5-(1H-Benzimidazol-1-ylacetyl)-2-chlorobenzenesulfonamide

ID: ALA1272187

Chembl Id: CHEMBL1272187

PubChem CID: 50904886

Max Phase: Preclinical

Molecular Formula: C15H12ClN3O3S

Molecular Weight: 349.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1cc(C(=O)Cn2cnc3ccccc32)ccc1Cl

Standard InChI:  InChI=1S/C15H12ClN3O3S/c16-11-6-5-10(7-15(11)23(17,21)22)14(20)8-19-9-18-12-3-1-2-4-13(12)19/h1-7,9H,8H2,(H2,17,21,22)

Standard InChI Key:  XXDZSNJTAQNIAQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1272187

   5-(1h-Benzimidazol-1-Ylacetyl)-2-Chlorobenzenesulfonamide

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: 349.80

Molecular Weight (Monoisotopic): 349.0288

AlogP: 2.22

#Rotatable Bonds: 4

Polar Surface Area: 95.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.89

CX Basic pKa: 5.56

CX LogP: 1.93

CX LogD: 1.91

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: -2.12

References

1. Čapkauskaitė E, Baranauskienė L, Golovenko D, Manakova E, Gražulis S, Tumkevičius S, Matulis D..  (2010)  Indapamide-like benzenesulfonamides as inhibitors of carbonic anhydrases I, II, VII, and XIII.,  18  (21): [PMID:20926301] [10.1016/j.bmc.2010.09.016]

2. Talibov VO, Linkuvienė V, Matulis D, Danielson UH..  (2016)  Kinetically Selective Inhibitors of Human Carbonic Anhydrase Isozymes I, II, VII, IX, XII, and XIII.,  59  (5): [PMID:26805033] [10.1021/acs.jmedchem.5b01723]

3. Linkuvienė V, Talibov VO, Danielson UH, Matulis D..  (2018)  Introduction of Intrinsic Kinetics of Protein-Ligand Interactions and Their Implications for Drug Design.,  61  (6): [PMID:29466001] [10.1021/acs.jmedchem.7b01408]

4. Čapkauskaitė E, Zakšauskas A, Ruibys V, Linkuvienė V, Paketurytė V, Gedgaudas M, Kairys V, Matulis D..  (2018)  Benzimidazole design, synthesis, and docking to build selective carbonic anhydrase VA inhibitors.,  26  (3): [PMID:29305297] [10.1016/j.bmc.2017.12.035]

Source

Source(1):

• Scientific Literature