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

ID: ALA1809245

Chembl Id: CHEMBL1809245

PubChem CID: 56663317

Max Phase: Preclinical

Molecular Formula: C35H43N7O5S

Molecular Weight: 673.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC(=O)N2CCN(Cc3ccccc3)CC2)NS(=O)(=O)Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C35H43N7O5S/c36-33(37)29-15-13-26(14-16-29)23-38-34(44)31-12-7-17-42(31)35(45)30(39-48(46,47)25-28-10-5-2-6-11-28)22-32(43)41-20-18-40(19-21-41)24-27-8-3-1-4-9-27/h1-6,8-11,13-16,30-31,39H,7,12,17-25H2,(H3,36,37)(H,38,44)/t30-,31+/m1/s1

Standard InChI Key:  CZAUWJFJROXMSN-JSOSNVBQSA-N

Alternative Forms

1. Parent:

   

   ALA1809245

   (2S)-1-[(2R)-4-(4-benzylpiperazin-1-yl)-2-(benzylsulfonylamino)-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: 673.84

Molecular Weight (Monoisotopic): 673.3046

AlogP: 1.80

#Rotatable Bonds: 13

Polar Surface Area: 169.00

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.55

CX Basic pKa: 11.48

CX LogP: 0.70

CX LogD: -0.57

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.16

Np Likeness Score: -1.12

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