SID99361181

ID: ALA3561235

PubChem CID: 32169712

Max Phase: Preclinical

Molecular Formula: C22H23N3O4S2

Molecular Weight: 457.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(SCC(=O)c2cc(C)n(-c3ccc(S(N)(=O)=O)cc3)c2C)cc1

Standard InChI:  InChI=1S/C22H23N3O4S2/c1-14-12-21(15(2)25(14)18-6-10-20(11-7-18)31(23,28)29)22(27)13-30-19-8-4-17(5-9-19)24-16(3)26/h4-12H,13H2,1-3H3,(H,24,26)(H2,23,28,29)

Standard InChI Key:  WXLGXQNITHVMNC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.0822    0.6557    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9079   -0.9812    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0859   -2.4052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6697    1.3702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947   -0.0588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7942    1.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4169   -1.2807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7942    1.0669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5566    1.8744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6323   -1.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1473   -1.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4169   -2.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0822   -0.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6323   -2.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748   -1.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170    0.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958    0.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8358   -1.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6634    0.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5033   -0.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -0.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0859   -0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0822   -2.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441    1.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5566    0.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9067    0.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191    1.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3817    1.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7942    2.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  1  5  2  0
  1  8  1  0
  1 16  1  0
  2 22  1  0
  2 24  1  0
  3 15  2  0
  6 30  2  0
  7 10  1  0
  7 12  1  0
  7 13  1  0
  9 25  1  0
  9 30  1  0
 10 11  2  0
 10 21  1  0
 11 14  1  0
 11 15  1  0
 12 14  2  0
 12 23  1  0
 13 17  2  0
 13 18  1  0
 15 22  1  0
 16 19  2  0
 16 20  1  0
 17 19  1  0
 18 20  2  0
 24 27  2  0
 24 28  1  0
 25 26  2  0
 25 29  1  0
 26 27  1  0
 28 29  2  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3561235

   N-[4-[2-[2,5-dimethyl-1-(4-sulfamoylphenyl)pyrrol-3-yl]-2-oxoethyl]sulfanylphenyl]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: 457.58

Molecular Weight (Monoisotopic): 457.1130

AlogP: 3.67

#Rotatable Bonds: 7

Polar Surface Area: 111.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.71

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: -2.21

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays