(E)-1-(Pyridin-4-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

ID: ALA4218749

Chembl Id: CHEMBL4218749

Cas Number: 159429-58-0

PubChem CID: 10379988

Max Phase: Preclinical

Molecular Formula: C17H17NO4

Molecular Weight: 299.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2ccncc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C17H17NO4/c1-20-15-10-12(11-16(21-2)17(15)22-3)4-5-14(19)13-6-8-18-9-7-13/h4-11H,1-3H3/b5-4+

Standard InChI Key:  LTMMHRRDZVGAIL-SNAWJCMRSA-N

Alternative Forms

1. Parent:

   

   ALA4218749

   CYP1A1 inhibitor 8a

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: 299.33

Molecular Weight (Monoisotopic): 299.1158

AlogP: 3.00

#Rotatable Bonds: 6

Polar Surface Area: 57.65

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.25

CX LogP: 2.20

CX LogD: 2.20

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -0.05

References

1. Horley NJ, Beresford KJM, Kaduskar S, Joshi P, McCann GJP, Ruparelia KC, Williams IS, Gatchie L, Sonawane VR, Bharate SB, Chaudhuri B..  (2017)  (E)-3-(3,4,5-Trimethoxyphenyl)-1-(pyridin-4-yl)prop-2-en-1-one, a heterocyclic chalcone is a potent and selective CYP1A1 inhibitor and cancer chemopreventive agent.,  27  (24): [PMID:29138024] [10.1016/j.bmcl.2017.11.009]

Source

Source(1):

• Scientific Literature