang DH, Jun KY, Lee JP, Pak CS, Na Y, Kwon Y..  (2009)  Identification of 3-acetyl-2-aminoquinolin-4-one as a novel, nonpeptidic scaffold for specific calpain inhibitory activity.,  52  (9): [PMID:19419206] [10.1021/jm8014734]
    35. Zhang Z, ElSohly HN, Jacob MR, Pasco DS, Walker LA, Clark AM..  (2002)  New sesquiterpenoids from the root of Guatteria multivenia.,  65  (6): [PMID:12088427] [10.1021/np0200717]
    36. Zhang Z, ElSohly HN, Jacob MR, Pasco DS, Walker LA, Clark AM..  (2001)  New indole alkaloids from the bark of Nauclea orientalis.,  64  (8): [PMID:11520214] [10.1021/np010042g]
    37. Li XC, Jacob MR, Pasco DS, ElSohly HN, Nimrod AC, Walker LA, Clark AM..  (2001)  Phenolic compounds from Miconia myriantha inhibiting Candida aspartic proteases.,  64  (10): [PMID:11678651] [10.1021/np010172p]
    38. Grice CA, Tays KL, Savall BM, Wei J, Butler CR, Axe FU, Bembenek SD, Fourie AM, Dunford PJ, Lundeen K, Coles F, Xue X, Riley JP, Williams KN, Karlsson L, Edwards JP..  (2008)  Identification of a potent, selective, and orally active leukotriene a4 hydrolase inhibitor with anti-inflammatory activity.,  51  (14): [PMID:18588282] [10.1021/jm701575k]
    39. Waibel M, Pitrat D, Hasserodt J..  (2009)  On the inhibition of HIV-1 protease by hydrazino-ureas displaying the N-->C=O interaction.,  17  (10): [PMID:19394228] [10.1016/j.bmc.2009.03.059]
    40. Barazarte A, Camacho J, Domínguez J, Lobo G, Gamboa N, Rodrigues J, Capparelli MV, Alvarez-Larena A, Andujar S, Enriz D, Charris J..  (2008)  Synthesis, antimalarial activity, structure-activity relationship analysis of thieno-[3,2-b]benzothiazine S,S-dioxide analogs.,  16  (7): [PMID:18314337] [10.1016/j.bmc.2008.02.011]
    41. Wei Y, Ma CM, Hattori M..  (2009)  Synthesis of dammarane-type triterpene derivatives and their ability to inhibit HIV and HCV proteases.,  17  (8): [PMID:19339186] [10.1016/j.bmc.2009.03.019]
    42. Carroll AR, Fechner GA, Smith J, Guymer GP, Quinn RJ..  (2008)  Prenylated dihydrochalcones from Boronia bipinnata that inhibit the malarial parasite enzyme target hemoglobinase II.,  71  (8): [PMID:18662038] [10.1021/np8002707]
    43. Yang SS, Cragg GM, Newman DJ, Bader JP..  (2001)  Natural product-based anti-HIV drug discovery and development facilitated by the NCI developmental therapeutics program.,  64  (2): [PMID:11430019] [10.1021/np0003995]
    44. Dominguez JN, Leon C, Rodrigues J, Gamboa de Dominguez N, Gut J, Rosenthal PJ..  (2009)  Synthesis of chlorovinyl sulfones as structural analogs of chalcones and their antiplasmodial activities.,  44  (4): [PMID:19036479] [10.1016/j.ejmech.2008.09.044]
    45. Barazarte A, Lobo G, Gamboa N, Rodrigues JR, Capparelli MV, Alvarez-Larena A, López SE, Charris JE..  (2009)  Synthesis and antimalarial activity of pyrazolo and pyrimido benzothiazine dioxide derivatives.,  44  (3): [PMID:18835067] [10.1016/j.ejmech.2008.08.005]
    46. Staib P, Lermann U, Blass-Warmuth J, Degel B, Würzner R, Monod M, Schirmeister T, Morschhäuser J..  (2008)  Tetracycline-inducible expression of individual secreted aspartic proteases in Candida albicans allows isoenzyme-specific inhibitor screening.,  52  (1): [PMID:17954688] [10.1128/aac.01072-07]
    47. Kwan JC, Eksioglu EA, Liu C, Paul VJ, Luesch H..  (2009)  Grassystatins A-C from marine cyanobacteria, potent cathepsin E inhibitors that reduce antigen presentation.,  52  (18): [PMID:19715320] [10.1021/jm9009394]
    48. Trabocchi A, Mannino C, Machetti F, De Bernardis F, Arancia S, Cauda R, Cassone A, Guarna A..  (2010)  Identification of inhibitors of drug-resistant Candida albicans strains from a library of bicyclic peptidomimetic compounds.,  53  (6): [PMID:20184325] [10.1021/jm901734u]
    49. Gupta D, Yedidi RS, Varghese S, Kovari LC, Woster PM..  (2010)  Mechanism-based inhibitors of the aspartyl protease plasmepsin II as potential antimalarial agents.,  53  (10): [PMID:20438064] [10.1021/jm100233b]
    50. PubChem BioAssay data set, 
    51. PubChem BioAssay data set, 
    52. Camacho J, Barazarte A, Gamboa N, Rodrigues J, Rojas R, Vaisberg A, Gilman R, Charris J..  (2011)  Synthesis and biological evaluation of benzimidazole-5-carbohydrazide derivatives as antimalarial, cytotoxic and antitubercular agents.,  19  (6): [PMID:21334900] [10.1016/j.bmc.2011.01.050]
    53. Lisk G, Pain M, Gluzman IY, Kambhampati S, Furuya T, Su XZ, Fay MP, Goldberg DE, Desai SA..  (2008)  Changes in the plasmodial surface anion channel reduce leupeptin uptake and can confer drug resistance in Plasmodium falciparum-infected erythrocytes.,  52  (7): [PMID:18443109] [10.1128/aac.00057-08]
    54. PubChem BioAssay data set, 
    55. PubChem BioAssay data set, 
    56. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 
    57. Liu Y, Zhang W, Li L, Salvador LA, Chen T, Chen W, Felsenstein KM, Ladd TB, Price AR, Golde TE, He J, Xu Y, Li Y, Luesch H..  (2012)  Cyanobacterial peptides as a prototype for the design of potent β-secretase inhibitors and the development of selective chemical probes for other aspartic proteases.,  55  (23): [PMID:23181502] [10.1021/jm301630s]
    58. Calugi C, Trabocchi A, De Bernardis F, Arancia S, Navarra P, Cauda R, Cassone A, Guarna A..  (2012)  Bicyclic peptidomimetics targeting secreted aspartic protease 2 (SAP2) from Candida albicans reveal a constrained inhibitory chemotype.,  20  (24): [PMID:23123016] [10.1016/j.bmc.2012.09.031]
    59. Chaturvedi AK, Luqman S, Dubey V, Thakur JP, Saikia D, Chanotiya CS, Shanker K, Negi AS.  (2013)  Inhibition of Cathepsin D protease activity by Punica granatum fruit peel extracts, isolates, and semisynthetic analogs,  22  (8): [10.1007/s00044-012-0397-z]
    60. Gros G, Martinez L, Gimenez AS, Adler P, Maurin P, Wolkowicz R, Falson P, Hasserodt J..  (2013)  Modular construction of quaternary hemiaminal-based inhibitor candidates and their in cellulo assessment with HIV-1 protease.,  21  (17): [PMID:23911197] [10.1016/j.bmc.2013.06.018]
    61. PubChem BioAssay data set, 
    62. PubChem BioAssay data set, 
    63. Liu WS, Smith SC, Glover GI..  (1979)  Synthesis of all the stereoisomers of statine (4-amino-3-hydroxy-6-methylheptanoic acid). Inhibition of pepsin activity by N-carbobenzoxy-L-valyl-L-valyl-statine derived from the four stereoisomers.,  22  (5): [PMID:379333] [10.1021/jm00191a023]
    64. Calugi C, Guarna A, Trabocchi A..  (2014)  Identification of constrained peptidomimetic chemotypes as HIV protease inhibitors.,  84  [PMID:25042102] [10.1016/j.ejmech.2014.07.049]
    65. Grädler U, Czodrowski P, Tsaklakidis C, Klein M, Werkmann D, Lindemann S, Maskos K, Leuthner B..  (2014)  Structure-based optimization of non-peptidic Cathepsin D inhibitors.,  24  (17): [PMID:25086681] [10.1016/j.bmcl.2014.07.054]
    66. Ung PM, Dunbar JB, Gestwicki JE, Carlson HA..  (2014)  An allosteric modulator of HIV-1 protease shows equipotent inhibition of wild-type and drug-resistant proteases.,  57  (15): [PMID:25062388] [10.1021/jm5008352]
    67. Wei Y, Li J, Chen Z, Wang F, Huang W, Hong Z, Lin J..  (2015)  Multistage virtual screening and identification of novel HIV-1 protease inhibitors by integrating SVM, shape, pharmacophore and docking methods.,  101  [PMID:26185005] [10.1016/j.ejmech.2015.06.054]
    68. Al-Awadhi FH, Ratnayake R, Paul VJ, Luesch H..  (2016)  Tasiamide F, a potent inhibitor of cathepsins D and E from a marine cyanobacterium.,  24  (15): [PMID:27211244] [10.1016/j.bmc.2016.04.062]
    69.  (2015)  Compounds from Antrodia cinnamomea and use thereof, 
    70. Al-Awadhi FH, Law BK, Paul VJ, Luesch H..  (2017)  Grassystatins D-F, Potent Aspartic Protease Inhibitors from Marine Cyanobacteria as Potential Antimetastatic Agents Targeting Invasive Breast Cancer.,  80  (11): [PMID:29087712] [10.1021/acs.jnatprod.7b00551]
    71. Kanamori Y, Iwasaki A, Sumimoto S, Matsubara T, Sato T, Suenaga K..  (2018)  Izenamides A and B, Statine-Containing Depsipeptides, and an Analogue from a Marine Cyanobacterium.,  81  (7): [PMID:29944370] [10.1021/acs.jnatprod.8b00417]
    72. Rasina D, Stakanovs G, Borysov OV, Pantelejevs T, Bobrovs R, Kanepe-Lapsa I, Tars K, Jaudzems K, Jirgensons A..  (2018)  2-Aminoquinazolin-4(3H)-one based plasmepsin inhibitors with improved hydrophilicity and selectivity.,  26  (9): [PMID:29636223] [10.1016/j.bmc.2018.04.012]
    73. Franck Touret, Magali Gilles, Karine Barral, Antoine Nougairède, Etienne Decroly, Xavier de Lamballerie, Bruno Coutard.  (2020)  In vitro screening of a FDA approved chemical library reveals potential inhibitors of SARS-CoV-2 replication,  [10.1101/2020.04.03.023846]
    74. Bernhard Ellinger, Denisa Bojkova, Andrea Zaliani, Jindrich Cinatl, Carsten Claussen, Sandra Westhaus, Jeanette Reinshagen, Maria Kuzikov, Markus Wolf, Gerd Geisslinger, Philip Gribbon, Sandra Ciesek.  (2020)  Identification of inhibitors of SARS-CoV-2 in-vitro cellular toxicity in human (Caco-2) cells using a large scale drug repurposing collection,  [10.21203/rs.3.rs-23951/v1]
    75. David E Gordon, Gwendolyn M Jang, Mehdi Bouhaddou, Jiewei Xu, Kirsten Obernier, Kris M White, Matthew J O'Meara, Veronica V Rezelj, Jeffrey Z Guo, Danielle L Swaney, et al.  (2020)  A SARS-CoV-2 protein interaction map reveals targets for drug repurposing,  [PMID:32353859] [10.1038/s41586-020-2286-9]
    76. Houštecká R, Hadzima M, Fanfrlík J, Brynda J, Pallová L, Hánová I, Mertlíková-Kaiserová H, Lepšík M, Horn M, Smrčina M, Majer P, Mareš M..  (2020)  Biomimetic Macrocyclic Inhibitors of Human Cathepsin D: Structure-Activity Relationship and Binding Mode Analysis.,  63  (4): [PMID:32003991] [10.1021/acs.jmedchem.9b01351]
    77. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani.  (2020)  Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen,  [10.6019/CHEMBL4495564]
    78. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani.  (2020)  Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen,  [10.6019/CHEMBL4495564]
    79. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen.  (2020)  Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort,  [10.6019/CHEMBL4495565]
    80. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen.  (2020)  Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort,  [10.6019/CHEMBL4495565]
    81. Ellen Van Damme.  (2021)  Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity,  [10.6019/CHEMBL4651402]
    82. Goyal S,Patel KV,Nagare Y,Raykar DB,Raikar SS,Dolas A,Khurana P,Cyriac R,Sarak S,Gangar M,Agarwal AK,Kulkarni A.  (2021)  Identification and structure-activity relationship studies of small molecule inhibitors of the human cathepsin D.,  29  [PMID:33271453] [10.1016/j.bmc.2020.115879]
    83. Li C,Liu Y,Wu S,Han G,Tu J,Dong G,Liu N,Sheng C.  (2020)  Targeting fungal virulence factor by small molecules: Structure-based discovery of novel secreted aspartic protease 2 (SAP2) inhibitors.,  201  [PMID:32623209] [10.1016/j.ejmech.2020.112515]
    84. Bernhard Ellinger, Justus Dick, Vanessa Lage-Rupprecht, Bruce Schultz, Andrea Zaliani, Marcin Namysl, Stephan Gebel, Ole Pless, Jeanette Reinshagen, Christian Ebeling, Alexander Esser, Marc Jacobs, Carsten Claussen, and Martin Hofmann-Apitius.  (2021)  HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators,  [10.6019/CHEMBL4808148]
    85. Li Z, Li H, Jiang F, Wang Z, Zhang W..  (2022)  Cathepsin D inhibitors based on tasiamide B derivatives with cell membrane permeability.,  57  [PMID:35121401] [10.1016/j.bmc.2022.116646]
    86. Rank L, Puhl AC, Havener TM, Anderson E, Foil DH, Zorn KM, Monakhova N, Riabova O, Hickey AJ, Makarov V, Ekins S..  (2022)  Multiple approaches to repurposing drugs for neuroblastoma.,  73  [PMID:36208544] [10.1016/j.bmc.2022.117043]
    87. Altıntop MD, Özdemir A, Temel HE, Demir Cevizlidere B, Sever B, Kaplancıklı ZA, Akalın Çiftçi G..  (2022)  Design, synthesis and biological evaluation of a new series of arylidene indanones as small molecules for targeted therapy of non-small cell lung carcinoma and prostate cancer.,  244  [PMID:36270087] [10.1016/j.ejmech.2022.114851]