SID49731813

ID: ALA1518077

PubChem CID: 16452494

Max Phase: Preclinical

Molecular Formula: C21H19ClN4O4S

Molecular Weight: 458.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(NC(=O)c2nc(S(=O)(=O)Cc3cccc(C)c3)ncc2Cl)cc1

Standard InChI:  InChI=1S/C21H19ClN4O4S/c1-13-4-3-5-15(10-13)12-31(29,30)21-23-11-18(22)19(26-21)20(28)25-17-8-6-16(7-9-17)24-14(2)27/h3-11H,12H2,1-2H3,(H,24,27)(H,25,28)

Standard InChI Key:  GZEHCOUUYMDRKD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -3.9340    1.5599    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761   -0.0901    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886   -0.8046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636    0.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7906    2.7974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5050    7.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7906    1.1474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5050   -0.0901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    2.7974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    6.0974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7906    0.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5050    1.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    1.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5050    2.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3616   -0.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    0.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3616   -1.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    3.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -1.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761   -1.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -2.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9340    4.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5050    4.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    5.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9340    4.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5050    4.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761   -2.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3616   -2.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0673   -2.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5050    6.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7906    6.0974    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 30  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 24  1  0
 10 30  1  0
 12 13  1  0
 12 14  1  0
 13 16  2  0
 15 17  1  0
 17 19  1  0
 17 20  2  0
 18 22  2  0
 18 23  1  0
 19 21  2  0
 20 27  1  0
 21 28  1  0
 21 29  1  0
 22 25  1  0
 23 26  2  0
 24 25  2  0
 24 26  1  0
 27 28  2  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1518077

   N-(4-acetamidophenyl)-5-chloranyl-2-[(3-methylphenyl)methylsulfonyl]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: 458.93

Molecular Weight (Monoisotopic): 458.0816

AlogP: 3.62

#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: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -1.88

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays