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

ID: ALA1809246

Chembl Id: CHEMBL1809246

PubChem CID: 56683658

Max Phase: Preclinical

Molecular Formula: C28H36N6O6S

Molecular Weight: 584.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC(=O)N2CCOCC2)NS(=O)(=O)Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C28H36N6O6S/c29-26(30)22-10-8-20(9-11-22)18-31-27(36)24-7-4-12-34(24)28(37)23(17-25(35)33-13-15-40-16-14-33)32-41(38,39)19-21-5-2-1-3-6-21/h1-3,5-6,8-11,23-24,32H,4,7,12-19H2,(H3,29,30)(H,31,36)/t23-,24+/m1/s1

Standard InChI Key:  RMWXGWVSUPXDID-RPWUZVMVSA-N

Alternative Forms

1. Parent:

   

   ALA1809246

   (2S)-1-[(2R)-2-(benzylsulfonylamino)-4-morpholin-4-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: 584.70

Molecular Weight (Monoisotopic): 584.2417

AlogP: 0.31

#Rotatable Bonds: 11

Polar Surface Area: 174.99

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: -1.09

CX LogD: -2.21

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -1.18

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