3-(4-(4-chlorophenyl)-6-(furan-2-yl)pyridin-2-yl)phenol

ID: ALA4569717

PubChem CID: 155551932

Max Phase: Preclinical

Molecular Formula: C21H14ClNO2

Molecular Weight: 347.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cccc(-c2cc(-c3ccc(Cl)cc3)cc(-c3ccco3)n2)c1

Standard InChI:  InChI=1S/C21H14ClNO2/c22-17-8-6-14(7-9-17)16-12-19(15-3-1-4-18(24)11-15)23-20(13-16)21-5-2-10-25-21/h1-13,24H

Standard InChI Key:  FDOUSYRZQPTPIG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   16.0576  -27.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0565  -27.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7645  -28.3237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4742  -27.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4714  -27.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7627  -26.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7575  -25.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4656  -25.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4635  -24.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7540  -24.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0452  -24.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0508  -25.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3504  -28.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6427  -27.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9351  -28.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9340  -29.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6464  -29.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3510  -29.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6486  -30.3638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1825  -28.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2698  -29.1319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0694  -29.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4769  -28.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9291  -27.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7505  -23.4210    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  6  7  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  2 13  1  0
 17 19  1  0
  4 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  2  0
 10 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569717

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 347.80

Molecular Weight (Monoisotopic): 347.0713

AlogP: 6.03

#Rotatable Bonds: 3

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: 9.62

CX Basic pKa: 1.81

CX LogP: 5.83

CX LogD: 5.83

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -0.87

References

1. Liang X, Wu Q, Luan S, Yin Z, He C, Yin L, Zou Y, Yuan Z, Li L, Song X, He M, Lv C, Zhang W..  (2019)  A comprehensive review of topoisomerase inhibitors as anticancer agents in the past decade.,  171  [PMID:30917303] [10.1016/j.ejmech.2019.03.034]

Source

Source(1):

• Scientific Literature