4-{[2-(5-Carbamimidoyl-1H-indol-3-yl)-3-phenyl-propionylamino]-methyl}-N-(6-methanesulfonyl-1H-benzoimidazol-2-yl)-benzamide

ID: ALA363266

Chembl Id: CHEMBL363266

PubChem CID: 23646230

Max Phase: Preclinical

Molecular Formula: C34H31N7O4S

Molecular Weight: 633.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc2[nH]c(NC(=O)c3ccc(CNC(=O)C(Cc4ccccc4)c4c[nH]c5ccc(C(=N)N)cc45)cc3)nc2c1

Standard InChI:  InChI=1S/C34H31N7O4S/c1-46(44,45)24-12-14-29-30(17-24)40-34(39-29)41-32(42)22-9-7-21(8-10-22)18-38-33(43)26(15-20-5-3-2-4-6-20)27-19-37-28-13-11-23(31(35)36)16-25(27)28/h2-14,16-17,19,26,37H,15,18H2,1H3,(H3,35,36)(H,38,43)(H2,39,40,41,42)

Standard InChI Key:  KYRYSUCVLCYOAP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA363266

   4-{[2-(5-carbamimidoyl-1H-indol-3-yl)-3-phenylpropanamido]methyl}-N-(6-methanesulfonyl-1H-1,3-benzodiazol-2-yl)benzamide

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: 633.73

Molecular Weight (Monoisotopic): 633.2158

AlogP: 4.63

#Rotatable Bonds: 10

Polar Surface Area: 186.68

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.03

CX Basic pKa: 11.20

CX LogP: 1.91

CX LogD: 1.39

Aromatic Rings: 6

Heavy Atoms: 46

QED Weighted: 0.09

Np Likeness Score: -1.02

References

1. Batt DG, Qiao JX, Modi DP, Houghton GC, Pierson DA, Rossi KA, Luettgen JM, Knabb RM, Jadhav PK, Wexler RR..  (2004)  5-Amidinoindoles as dual inhibitors of coagulation factors IXa and Xa.,  14  (21): [PMID:15454209] [10.1016/j.bmcl.2004.08.037]

Source

Source(1):

• Scientific Literature