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

ID: ALA4590519

PubChem CID: 155567839

Max Phase: Preclinical

Molecular Formula: C21H14ClNO2

Molecular Weight: 347.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2cc(-c3ccccc3Cl)cc(-c3ccco3)n2)cc1

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

Standard InChI Key:  CEKRNYZEHQAAGA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    5.9707   -4.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9695   -5.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6776   -5.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3872   -5.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3844   -4.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6758   -4.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6705   -3.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3787   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3766   -2.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6671   -1.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9583   -2.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9639   -3.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2634   -5.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5557   -5.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8482   -5.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471   -6.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5595   -7.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -6.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0956   -5.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1396   -7.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0872   -3.4954    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1828   -6.7582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9824   -6.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3899   -6.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8421   -5.6121    0.0000 C   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
  4 19  1  0
 16 20  1  0
  8 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4590519

   ---

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: 9.55

CX Basic pKa: 1.66

CX LogP: 5.83

CX LogD: 5.83

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -0.88

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