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

ID: ALA4549448

PubChem CID: 155550461

Max Phase: Preclinical

Molecular Formula: C21H14ClNOS

Molecular Weight: 363.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cccc(-c2cc(-c3ccc(Cl)cc3)cc(-c3ccsc3)n2)c1

Standard InChI:  InChI=1S/C21H14ClNOS/c22-18-6-4-14(5-7-18)17-11-20(15-2-1-3-19(24)10-15)23-21(12-17)16-8-9-25-13-16/h1-13,24H

Standard InChI Key:  LSXDDZZUOFELFM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.9134  -26.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9123  -27.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6204  -27.8615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3300  -27.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3272  -26.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6186  -26.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6133  -25.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3214  -24.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3193  -24.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6099  -23.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9010  -24.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9066  -25.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2062  -27.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4985  -27.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7910  -27.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7899  -28.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5022  -29.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2069  -28.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5045  -29.9016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0384  -27.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1256  -28.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9252  -28.8383    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.3327  -28.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7849  -27.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6063  -22.9587    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  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 20  1  0
 10 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549448

   ---

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: 363.87

Molecular Weight (Monoisotopic): 363.0485

AlogP: 6.50

#Rotatable Bonds: 3

Polar Surface Area: 33.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.62

CX Basic pKa: 3.43

CX LogP: 6.55

CX LogD: 6.55

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: -1.17

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