(2S)-2-[[(2R)-2-(benzylsulfonylamino)-3-hydroxy-propanoyl]amino]-N-[(4-carbamimidoylphenyl)methyl]-5-guanidino-pentanamide::US8476306, 8.2

ID: ALA3938153

Chembl Id: CHEMBL3938153

PubChem CID: 59558203

Max Phase: Preclinical

Molecular Formula: C24H34N8O5S

Molecular Weight: 546.65

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H34N8O5S/c25-21(26)18-10-8-16(9-11-18)13-30-22(34)19(7-4-12-29-24(27)28)31-23(35)20(14-33)32-38(36,37)15-17-5-2-1-3-6-17/h1-3,5-6,8-11,19-20,32-33H,4,7,12-15H2,(H3,25,26)(H,30,34)(H,31,35)(H4,27,28,29)/t19-,20+/m0/s1

Standard InChI Key:  VBWCQMZDXAVGMP-VQTJNVASSA-N

Alternative Forms

1. Parent:

   

   ALA3938153

   (2S)-2-[[(2R)-2-(benzylsulfonylamino)-3-hydroxy-propanoyl]amino]-N-[(4-carbamimidoylphenyl)methyl]-5-guanidino-pentanamide

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: 546.65

Molecular Weight (Monoisotopic): 546.2373

AlogP: -1.39

#Rotatable Bonds: 15

Polar Surface Area: 238.87

Molecular Species: BASE

HBA: 7

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.43

CX Basic pKa: 12.18

CX LogP: -2.39

CX LogD: -5.54

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.07

Np Likeness Score: -0.22

References

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

Source

Source(1):

• BindingDB Database