(2R)-2-[[4-(aminomethyl)phenyl]methylsulfonylamino]-N-[2-[(4-carbamimidoylphenyl)methylamino]-2-oxo-ethyl]-3-hydroxy-propanamide::US8476306, 6.11

ID: ALA3647988

Chembl Id: CHEMBL3647988

PubChem CID: 10288772

Max Phase: Preclinical

Molecular Formula: C21H28N6O5S

Molecular Weight: 476.56

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H28N6O5S/c22-9-14-1-3-16(4-2-14)13-33(31,32)27-18(12-28)21(30)26-11-19(29)25-10-15-5-7-17(8-6-15)20(23)24/h1-8,18,27-28H,9-13,22H2,(H3,23,24)(H,25,29)(H,26,30)/t18-/m1/s1

Standard InChI Key:  XTINWPDNJKDTDS-GOSISDBHSA-N

Alternative Forms

1. Parent:

   

   ALA3647988

   (2R)-2-[[4-(aminomethyl)phenyl]methylsulfonylamino]-N-[2-[(4-carbamimidoylphenyl)methylamino]-2-oxo-ethyl]-3-hydroxy-propanamide

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: 476.56

Molecular Weight (Monoisotopic): 476.1842

AlogP: -1.36

#Rotatable Bonds: 12

Polar Surface Area: 200.49

Molecular Species: BASE

HBA: 7

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.36

CX Basic pKa: 11.38

CX LogP: -2.71

CX LogD: -5.50

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.14

Np Likeness Score: -0.78

References

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

Source

Source(1):

• BindingDB Database