Ethyl 2-{[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}-4-methyl-1,3-thiazole-5-carboxylate

ID: ALA3730218

PubChem CID: 86689194

Max Phase: Preclinical

Molecular Formula: C16H15ClN2O4S3

Molecular Weight: 430.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1sc(NS(=O)(=O)c2sc3ccc(Cl)cc3c2C)nc1C

Standard InChI:  InChI=1S/C16H15ClN2O4S3/c1-4-23-14(20)13-9(3)18-16(25-13)19-26(21,22)15-8(2)11-7-10(17)5-6-12(11)24-15/h5-7H,4H2,1-3H3,(H,18,19)

Standard InChI Key:  BMWXMWKWBXXHBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.6750    1.0813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0351    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2871    0.0494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3539   -1.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8532   -1.2555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907   -2.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560   -1.3452    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.2300   -2.4403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6502   -1.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6300   -0.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1974   -0.0134    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8283    0.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6304   -2.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6493    1.9317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9319   -0.0298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8496    2.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7065    4.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  2  1  0
  2  6  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  8  6  2  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  8 15  1  0
 13 16  1  0
  4 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20  4  1  0
 19 21  1  0
 18 22  1  0
 21 23  1  0
 21 24  2  0
 23 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3730218

   Ethyl 2-{[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}-4-methyl-1,3-thiazole-5-carboxylate

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: 430.96

Molecular Weight (Monoisotopic): 429.9882

AlogP: 4.61

#Rotatable Bonds: 5

Polar Surface Area: 85.36

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.34

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 3.85

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -2.01

References

1.  (2012)  New compounds, 

Source

Source(1):

• Patent Bioactivity Data