3,4-Dichloro-benzenesulfonamide

ID: ALA366729

Chembl Id: CHEMBL366729

Cas Number: 23815-28-3

PubChem CID: 233097

Max Phase: Preclinical

Molecular Formula: C6H5Cl2NO2S

Molecular Weight: 226.08

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3,4-Dichloro-Benzenesulfonamide | 3,4-Dichlorobenzenesulfonamide | 3,4-dichlorobenzenesulfonamide|23815-28-3|3,4-Dichloro-benzenesulfonamide|3,4-dichlorobenzene-1-sulfonamide|Benzenesulfonamide, 3,4-dichloro-|NSC-31188|M9RH83L2KL|4,5-Dichlorobenzenesulfonamide|CHEMBL366729|NSC31188|Maybridge4_002768|UNII-M9RH83L2KL|3,4-dichlorobenzenesulonamide|SCHEMBL793608|DTXSID20283393|CHEBI:194766|ILLSOONBCBUBOD-UHFFFAOYSA-N|HMS1528N18|YAA81528|BDBM50423785|GS1031|MFCD01314052|AKOS000147476|SB80376|IDI1_032Show More⌵

Canonical SMILES:  NS(=O)(=O)c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C6H5Cl2NO2S/c7-5-2-1-4(3-6(5)8)12(9,10)11/h1-3H,(H2,9,10,11)

Standard InChI Key:  ILLSOONBCBUBOD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA366729

   3,4-Dichlorobenzenesulfonamide

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: 226.08

Molecular Weight (Monoisotopic): 224.9418

AlogP: 1.64

#Rotatable Bonds: 1

Polar Surface Area: 60.16

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.03

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.78

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.79

Np Likeness Score: -2.13

References

1. Menziani MC, De Benedetti PG, Gago F, Richards WG..  (1989)  The binding of benzenesulfonamides to carbonic anhydrase enzyme. A molecular mechanics study and quantitative structure-activity relationships.,  32  (5): [PMID:2709382] [10.1021/jm00125a005]

2. Khadikar PV, Sharma V, Karmarkar S, Supuran CT..  (2005)  Novel use of chemical shift in NMR as molecular descriptor: a first report on modeling carbonic anhydrase inhibitory activity and related parameters.,  15  (4): [PMID:15686889] [10.1016/j.bmcl.2004.12.057]

3. Jaiswal M, Khadikar PV, Supuran CT..  (2004)  Topological modeling of lipophilicity, diuretic activity, and carbonic inhibition activity of benzene sulfonamides: a molecular connectivity approach.,  14  (22): [PMID:15482943] [10.1016/j.bmcl.2004.08.051]

4. Munei Y, Shimamoto K, Harada M, Yoshida T, Chuman H..  (2011)  Correlation analyses on binding affinity of substituted benzenesulfonamides with carbonic anhydrase using ab initio MO calculations on their complex structures (II).,  21  (1): [PMID:21130650] [10.1016/j.bmcl.2010.11.050]

5. Topliss JG..  (1977)  A manual method for applying the Hansch approach to drug design.,  20  (4): [PMID:321782] [10.1021/jm00214a001]

Source

Source(1):

• Scientific Literature