US9145380, 157

ID: ALA3981068

PubChem CID: 57750987

Max Phase: Preclinical

Molecular Formula: C12H10Cl2N2O5S2

Molecular Weight: 397.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1cc(O)ccc1NS(=O)(=O)c1cccc(Cl)c1Cl

Standard InChI:  InChI=1S/C12H10Cl2N2O5S2/c13-8-2-1-3-10(12(8)14)23(20,21)16-9-5-4-7(17)6-11(9)22(15,18)19/h1-6,16-17H,(H2,15,18,19)

Standard InChI Key:  HKTDZGHSWIAQRP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    2.5984   -2.7004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5988   -1.5004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384   -0.9011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377   -2.1009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -3.7494    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3421   -3.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020   -2.5494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070   -5.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095   -6.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126   -7.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132   -8.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6106   -7.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6511   -8.0954    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076   -5.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6456   -5.3954    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11  5  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 16  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3981068

   2-(2,3-Dichloro-benzenesulfonylamino)-5-hydroxy-benzenesulfonamide

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: 397.26

Molecular Weight (Monoisotopic): 395.9408

AlogP: 2.15

#Rotatable Bonds: 4

Polar Surface Area: 126.56

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.30

CX Basic pKa: ┄

CX LogP: 1.97

CX LogD: 1.15

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.45

References

1.  (2015)  Bis-(sulfonylamino) derivatives for use in therapy, 

Source

Source(1):

• BindingDB Database