US8476306, 6.19::methyl 4-[[(1R)-2-[[(1S)-2-[(4-carbamimidoylphenyl)methylamino]-1-(hydroxymethyl)-2-oxo-ethyl]amino]-1-(hydroxymethyl)-2-oxo-ethyl]sulfamoylmethyl]benzoate

ID: ALA3647994

Chembl Id: CHEMBL3647994

PubChem CID: 71699843

Max Phase: Preclinical

Molecular Formula: C23H29N5O8S

Molecular Weight: 535.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(CS(=O)(=O)N[C@H](CO)C(=O)N[C@@H](CO)C(=O)NCc2ccc(C(=N)N)cc2)cc1

Standard InChI:  InChI=1S/C23H29N5O8S/c1-36-23(33)17-8-4-15(5-9-17)13-37(34,35)28-19(12-30)22(32)27-18(11-29)21(31)26-10-14-2-6-16(7-3-14)20(24)25/h2-9,18-19,28-30H,10-13H2,1H3,(H3,24,25)(H,26,31)(H,27,32)/t18-,19+/m0/s1

Standard InChI Key:  ZMSQIVBNHIMPNU-RBUKOAKNSA-N

Alternative Forms

1. Parent:

   

   ALA3647994

   methyl 4-[[(1R)-2-[[(1S)-2-[(4-carbamimidoylphenyl)methylamino]-1-(hydroxymethyl)-2-oxo-ethyl]amino]-1-(hydroxymethyl)-2-oxo-ethyl]sulfamoylmethyl]benzoate

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: 535.58

Molecular Weight (Monoisotopic): 535.1737

AlogP: -1.67

#Rotatable Bonds: 13

Polar Surface Area: 221.00

Molecular Species: BASE

HBA: 9

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.25

CX Basic pKa: 11.75

CX LogP: -2.24

CX LogD: -3.10

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.09

Np Likeness Score: -0.51

References

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

Source

Source(1):

• BindingDB Database