N-(2,3-dimethylphenyl)-2-(5-(2-hydroxyphenyl)-1H-1,2,4-triazol-3-ylthio)acetamide

ID: ALA4476534

Cas Number: 332126-80-4

PubChem CID: 1116656

Max Phase: Preclinical

Molecular Formula: C18H18N4O2S

Molecular Weight: 354.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)CSc2n[nH]c(-c3ccccc3O)n2)c1C

Standard InChI:  InChI=1S/C18H18N4O2S/c1-11-6-5-8-14(12(11)2)19-16(24)10-25-18-20-17(21-22-18)13-7-3-4-9-15(13)23/h3-9,23H,10H2,1-2H3,(H,19,24)(H,20,21,22)

Standard InChI Key:  WHBHHAKSCKVYCJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   17.5234  -19.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5223  -20.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2370  -20.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9535  -20.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9506  -19.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2352  -19.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6635  -19.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6686  -20.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2328  -18.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9460  -17.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9435  -16.9890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6617  -18.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3749  -17.8098    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.0946  -18.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0930  -19.0452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8808  -19.3027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3692  -18.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8832  -17.9619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1941  -18.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6003  -19.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4245  -19.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8391  -18.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4236  -17.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6007  -17.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1840  -20.0645    0.0000 O   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
  4  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476534

   N-(2,3-Dimethylphenyl)-2-((3-(2-hydroxyphenyl)-1H-1,2,4-triazol-5-yl)thio)acetamide

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: 354.44

Molecular Weight (Monoisotopic): 354.1150

AlogP: 3.52

#Rotatable Bonds: 5

Polar Surface Area: 90.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.72

CX Basic pKa: 0.06

CX LogP: 4.25

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -1.84

References

1. Wu DM, Wang YJ, Fan SH, Zhang ZF, Shan Q, Lu J, Chen GQ, Zheng YL..  (2019)  High-throughput screening of novel pyruvate dehydrogenase kinases inhibitors and biological evaluation of their in vitro and in vivo antiproliferative activity.,  164  [PMID:30597326] [10.1016/j.ejmech.2018.12.051]

2. Wu DM, Wang YJ, Fan SH, Zhang ZF, Shan Q, Lu J, Chen GQ, Zheng YL..  (2019)  High-throughput screening of novel pyruvate dehydrogenase kinases inhibitors and biological evaluation of their in vitro and in vivo antiproliferative activity.,  164  [PMID:30597326] [10.1016/j.ejmech.2018.12.051]

Source

Source(1):

• Scientific Literature