2-chloro-4-hydroxy-3-(1-hydroxynaphthalen-2-yl)-5-p-tolylthieno[2,3-b]pyridin-6(7H)-one

ID: ALA3897302

Chembl Id: CHEMBL3897302

PubChem CID: 66937476

Max Phase: Preclinical

Molecular Formula: C24H16ClNO3S

Molecular Weight: 433.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2c(O)c3c(-c4ccc5ccccc5c4O)c(Cl)sc3[nH]c2=O)cc1

Standard InChI:  InChI=1S/C24H16ClNO3S/c1-12-6-8-14(9-7-12)17-21(28)19-18(22(25)30-24(19)26-23(17)29)16-11-10-13-4-2-3-5-15(13)20(16)27/h2-11,27H,1H3,(H2,26,28,29)

Standard InChI Key:  KTJPVHOHOFMTCJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3897302

   2-chloro-4-hydroxy-3-(1-hydroxynaphthalen-2-yl)-5-(4-methylphenyl)-7H-thieno[2,3-b]pyridin-6-one

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: 433.92

Molecular Weight (Monoisotopic): 433.0539

AlogP: 6.45

#Rotatable Bonds: 2

Polar Surface Area: 73.32

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.52

CX Basic pKa: ┄

CX LogP: 6.07

CX LogD: 4.20

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.30

Np Likeness Score: -0.23

References

1. Cameron KO, Kurumbail RG..  (2016)  Recent progress in the identification of adenosine monophosphate-activated protein kinase (AMPK) activators.,  26  (21): [PMID:27727125] [10.1016/j.bmcl.2016.09.065]

Source

Source(1):

• Scientific Literature