3-amino-N-[4-[[(2S)-2-[[(2R)-2-(benzylsulfonylamino)-3-hydroxy-propanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]phenyl]-4-methoxy-benzamide::US8476306, 12

ID: ALA3648003

Chembl Id: CHEMBL3648003

PubChem CID: 71699851

Max Phase: Preclinical

Molecular Formula: C24H29N7O5S

Molecular Weight: 527.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)[C@H](Cc2cnc[nH]2)NC(=O)[C@H](CO)NS(=O)(=O)Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C24H29N7O5S/c25-22(26)18-8-6-16(7-9-18)11-28-23(33)20(10-19-12-27-15-29-19)30-24(34)21(13-32)31-37(35,36)14-17-4-2-1-3-5-17/h1-9,12,15,20-21,31-32H,10-11,13-14H2,(H3,25,26)(H,27,29)(H,28,33)(H,30,34)/t20-,21-/m0/s1

Standard InChI Key:  LEHTWFAAQZWNNG-SFTDATJTSA-N

Alternative Forms

1. Parent:

   

   ALA3648003

   3-amino-N-[4-[[(2S)-2-[[(2R)-2-(benzylsulfonylamino)-3-hydroxy-propanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]phenyl]-4-methoxy-benzamide

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: 527.61

Molecular Weight (Monoisotopic): 527.1951

AlogP: -0.48

#Rotatable Bonds: 13

Polar Surface Area: 203.15

Molecular Species: BASE

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.43

CX Basic pKa: 11.94

CX LogP: -1.97

CX LogD: -3.04

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.11

Np Likeness Score: -0.66

References

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

Source

Source(1):

• BindingDB Database