Methyl 3-{[(7-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoate

ID: ALA3728324

PubChem CID: 66799754

Max Phase: Preclinical

Molecular Formula: C17H14ClNO4S2

Molecular Weight: 395.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(NS(=O)(=O)c2sc3c(Cl)cccc3c2C)c1

Standard InChI:  InChI=1S/C17H14ClNO4S2/c1-10-13-7-4-8-14(18)15(13)24-17(10)25(21,22)19-12-6-3-5-11(9-12)16(20)23-2/h3-9,19H,1-2H3

Standard InChI Key:  HMNBCQUGBQFWBR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.6987   -0.9974    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    0.0482    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
    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
   -0.9991    2.7132    0.0000 Cl  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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  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
  8 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 16 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3728324

   Methyl 3-{[(7-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: 395.89

Molecular Weight (Monoisotopic): 395.0053

AlogP: 4.45

#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: 6.26

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 3.86

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -1.31

References

1.  (2012)  New compounds, 

Source

Source(1):

• Patent Bioactivity Data