1-(5-Chloro-2-propionylamino-benzenesulfonyl)-1H-pyrrole-2-carboxylic acid ethyl ester

ID: ALA148764

Chembl Id: CHEMBL148764

Cas Number: 173908-58-2

PubChem CID: 393144

Max Phase: Preclinical

Molecular Formula: C16H17ClN2O5S

Molecular Weight: 384.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cccn1S(=O)(=O)c1cc(Cl)ccc1NC(=O)CC

Standard InChI:  InChI=1S/C16H17ClN2O5S/c1-3-15(20)18-12-8-7-11(17)10-14(12)25(22,23)19-9-5-6-13(19)16(21)24-4-2/h5-10H,3-4H2,1-2H3,(H,18,20)

Standard InChI Key:  UCQSWSSAMLXKRN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA148764

   1H-Pyrrole-2-carboxylic acid, 1-((5-chloro-2-((1-oxopropyl)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: 384.84

Molecular Weight (Monoisotopic): 384.0547

AlogP: 2.90

#Rotatable Bonds: 6

Polar Surface Area: 94.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.85

CX Basic pKa:

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.76

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]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays