SID49819191

ID: ALA1604743

PubChem CID: 24817797

Max Phase: Preclinical

Molecular Formula: C20H20ClN3O5S

Molecular Weight: 449.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CC(=O)Nc2ccc(C#N)c(Cl)c2)cc1S(=O)(=O)N1CCOCC1

Standard InChI:  InChI=1S/C20H20ClN3O5S/c1-28-18-5-2-14(10-19(18)30(26,27)24-6-8-29-9-7-24)11-20(25)23-16-4-3-15(13-22)17(21)12-16/h2-5,10,12H,6-9,11H2,1H3,(H,23,25)

Standard InChI Key:  HKOAGNBMDYJHFO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    2.2769    0.9153    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389   -1.5597    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6139   -1.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2639   -1.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8678   -0.7347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389   -4.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -0.3222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389   -2.3847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810    0.9153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9914   -1.1472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389   -0.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1533   -0.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244   -0.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244    0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1533    0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389    0.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1533   -2.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244   -2.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0099    0.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955    0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1533   -3.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244   -3.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335    0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5624    0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5624   -0.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8480    0.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -0.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8480   -0.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5823   -0.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -0.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0
  2  3  2  0
  2  4  2  0
  2  8  1  0
  2 11  1  0
  5 12  1  0
  5 29  1  0
  6 21  1  0
  6 22  1  0
  7 20  2  0
  8 17  1  0
  8 18  1  0
  9 20  1  0
  9 23  1  0
 10 30  3  0
 11 12  1  0
 11 13  2  0
 12 15  2  0
 13 14  1  0
 14 16  2  0
 14 19  1  0
 15 16  1  0
 17 21  1  0
 18 22  1  0
 19 20  1  0
 23 26  1  0
 23 27  2  0
 24 25  1  0
 24 26  2  0
 25 28  2  0
 25 30  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604743

   N-(3-chloro-4-cyanophenyl)-2-(4-methoxy-3-morpholin-4-ylsulfonylphenyl)acetamide

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: 449.92

Molecular Weight (Monoisotopic): 449.0812

AlogP: 2.42

#Rotatable Bonds: 6

Polar Surface Area: 108.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.47

CX Basic pKa: ┄

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.72

Np Likeness Score: -2.38

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays