(2R)-N-[(1S)-1-(benzyloxymethyl)-2-[(4-carbamimidoylphenyl)methylamino]-2-oxo-ethyl]-2-(benzylsulfonylamino)-3-hydroxy-propanamide::US8476306, 6.13

ID: ALA1230416

Chembl Id: CHEMBL1230416

PubChem CID: 449050

Max Phase: Preclinical

Molecular Formula: C28H33N5O6S

Molecular Weight: 567.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)[C@H](COCc2ccccc2)NC(=O)[C@@H](CO)NS(=O)(=O)Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C28H33N5O6S/c29-26(30)23-13-11-20(12-14-23)15-31-27(35)25(18-39-17-21-7-3-1-4-8-21)32-28(36)24(16-34)33-40(37,38)19-22-9-5-2-6-10-22/h1-14,24-25,33-34H,15-19H2,(H3,29,30)(H,31,35)(H,32,36)/t24-,25+/m1/s1

Standard InChI Key:  RLZYVXBJYQEXBP-RPBOFIJWSA-N

Alternative Forms

1. Parent:

   

   ALA1230416

   N-(Benzylsulfonyl)-L-seryl-N~1~-{4-[amino(imino)methyl]benzyl}-O-benzyl-L-serinamide

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: 567.67

Molecular Weight (Monoisotopic): 567.2152

AlogP: 0.77

#Rotatable Bonds: 15

Polar Surface Area: 183.70

Molecular Species: BASE

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.43

CX Basic pKa: 11.29

CX LogP: 0.12

CX LogD: -0.88

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.12

Np Likeness Score: -0.59

References

1.  (2013)  Urokinase inhibitors, production and use thereof, 

Source

Source(1):

• BindingDB Database