(2S)-3-amino-2-[[(2R)-2-(benzylsulfonylamino)-3-hydroxy-propanoyl]amino]-N-[(4-carbamimidoylphenyl)methyl]propanamide::US8476306, 6.14

ID: ALA3647989

Chembl Id: CHEMBL3647989

PubChem CID: 71699838

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)[C@H](CN)NC(=O)[C@@H](CO)NS(=O)(=O)Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C21H28N6O5S/c22-10-17(20(29)25-11-14-6-8-16(9-7-14)19(23)24)26-21(30)18(12-28)27-33(31,32)13-15-4-2-1-3-5-15/h1-9,17-18,27-28H,10-13,22H2,(H3,23,24)(H,25,29)(H,26,30)/t17-,18+/m0/s1

Standard InChI Key:  BZFNGVIFENBIEV-ZWKOTPCHSA-N

Alternative Forms

1. Parent:

   

   ALA3647989

   (2S)-3-amino-2-[[(2R)-2-(benzylsulfonylamino)-3-hydroxy-propanoyl]amino]-N-[(4-carbamimidoylphenyl)methyl]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: -1.49

#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: 8.43

CX Basic pKa: 11.31

CX LogP: -2.36

CX LogD: -4.13

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.14

Np Likeness Score: -0.60

References

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

Source

Source(1):

• BindingDB Database