SID49734493

ID: ALA1428095

PubChem CID: 16453200

Max Phase: Preclinical

Molecular Formula: C20H17ClN4O4S

Molecular Weight: 444.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(NC(=O)c2nc(S(=O)(=O)Cc3ccccc3)ncc2Cl)cc1

Standard InChI:  InChI=1S/C20H17ClN4O4S/c1-13(26)23-15-7-9-16(10-8-15)24-19(27)18-17(21)11-22-20(25-18)30(28,29)12-14-5-3-2-4-6-14/h2-11H,12H2,1H3,(H,23,26)(H,24,27)

Standard InChI Key:  NVBYJSDGCXDSDE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.7601    1.2711    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9022   -0.3789    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -1.0934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897    0.3355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167    2.5086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3311    7.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167    0.8586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3311   -0.3789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    2.5086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    5.8086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167    0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3311    1.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    0.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3311    2.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -0.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -1.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    3.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5267   -2.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9022   -2.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601    3.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3311    3.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    4.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7601    4.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3311    4.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5267   -2.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9022   -2.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -3.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3311    6.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167    5.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0
  2  3  2  0
  2  4  2  0
  2 11  1  0
  2 15  1  0
  5 14  2  0
  6 29  2  0
  7 11  1  0
  7 12  2  0
  8 11  2  0
  8 16  1  0
  9 14  1  0
  9 18  1  0
 10 23  1  0
 10 29  1  0
 12 13  1  0
 12 14  1  0
 13 16  2  0
 15 17  1  0
 17 19  2  0
 17 20  1  0
 18 21  2  0
 18 22  1  0
 19 26  1  0
 20 27  2  0
 21 24  1  0
 22 25  2  0
 23 24  2  0
 23 25  1  0
 26 28  2  0
 27 28  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1428095

   N-(4-acetamidophenyl)-2-benzylsulfonyl-5-chloropyrimidine-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: 444.90

Molecular Weight (Monoisotopic): 444.0659

AlogP: 3.31

#Rotatable Bonds: 6

Polar Surface Area: 118.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.84

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.76

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays