SID49721917

ID: ALA1380929

PubChem CID: 16446376

Max Phase: Preclinical

Molecular Formula: C20H16ClN3O5S

Molecular Weight: 445.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccccc1NC(=O)c1nc(S(=O)(=O)Cc2ccccc2)ncc1Cl

Standard InChI:  InChI=1S/C20H16ClN3O5S/c1-29-19(26)14-9-5-6-10-16(14)23-18(25)17-15(21)11-22-20(24-17)30(27,28)12-13-7-3-2-4-8-13/h2-11H,12H2,1H3,(H,23,25)

Standard InChI Key:  PROVYLNXVQCEOC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -0.8359   -2.5605    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -4.2105    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4345   -3.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6095   -4.9250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076   -1.3230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2648   -0.0855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5503   -1.3230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076   -2.9730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931   -4.2105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1214   -1.3230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076   -3.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931   -2.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1214   -2.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931   -1.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7365   -4.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1214   -3.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1214   -0.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359   -0.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7365   -5.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5503   -0.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931   -0.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    0.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4510   -5.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -5.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931    0.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1214    1.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4510   -6.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -6.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7365   -7.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9793   -0.4980    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 20  1  0
  6 30  1  0
  7 20  2  0
  8 11  1  0
  8 12  2  0
  9 11  2  0
  9 16  1  0
 10 14  1  0
 10 17  1  0
 12 13  1  0
 12 14  1  0
 13 16  2  0
 15 19  1  0
 17 18  1  0
 17 21  2  0
 18 20  1  0
 18 22  2  0
 19 23  2  0
 19 24  1  0
 21 25  1  0
 22 26  1  0
 23 27  1  0
 24 28  2  0
 25 26  2  0
 27 29  2  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1380929

   Methyl 2-[(2-benzylsulfonyl-5-chloropyrimidine-4-carbonyl)amino]benzoate

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: 445.88

Molecular Weight (Monoisotopic): 445.0499

AlogP: 3.14

#Rotatable Bonds: 6

Polar Surface Area: 115.32

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.59

CX Basic pKa: ┄

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -1.67

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays