SID49721825

ID: ALA1539522

PubChem CID: 16452952

Max Phase: Preclinical

Molecular Formula: C21H20ClN3O3S

Molecular Weight: 429.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2nc(S(=O)(=O)Cc3ccccc3C)ncc2Cl)cc1C

Standard InChI:  InChI=1S/C21H20ClN3O3S/c1-13-8-9-17(10-15(13)3)24-20(26)19-18(22)11-23-21(25-19)29(27,28)12-16-7-5-4-6-14(16)2/h4-11H,12H2,1-3H3,(H,24,26)

Standard InChI Key:  IXFUGWXLNKEHKO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -4.0719    2.1032    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140    0.4532    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015    1.1677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265   -0.2613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    3.3407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    1.6907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    0.4532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574    3.3407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    0.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    2.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574    1.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    2.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996    0.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574    0.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -0.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574    4.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2149   -1.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140   -1.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0719    4.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0719    5.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    4.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2149   -2.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574    5.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    5.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140   -2.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -2.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294   -0.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7864    5.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574    6.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  2  3  2  0
  2  4  2  0
  2  9  1  0
  2 13  1  0
  5 12  2  0
  6  9  1  0
  6 10  2  0
  7  9  2  0
  7 14  1  0
  8 12  1  0
  8 16  1  0
 10 11  1  0
 10 12  1  0
 11 14  2  0
 13 15  1  0
 15 17  1  0
 15 18  2  0
 16 19  1  0
 16 21  2  0
 17 22  2  0
 17 27  1  0
 18 25  1  0
 19 20  2  0
 20 23  1  0
 20 28  1  0
 21 24  1  0
 22 26  1  0
 23 24  2  0
 23 29  1  0
 25 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1539522

   5-chloro-N-(3,4-dimethylphenyl)-2-(2-methylbenzyl)sulfonyl-pyrimidine-4-carboxamide

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: 429.93

Molecular Weight (Monoisotopic): 429.0914

AlogP: 4.28

#Rotatable Bonds: 5

Polar Surface Area: 89.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.11

CX Basic pKa: ┄

CX LogP: 5.07

CX LogD: 5.07

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -2.06

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays