SID124894600

ID: ALA3392562

PubChem CID: 16437929

Max Phase: Preclinical

Molecular Formula: C19H23ClN4O4S2

Molecular Weight: 471.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCS(=O)(=O)c1ncc(Cl)c(C(=O)Nc2sc3c(c2C(=O)NCC)CCCC3)n1

Standard InChI:  InChI=1S/C19H23ClN4O4S2/c1-3-9-30(27,28)19-22-10-12(20)15(23-19)17(26)24-18-14(16(25)21-4-2)11-7-5-6-8-13(11)29-18/h10H,3-9H2,1-2H3,(H,21,25)(H,24,26)

Standard InChI Key:  FUSHWNYOAIFJMN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  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
   -1.9729    0.1169    0.0000 S   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
   -0.6630    0.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9110   -2.1742    0.0000 O   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
   -0.6630   -0.5506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9870    0.8785    0.0000 N   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
   -2.2700   -2.6157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9729   -1.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4880   -0.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7575   -0.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7575   -0.1381    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
   -0.2505    0.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120    0.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7180   -2.0026    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
   -3.4720   -1.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4720    0.2744    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
   -4.1865   -0.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1865   -0.1381    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
    3.4620    2.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0151   -3.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8745    3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5670   -4.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0
  2 13  1  0
  2 15  1  0
  3  6  2  0
  3  7  2  0
  3 18  1  0
  3 26  1  0
  4 17  2  0
  5 19  2  0
  8 13  1  0
  8 17  1  0
  9 16  2  0
  9 18  1  0
 10 18  2  0
 10 23  1  0
 11 19  1  0
 11 28  1  0
 12 13  2  0
 12 14  1  0
 12 19  1  0
 14 15  2  0
 14 21  1  0
 15 22  1  0
 16 17  1  0
 16 20  1  0
 20 23  2  0
 21 24  1  0
 22 25  1  0
 24 25  1  0
 26 27  1  0
 27 29  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3392562

   5-Chloro-N-[3-(ethylcarbamoyl)-4,5,6,7-tetrahydro-1-benzothiophen-2-YL]-2-(propane-1-sulfonyl)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: 471.00

Molecular Weight (Monoisotopic): 470.0849

AlogP: 3.26

#Rotatable Bonds: 7

Polar Surface Area: 118.12

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.24

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -2.39

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays