SID124894499

ID: ALA3392597

PubChem CID: 16446880

Max Phase: Preclinical

Molecular Formula: C22H15ClFN3O3S

Molecular Weight: 455.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2ccccc2c1)c1nc(S(=O)(=O)Cc2ccccc2F)ncc1Cl

Standard InChI:  InChI=1S/C22H15ClFN3O3S/c23-18-12-25-22(31(29,30)13-16-7-3-4-8-19(16)24)27-20(18)21(28)26-17-10-9-14-5-1-2-6-15(14)11-17/h1-12H,13H2,(H,26,28)

Standard InChI Key:  RHTSWWCEJAWXBM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  1  0  0  0  0  0999 V2000
    0.5745   -1.2650    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    1.5929    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4620    3.7364    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9390    1.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    2.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120   -1.9795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    0.1640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9870    0.8784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0496   -1.2650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120    0.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120   -0.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9870   -0.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245   -1.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6370    2.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5745    0.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4620   -1.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6370    3.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996   -2.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2871   -3.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2870   -1.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495   -2.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4620   -3.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    4.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5246   -2.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996   -4.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9869    3.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    4.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9371   -3.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5246   -4.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  2  4  2  0
  2  5  2  0
  2 10  1  0
  2 14  1  0
  3 18  1  0
  6 13  2  0
  7 10  2  0
  7 11  1  0
  8 10  1  0
  8 16  2  0
  9 13  1  0
  9 17  1  0
 11 12  2  0
 11 13  1  0
 12 16  1  0
 14 15  1  0
 15 18  2  0
 15 22  1  0
 17 21  2  0
 17 23  1  0
 18 25  1  0
 19 20  1  0
 19 21  1  0
 19 26  2  0
 20 24  1  0
 20 27  2  0
 22 28  2  0
 23 24  2  0
 25 29  2  0
 26 30  1  0
 27 31  1  0
 28 29  1  0
 30 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3392597

   5-Chloro-2-[(2-fluorophenyl)methanesulfonyl]-N-(naphthalen-2-YL)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: 455.90

Molecular Weight (Monoisotopic): 455.0507

AlogP: 4.65

#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: 12.78

CX Basic pKa: ┄

CX LogP: 4.66

CX LogD: 4.66

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -1.99

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays