(2R)-N-[2-[(4-carbamimidoylphenyl)methylamino]-2-oxo-ethyl]-2-[(3,4-dichlorophenyl)methylsulfonylamino]-3-hydroxy-propanamide::US8476306, 6.23

ID: ALA3647998

Chembl Id: CHEMBL3647998

PubChem CID: 71699847

Max Phase: Preclinical

Molecular Formula: C20H23Cl2N5O5S

Molecular Weight: 516.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)CNC(=O)[C@@H](CO)NS(=O)(=O)Cc2ccc(Cl)c(Cl)c2)cc1

Standard InChI:  InChI=1S/C20H23Cl2N5O5S/c21-15-6-3-13(7-16(15)22)11-33(31,32)27-17(10-28)20(30)26-9-18(29)25-8-12-1-4-14(5-2-12)19(23)24/h1-7,17,27-28H,8-11H2,(H3,23,24)(H,25,29)(H,26,30)/t17-/m1/s1

Standard InChI Key:  ITGOAPKQQWGASV-QGZVFWFLSA-N

Alternative Forms

1. Parent:

   

   ALA3647998

   (2R)-N-[2-[(4-carbamimidoylphenyl)methylamino]-2-oxo-ethyl]-2-[(3,4-dichlorophenyl)methylsulfonylamino]-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: 516.41

Molecular Weight (Monoisotopic): 515.0797

AlogP: 0.49

#Rotatable Bonds: 11

Polar Surface Area: 174.47

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.30

CX Basic pKa: 11.27

CX LogP: -0.56

CX LogD: -1.46

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.19

Np Likeness Score: -1.09

References

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

Source

Source(1):

• BindingDB Database