(2S)-6-amino-2-[[(2R)-2-(benzylsulfonylamino)-3-hydroxy-propanoyl]amino]-N-[(4-carbamimidoylphenyl)methyl]hexanamide::US8476306, 8.1

ID: ALA3648000

Chembl Id: CHEMBL3648000

PubChem CID: 59558205

Max Phase: Preclinical

Molecular Formula: C24H34N6O5S

Molecular Weight: 518.64

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H34N6O5S/c25-13-5-4-8-20(23(32)28-14-17-9-11-19(12-10-17)22(26)27)29-24(33)21(15-31)30-36(34,35)16-18-6-2-1-3-7-18/h1-3,6-7,9-12,20-21,30-31H,4-5,8,13-16,25H2,(H3,26,27)(H,28,32)(H,29,33)/t20-,21+/m0/s1

Standard InChI Key:  JRGYHLAOYQDMNM-LEWJYISDSA-N

Alternative Forms

1. Parent:

   

   ALA3648000

   (2S)-6-amino-2-[[(2R)-2-(benzylsulfonylamino)-3-hydroxy-propanoyl]amino]-N-[(4-carbamimidoylphenyl)methyl]hexanamide

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: 518.64

Molecular Weight (Monoisotopic): 518.2311

AlogP: -0.32

#Rotatable Bonds: 15

Polar Surface Area: 200.49

Molecular Species: BASE

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.42

CX Basic pKa: 11.39

CX LogP: -1.49

CX LogD: -4.94

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.10

Np Likeness Score: -0.41

References

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

Source

Source(1):

• BindingDB Database