ID: ALA73639

Max Phase: Preclinical

Molecular Formula: C10H10O

Molecular Weight: 146.19

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+

Standard InChI Key:  BWHOZHOGCMHOBV-BQYQJAHWSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 146.19

Molecular Weight (Monoisotopic): 146.0732

AlogP: 2.29

#Rotatable Bonds: 2

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 1

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.47

CX LogD: 2.47

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.58

Np Likeness Score: 0.58

References

1. Yamagami C, Motohashi N, Akamatsu M..  (2002)  Quantum chemical- and 3-D-QSAR (CoMFA) studies of benzalacetones and 1,1,1-trifluoro-4-phenyl-3-buten-2-ones.,  12  (17): [PMID:12161116] [10.1016/s0960-894x(02)00428-6]

2. Ducki S, Hadfield JA, Hepworth LA, Lawrence NJ, Liu C, McGown AT.  (1997)  Synthesis and cell growth inhibitory properties of substituted (E)-1-phenylbut-1-en-3-ones,  7  (24): [10.1016/S0960-894X(97)10147-0]

3. Dinkova-Kostova AT, Abeygunawardana C, Talalay P..  (1998)  Chemoprotective properties of phenylpropenoids, bis(benzylidene)cycloalkanones, and related Michael reaction acceptors: correlation of potencies as phase 2 enzyme inducers and radical scavengers.,  41  (26): [PMID:9857096] [10.1021/jm980424s]

4. Tatsuzaki J, Bastow KF, Nakagawa-Goto K, Nakamura S, Itokawa H, Lee KH..  (2006)  Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.,  69  (10): [PMID:17067159] [10.1021/np060252z]

5. Dalla Via L, Gia O, Chiarelotto G, Ferlin MG..  (2009)  DNA-targeting pyrroloquinoline-linked butenone and chalcones: synthesis and biological evaluation.,  44  (7): [PMID:19155103] [10.1016/j.ejmech.2008.12.011]

6. Said SA, Amr Ael-G, Sabry NM, Abdalla MM..  (2009)  Analgesic, anticonvulsant and anti-inflammatory activities of some synthesized benzodiazipine, triazolopyrimidine and bis-imide derivatives.,  44  (12): [PMID:19682771] [10.1016/j.ejmech.2009.07.013]

7. PubChem BioAssay data set, 

8. PubChem BioAssay data set, 

9.  (2008)  Casarett and Doull's Toxicology The Basic Science of Poisons, 7th edition, 

10. PubChem BioAssay data set, 

11. Seo S, Lee S, Hong Y, Kim Y..  (2012)  Phospholipase A2 inhibitors synthesized by two entomopathogenic bacteria, Xenorhabdus nematophila and Photorhabdus temperata subsp. temperata.,  78  (11): [PMID:22447611] [10.1128/aem.00301-12]

12. Begum NA, Roy N, Laskar RA, Roy K.  (2011)  Mosquito larvicidal studies of some chalcone analogues and their derived products: structureactivity relationship analysis,  20  (2): [10.1007/s00044-010-9305-6]

13. PubChem BioAssay data set, 

14. Das S, Mitra I, Batuta S, Niharul Alam M, Roy K, Begum NA..  (2014)  Design, synthesis and exploring the quantitative structure-activity relationship of some antioxidant flavonoid analogues.,  24  (21): [PMID:25278230] [10.1016/j.bmcl.2014.09.028]

15. Hampannavar GA, Karpoormath R, Palkar MB, Shaikh MS..  (2016)  An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).,  24  (4): [PMID:26796952] [10.1016/j.bmc.2015.12.049]

16. Kress BJ, Kim DH, Mayo JR, Farris JT, Heck B, Sarver JG, Andy D, Trendel JA, Heck BE, Erhardt PW..  (2021)  Synthesis and Evaluation of PPARδ Agonists That Promote Osteogenesis in a Human Mesenchymal Stem Cell Culture and in a Mouse Model of Human Osteoporosis.,  64  (10.0): [PMID:33988379] [10.1021/acs.jmedchem.1c00560]

17. Madden KS, Todd PMT, Urata K, Russell AJ, Vincent KA, Reeve HA..  (2023)  A pharmacophore-based approach to demonstrating the scope of alcohol dehydrogenases.,  83  [PMID:36966660] [10.1016/j.bmc.2023.117255]

18. Chen J, Lu Y, Ye X, Emam M, Zhang H, Wang H..  (2020)  Current advances in Vibrio harveyi quorum sensing as drug discovery targets.,  207  [PMID:32871343] [10.1016/j.ejmech.2020.112741]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays