4-(5-((4-Chlorobenzyl)thio)-1H-1,2,4-triazol-3-yl)pyridine

ID: ALA4098243

PubChem CID: 963518

Max Phase: Preclinical

Molecular Formula: C14H11ClN4S

Molecular Weight: 302.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(CSc2nc(-c3ccncc3)n[nH]2)cc1

Standard InChI:  InChI=1S/C14H11ClN4S/c15-12-3-1-10(2-4-12)9-20-14-17-13(18-19-14)11-5-7-16-8-6-11/h1-8H,9H2,(H,17,18,19)

Standard InChI Key:  OTAZVDJVZRRSKT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   33.1754  -22.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5096  -22.8993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5936  -23.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3427  -24.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0124  -23.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9253  -22.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7607  -23.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9670  -24.6955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7838  -24.7458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0853  -23.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4560  -23.4597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8906  -23.7858    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.4558  -24.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2446  -24.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8065  -24.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5988  -24.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8437  -23.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2860  -23.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4836  -23.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6487  -23.6453    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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098243

   4-[3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]pyridine

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: 302.79

Molecular Weight (Monoisotopic): 302.0393

AlogP: 3.81

#Rotatable Bonds: 4

Polar Surface Area: 54.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.95

CX Basic pKa: 2.95

CX LogP: 4.28

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: -2.41

References

1. Okawa T, Aramaki Y, Yamamoto M, Kobayashi T, Fukumoto S, Toyoda Y, Henta T, Hata A, Ikeda S, Kaneko M, Hoffman ID, Sang BC, Zou H, Kawamoto T..  (2017)  Design, Synthesis, and Evaluation of the Highly Selective and Potent G-Protein-Coupled Receptor Kinase 2 (GRK2) Inhibitor for the Potential Treatment of Heart Failure.,  60  (16): [PMID:28699740] [10.1021/acs.jmedchem.7b00443]

Source

Source(1):

• Scientific Literature