2-(3-chloro-4-hydroxyphenyl)-N-(4-sulfamoylphenethyl)acetamide

ID: ALA606453

Chembl Id: CHEMBL606453

PubChem CID: 11624852

Max Phase: Preclinical

Molecular Formula: C16H17ClN2O4S

Molecular Weight: 368.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(CCNC(=O)Cc2ccc(O)c(Cl)c2)cc1

Standard InChI:  InChI=1S/C16H17ClN2O4S/c17-14-9-12(3-6-15(14)20)10-16(21)19-8-7-11-1-4-13(5-2-11)24(18,22)23/h1-6,9,20H,7-8,10H2,(H,19,21)(H2,18,22,23)

Standard InChI Key:  MALIONKMKPITBV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA606453

   2-(3-Chloro-4-Hydroxyphenyl)-N-[2-(4-Sulfamoylphenyl)ethyl]acetamide

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: 368.84

Molecular Weight (Monoisotopic): 368.0598

AlogP: 1.59

#Rotatable Bonds: 6

Polar Surface Area: 109.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.93

CX Basic pKa:

CX LogP: 1.95

CX LogD: 1.84

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -1.10

References

1. Davis RA, Innocenti A, Poulsen SA, Supuran CT..  (2010)  Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.,  18  (1): [PMID:19962903] [10.1016/j.bmc.2009.11.021]

2. Davis RA, Hofmann A, Osman A, Hall RA, Mühlschlegel FA, Vullo D, Innocenti A, Supuran CT, Poulsen SA..  (2011)  Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.,  54  (6): [PMID:21332115] [10.1021/jm1013242]

Source

Source(1):

• Scientific Literature