Pentyl 3-{[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoate

ID: ALA3727651

PubChem CID: 66799860

Max Phase: Preclinical

Molecular Formula: C21H22ClNO4S2

Molecular Weight: 452.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCOC(=O)c1cccc(NS(=O)(=O)c2sc3ccc(Cl)cc3c2C)c1

Standard InChI:  InChI=1S/C21H22ClNO4S2/c1-3-4-5-11-27-20(24)15-7-6-8-17(12-15)23-29(25,26)21-14(2)18-13-16(22)9-10-19(18)28-21/h6-10,12-13,23H,3-5,11H2,1-2H3

Standard InChI Key:  MXNHRPNNCAYUKI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
    7.1214   -2.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6212   -2.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8532   -1.2555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7138    1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3917   -3.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8075   -4.8433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8923   -3.7728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6628   -5.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1634   -5.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9339   -6.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4345   -6.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0506   -7.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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 13 20  1  0
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  6 22  1  0
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 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3727651

   Pentyl 3-{[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoate

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: 452.00

Molecular Weight (Monoisotopic): 451.0679

AlogP: 6.01

#Rotatable Bonds: 8

Polar Surface Area: 72.47

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.25

CX Basic pKa: ┄

CX LogP: 6.39

CX LogD: 5.63

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.34

Np Likeness Score: -1.33

References

1.  (2012)  New compounds, 

Source

Source(1):

• Patent Bioactivity Data