2-[4-[[(1R)-2-[[2-[4-[(3-amino-4-methoxy-benzoyl)amino]anilino]-2-oxo-ethyl]amino]-1-(hydroxymethyl)-2-oxo-ethyl]sulfamoylmethyl]phenyl]acetic acid::US8476306, 13

ID: ALA3648004

Chembl Id: CHEMBL3648004

PubChem CID: 71699852

Max Phase: Preclinical

Molecular Formula: C22H27N5O7S

Molecular Weight: 505.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)CNC(=O)[C@H](CO)NS(=O)(=O)Cc2ccc(CC(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C22H27N5O7S/c23-21(24)17-7-5-15(6-8-17)10-25-19(29)11-26-22(32)18(12-28)27-35(33,34)13-16-3-1-14(2-4-16)9-20(30)31/h1-8,18,27-28H,9-13H2,(H3,23,24)(H,25,29)(H,26,32)(H,30,31)/t18-/m0/s1

Standard InChI Key:  MVESHNBSRMOFED-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA3648004

   2-[4-[[(1R)-2-[[2-[4-[(3-amino-4-methoxy-benzoyl)amino]anilino]-2-oxo-ethyl]amino]-1-(hydroxymethyl)-2-oxo-ethyl]sulfamoylmethyl]phenyl]acetic acid

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: 505.55

Molecular Weight (Monoisotopic): 505.1631

AlogP: -1.19

#Rotatable Bonds: 13

Polar Surface Area: 211.77

Molecular Species: ZWITTERION

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.64

CX Basic pKa: 11.38

CX LogP: -3.49

CX LogD: -3.52

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.13

Np Likeness Score: -0.74

References

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

Source

Source(1):

• BindingDB Database