4-Amino-N-thiophen-2-yl-benzenesulfonamide

ID: ALA440330

PubChem CID: 15266781

Max Phase: Preclinical

Molecular Formula: C10H10N2O2S2

Molecular Weight: 254.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(S(=O)(=O)Nc2cccs2)cc1

Standard InChI:  InChI=1S/C10H10N2O2S2/c11-8-3-5-9(6-4-8)16(13,14)12-10-2-1-7-15-10/h1-7,12H,11H2

Standard InChI Key:  GNELSYOCZNOOEU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    2.9917   -1.9667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8167   -1.9667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -1.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -1.1625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -1.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -2.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917   -0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167   -0.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4875    0.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -2.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250   -1.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000   -1.9667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292   -2.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  3  1  0
  6  1  2  0
  7  1  2  0
  8  3  2  0
  9  5  1  0
 10  8  1  0
 11  4  2  0
 12  4  1  0
 13 16  1  0
 14 13  1  0
 15 11  1  0
 16 12  2  0
 15 13  2  0
  9 10  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA440330

   4-amino-N-thiophen-2-ylbenzenesulfonamide

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: 254.34

Molecular Weight (Monoisotopic): 254.0184

AlogP: 2.13

#Rotatable Bonds: 3

Polar Surface Area: 72.19

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.66

CX Basic pKa: 2.20

CX LogP: 1.58

CX LogD: 0.98

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.82

Np Likeness Score: -1.77

References

1. Stein PD, Hunt JT, Floyd DM, Moreland S, Dickinson KE, Mitchell C, Liu EC, Webb ML, Murugesan N, Dickey J..  (1994)  The discovery of sulfonamide endothelin antagonists and the development of the orally active ETA antagonist 5-(dimethylamino)-N-(3,4-dimethyl-5-isoxazolyl)-1-naphthalenesulf onamide.,  37  (3): [PMID:8308857] [10.1021/jm00029a001]

Source

Source(1):

• Scientific Literature