3-(2,4-dihydroxyphenyl)-1-phenylprop-2-en-1-one

ID: ALA373249

Chembl Id: CHEMBL373249

PubChem CID: 6433293

Max Phase: Preclinical

Molecular Formula: C15H12O3

Molecular Weight: 240.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(O)cc1O)c1ccccc1

Standard InChI:  InChI=1S/C15H12O3/c16-13-8-6-12(15(18)10-13)7-9-14(17)11-4-2-1-3-5-11/h1-10,16,18H/b9-7+

Standard InChI Key:  LKNPFZQVNZFLIC-VQHVLOKHSA-N

Alternative Forms

1. Parent:

   

   ALA373249

   2,4-Dihydroxychalcone

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

Calculated Properties

Molecular Weight: 240.26

Molecular Weight (Monoisotopic): 240.0786

AlogP: 2.99

#Rotatable Bonds: 3

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.68

CX Basic pKa: ┄

CX LogP: 3.28

CX LogD: 3.26

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.64

Np Likeness Score: 0.48

References

1. Seo WD, Kim JH, Kang JE, Ryu HW, Curtis-Long MJ, Lee HS, Yang MS, Park KH..  (2005)  Sulfonamide chalcone as a new class of alpha-glucosidase inhibitors.,  15  (24): [PMID:16202584] [10.1016/j.bmcl.2005.08.087]

2. Xie Z, Luo X, Zou Z, Zhang X, Huang F, Li R, Liao S, Liu Y..  (2017)  Synthesis and evaluation of hydroxychalcones as multifunctional non-purine xanthine oxidase inhibitors for the treatment of hyperuricemia.,  27  (15): [PMID:28655421] [10.1016/j.bmcl.2017.01.053]

3. Sousa A,Lucas M,Ribeiro D,Correia CM,Silva VLM,Silva AMS,Fernandes E,Freitas M.  (2020)  Chalcones as Modulators of Neutrophil Oxidative Burst under Physiological and High Glucose Conditions.,  83  (10): [PMID:33006891] [10.1021/acs.jnatprod.0c00728]

Source

Source(1):

• Scientific Literature