1-[5-Chloro-2-(2-ethoxycarbonyl-acetylamino)-benzenesulfonyl]-1H-pyrrole-2-carboxylic acid ethyl ester

ID: ALA146981

Chembl Id: CHEMBL146981

Cas Number: 173908-59-3

PubChem CID: 464828

Max Phase: Preclinical

Molecular Formula: C18H19ClN2O7S

Molecular Weight: 442.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC(=O)Nc1ccc(Cl)cc1S(=O)(=O)n1cccc1C(=O)OCC

Standard InChI:  InChI=1S/C18H19ClN2O7S/c1-3-27-17(23)11-16(22)20-13-8-7-12(19)10-15(13)29(25,26)21-9-5-6-14(21)18(24)28-4-2/h5-10H,3-4,11H2,1-2H3,(H,20,22)

Standard InChI Key:  RZVGLEGUQLDRRR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA146981

   1H-Pyrrole-2-carboxylic acid, 1-((5-chloro-2-((3-ethoxy-1,3-dioxopropyl)amino)phenyl)sulfonyl)-, ethyl ester

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: 442.88

Molecular Weight (Monoisotopic): 442.0601

AlogP: 2.45

#Rotatable Bonds: 8

Polar Surface Area: 120.77

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.52

CX Basic pKa:

CX LogP: 2.50

CX LogD: 2.50

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -1.43

References

1. Artico M, Silvestri R, Massa S, Loi AG, Corrias S, Piras G, La Colla P..  (1996)  2-Sulfonyl-4-chloroanilino moiety: a potent pharmacophore for the anti-human immunodeficiency virus type 1 activity of pyrrolyl aryl sulfones.,  39  (2): [PMID:8558522] [10.1021/jm950568w]

Source

Source(1):

• Scientific Literature