(2R)-N-[2-[(4-carbamimidoylphenyl)methylamino]-2-oxo-ethyl]-3-hydroxy-2-(p-tolylmethylsulfonylamino)propanamide::US8476306, 6.21

ID: ALA3647996

Chembl Id: CHEMBL3647996

PubChem CID: 71699845

Max Phase: Preclinical

Molecular Formula: C21H27N5O5S

Molecular Weight: 461.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CS(=O)(=O)N[C@H](CO)C(=O)NCC(=O)NCc2ccc(C(=N)N)cc2)cc1

Standard InChI:  InChI=1S/C21H27N5O5S/c1-14-2-4-16(5-3-14)13-32(30,31)26-18(12-27)21(29)25-11-19(28)24-10-15-6-8-17(9-7-15)20(22)23/h2-9,18,26-27H,10-13H2,1H3,(H3,22,23)(H,24,28)(H,25,29)/t18-/m1/s1

Standard InChI Key:  CYBWAZVYPDOAOW-GOSISDBHSA-N

Alternative Forms

1. Parent:

   

   ALA3647996

   (2R)-N-[2-[(4-carbamimidoylphenyl)methylamino]-2-oxo-ethyl]-3-hydroxy-2-(p-tolylmethylsulfonylamino)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: 461.54

Molecular Weight (Monoisotopic): 461.1733

AlogP: -0.51

#Rotatable Bonds: 11

Polar Surface Area: 174.47

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.48

CX Basic pKa: 11.38

CX LogP: -1.25

CX LogD: -2.30

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.19

Np Likeness Score: -0.95

References

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

Source

Source(1):

• BindingDB Database