(S)-N-(4-carbamimidoylbenzyl)-1-((R)-4-(4-(2-hydroxyethyl)piperazin-1-yl)-4-oxo-2-(phenylmethylsulfonamido)butanoyl)pyrrolidine-2-carboxamide

ID: ALA1809248

Chembl Id: CHEMBL1809248

PubChem CID: 56666744

Max Phase: Preclinical

Molecular Formula: C30H41N7O6S

Molecular Weight: 627.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC(=O)N2CCN(CCO)CC2)NS(=O)(=O)Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C30H41N7O6S/c31-28(32)24-10-8-22(9-11-24)20-33-29(40)26-7-4-12-37(26)30(41)25(34-44(42,43)21-23-5-2-1-3-6-23)19-27(39)36-15-13-35(14-16-36)17-18-38/h1-3,5-6,8-11,25-26,34,38H,4,7,12-21H2,(H3,31,32)(H,33,40)/t25-,26+/m1/s1

Standard InChI Key:  YHDPMDHEWNENKE-FTJBHMTQSA-N

Alternative Forms

1. Parent:

   

   ALA1809248

   (2S)-1-[(2R)-2-(benzylsulfonylamino)-4-[4-(2-hydroxyethyl)piperazin-1-yl]-4-oxobutanoyl]-N-[(4-carbamimidoylphenyl)methyl]pyrrolidine-2-carboxamide

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: 627.77

Molecular Weight (Monoisotopic): 627.2839

AlogP: -0.41

#Rotatable Bonds: 13

Polar Surface Area: 189.23

Molecular Species: BASE

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.55

CX Basic pKa: 11.48

CX LogP: -1.72

CX LogD: -2.95

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.15

Np Likeness Score: -1.11

References

1. Sielaff F, Böttcher-Friebertshäuser E, Meyer D, Saupe SM, Volk IM, Garten W, Steinmetzer T..  (2011)  Development of substrate analogue inhibitors for the human airway trypsin-like protease HAT.,  21  (16): [PMID:21741839] [10.1016/j.bmcl.2011.06.033]

Source

Source(1):

• Scientific Literature