4-(2-(4-chlorophenyl)benzofuro[3,2-b]pyridin-4-yl)phenol

ID: ALA4087686

Chembl Id: CHEMBL4087686

PubChem CID: 136661237

Max Phase: Preclinical

Molecular Formula: C23H14ClNO2

Molecular Weight: 371.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2cc(-c3ccc(Cl)cc3)nc3c2oc2ccccc23)cc1

Standard InChI:  InChI=1S/C23H14ClNO2/c24-16-9-5-15(6-10-16)20-13-19(14-7-11-17(26)12-8-14)23-22(25-20)18-3-1-2-4-21(18)27-23/h1-13,26H

Standard InChI Key:  CEVZLXLURPNUOG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4087686

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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: 371.82

Molecular Weight (Monoisotopic): 371.0713

AlogP: 6.67

#Rotatable Bonds: 2

Polar Surface Area: 46.26

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.59

CX Basic pKa: 2.42

CX LogP: 6.30

CX LogD: 6.30

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.38

Np Likeness Score: -0.48

References

1. Park S, Thapa Magar TB, Kadayat TM, Lee HJ, Bist G, Shrestha A, Lee ES, Kwon Y..  (2017)  Rational design, synthesis, and evaluation of novel 2,4-Chloro- and Hydroxy-Substituted diphenyl Benzofuro[3,2-b]Pyridines: Non-intercalative catalytic topoisomerase I and II dual inhibitor.,  127  [PMID:28068603] [10.1016/j.ejmech.2017.01.003]

2. Magar TBT, Seo SH, Kadayat TM, Jo H, Shrestha A, Bist G, Katila P, Kwon Y, Lee ES..  (2018)  Synthesis and SAR study of new hydroxy and chloro-substituted 2,4-diphenyl 5H-chromeno[4,3-b]pyridines as selective topoisomerase IIα-targeting anticancer agents.,  26  (8): [PMID:29510948] [10.1016/j.bmc.2018.02.035]

Source

Source(1):

• Scientific Literature