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

ID: ALA3731431

PubChem CID: 66806518

Max Phase: Preclinical

Molecular Formula: C19H18ClNO5S2

Molecular Weight: 439.94

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H18ClNO5S2/c1-12-16-11-14(20)6-7-17(16)27-19(12)28(23,24)21-15-5-3-4-13(10-15)18(22)26-9-8-25-2/h3-7,10-11,21H,8-9H2,1-2H3

Standard InChI Key:  HQALGROQQHIRED-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
    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
    9.3537   -1.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0865    0.0706    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
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    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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1338   -6.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  6 22  1  0
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 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3731431

   2-Methoxyethyl 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: 439.94

Molecular Weight (Monoisotopic): 439.0315

AlogP: 4.47

#Rotatable Bonds: 7

Polar Surface Area: 81.70

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.25

CX Basic pKa: ┄

CX LogP: 4.58

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: -1.57

References

1.  (2012)  New compounds, 

Source

Source(1):

• Patent Bioactivity Data