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

ID: ALA3727471

PubChem CID: 66799823

Max Phase: Preclinical

Molecular Formula: C17H14BrNO4S2

Molecular Weight: 440.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(NS(=O)(=O)c2sc3ccc(Br)cc3c2C)c1

Standard InChI:  InChI=1S/C17H14BrNO4S2/c1-10-14-9-12(18)6-7-15(14)24-17(10)25(21,22)19-13-5-3-4-11(8-13)16(20)23-2/h3-9,19H,1-2H3

Standard InChI Key:  MQQSHLZIURYGTB-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    0.0482    0.0000 O   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
    4.8236    1.3429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3243    1.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0622    2.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5622    2.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3243    1.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5865    0.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0865    0.0680    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 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.3031    3.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8039    3.9971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6952    5.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3963    5.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
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  6  7  2  0
  7  8  1  0
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  9 10  1  0
 10 11  2  0
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  4 12  1  0
 12 15  1  0
 14 13  1  0
 13  4  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 13 20  1  0
 18 21  1  0
  8 22  1  0
 22 23  1  0
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 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3727471

   Methyl 3-{[(5-bromo-3-methyl-1-benzothien-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: 440.34

Molecular Weight (Monoisotopic): 438.9548

AlogP: 4.56

#Rotatable Bonds: 4

Polar Surface Area: 72.47

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.25

CX Basic pKa: ┄

CX LogP: 4.79

CX LogD: 4.03

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.60

Np Likeness Score: -1.43

References

1.  (2012)  New compounds, 

Source

Source(1):

• Patent Bioactivity Data