3-[[(1R)-2-[[(1S)-2-[(4-carbamimidoylphenyl)methylamino]-1-(hydroxymethyl)-2-oxo-ethyl]amino]-1-(hydroxymethyl)-2-oxo-ethyl]sulfamoylmethyl]benzoic acid::US8476306, 6.17

ID: ALA3647992

Chembl Id: CHEMBL3647992

PubChem CID: 71699841

Max Phase: Preclinical

Molecular Formula: C22H27N5O8S

Molecular Weight: 521.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)[C@H](CO)NC(=O)[C@@H](CO)NS(=O)(=O)Cc2cccc(C(=O)O)c2)cc1

Standard InChI:  InChI=1S/C22H27N5O8S/c23-19(24)15-6-4-13(5-7-15)9-25-20(30)17(10-28)26-21(31)18(11-29)27-36(34,35)12-14-2-1-3-16(8-14)22(32)33/h1-8,17-18,27-29H,9-12H2,(H3,23,24)(H,25,30)(H,26,31)(H,32,33)/t17-,18+/m0/s1

Standard InChI Key:  BFBUYZVPTHCXCJ-ZWKOTPCHSA-N

Alternative Forms

1. Parent:

   

   ALA3647992

   3-[[(1R)-2-[[(1S)-2-[(4-carbamimidoylphenyl)methylamino]-1-(hydroxymethyl)-2-oxo-ethyl]amino]-1-(hydroxymethyl)-2-oxo-ethyl]sulfamoylmethyl]benzoic 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: 521.55

Molecular Weight (Monoisotopic): 521.1580

AlogP: -1.76

#Rotatable Bonds: 13

Polar Surface Area: 232.00

Molecular Species: ZWITTERION

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.03

CX Basic pKa: 11.20

CX LogP: -3.95

CX LogD: -3.98

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.11

Np Likeness Score: -0.57

References

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

Source

Source(1):

• BindingDB Database