1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-one

ID: ALA571087

Chembl Id: CHEMBL571087

Cas Number: 121245-87-2

PubChem CID: 5379071

Max Phase: Preclinical

Molecular Formula: C18H18O6

Molecular Weight: 330.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c(C(=O)/C=C/c2ccc(OC)c(O)c2)c(OC)c1

Standard InChI:  InChI=1S/C18H18O6/c1-22-12-9-15(21)18(17(10-12)24-3)13(19)6-4-11-5-7-16(23-2)14(20)8-11/h4-10,20-21H,1-3H3/b6-4+

Standard InChI Key:  WMOWJHFPSNZXSK-GQCTYLIASA-N

Alternative Forms

1. Parent:

   

   ALA571087

   2',3-Dihydroxy-4,4',6'-trimethoxychalcone

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: 330.34

Molecular Weight (Monoisotopic): 330.1103

AlogP: 3.02

#Rotatable Bonds: 6

Polar Surface Area: 85.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.19

CX Basic pKa: ┄

CX LogP: 3.46

CX LogD: 3.05

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: 0.76

References

1. Srinivasan B, Johnson TE, Lad R, Xing C..  (2009)  Structure-activity relationship studies of chalcone leading to 3-hydroxy-4,3',4',5'-tetramethoxychalcone and its analogues as potent nuclear factor kappaB inhibitors and their anticancer activities.,  52  (22): [PMID:19883086] [10.1021/jm901278z]

2. PubChem BioAssay data set, 

3. Stevens M, Abdeen S, Salim N, Ray AM, Washburn A, Chitre S, Sivinski J, Park Y, Hoang QQ, Chapman E, Johnson SM..  (2019)  HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.,  29  (9): [PMID:30852084] [10.1016/j.bmcl.2019.02.028]

4. Yang Y,Wei Z,Teichmann AT,Wieland FH,Wang A,Lei X,Zhu Y,Yin J,Fan T,Zhou L,Wang C,Chen L.  (2020)  Development of a novel nitric oxide (NO) production inhibitor with potential therapeutic effect on chronic inflammation.,  193  [PMID:32208222] [10.1016/j.ejmech.2020.112216]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays