(2S)-2-[[(2R)-2-(benzylsulfonylamino)-3-hydroxy-propanoyl]amino]-N-[(4-carbamimidoylphenyl)methyl]-3-hydroxy-butanamide::US8476306, 6.15

ID: ALA3647990

Chembl Id: CHEMBL3647990

PubChem CID: 71699839

Max Phase: Preclinical

Molecular Formula: C22H29N5O6S

Molecular Weight: 491.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(O)[C@H](NC(=O)[C@@H](CO)NS(=O)(=O)Cc1ccccc1)C(=O)NCc1ccc(C(=N)N)cc1

Standard InChI:  InChI=1S/C22H29N5O6S/c1-14(29)19(22(31)25-11-15-7-9-17(10-8-15)20(23)24)26-21(30)18(12-28)27-34(32,33)13-16-5-3-2-4-6-16/h2-10,14,18-19,27-29H,11-13H2,1H3,(H3,23,24)(H,25,31)(H,26,30)/t14?,18-,19+/m1/s1

Standard InChI Key:  YUESBYLBLODZCY-BRQZFJGMSA-N

Alternative Forms

1. Parent:

   

   ALA3647990

   (2S)-2-[[(2R)-2-(benzylsulfonylamino)-3-hydroxy-propanoyl]amino]-N-[(4-carbamimidoylphenyl)methyl]-3-hydroxy-butanamide

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: 491.57

Molecular Weight (Monoisotopic): 491.1839

AlogP: -1.07

#Rotatable Bonds: 12

Polar Surface Area: 194.70

Molecular Species: BASE

HBA: 7

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.43

CX Basic pKa: 11.24

CX LogP: -1.83

CX LogD: -2.83

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.14

Np Likeness Score: -0.52

References

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

Source

Source(1):

• BindingDB Database