SID49731814

ID: ALA1510339

PubChem CID: 16452489

Max Phase: Preclinical

Molecular Formula: C21H18ClN3O5S

Molecular Weight: 459.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(NC(=O)c2nc(S(=O)(=O)Cc3cccc(C)c3)ncc2Cl)cc1

Standard InChI:  InChI=1S/C21H18ClN3O5S/c1-13-4-3-5-14(10-13)12-31(28,29)21-23-11-17(22)18(25-21)19(26)24-16-8-6-15(7-9-16)20(27)30-2/h3-11H,12H2,1-2H3,(H,24,26)

Standard InChI Key:  ARWIDGMDPXFYEV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -3.8279    1.5945    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9700   -0.0555    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5575    0.6589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3825   -0.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    2.8320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989    6.5445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8279    6.5445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    1.1820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989   -0.0555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    2.8320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    0.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989    1.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    1.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989    2.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2555   -0.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    0.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2555   -1.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    3.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -1.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9700   -1.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    5.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8279    4.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989    4.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -2.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8279    4.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989    4.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9700   -2.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    6.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2555   -2.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1734   -2.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989    7.3695    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 28  1  0
  6 31  1  0
  7 28  2  0
  8 11  1  0
  8 12  2  0
  9 11  2  0
  9 16  1  0
 10 14  1  0
 10 18  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 24  2  0
 20 27  1  0
 21 25  2  0
 21 26  1  0
 21 28  1  0
 22 25  1  0
 23 26  2  0
 24 29  1  0
 24 30  1  0
 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1510339

   Methyl 4-[[5-chloranyl-2-[(3-methylphenyl)methylsulfonyl]pyrimidin-4-yl]carbonylamino]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: 459.91

Molecular Weight (Monoisotopic): 459.0656

AlogP: 3.45

#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: 12.56

CX Basic pKa: ┄

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -1.83

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays