N-[3'-(5-carbamimidoyl-1H-indol-2-yl)-6,2'-dihydroxy-biphenyl-3-ylmethyl]-2-hydroxy-acetamide

ID: ALA211482

Chembl Id: CHEMBL211482

PubChem CID: 44413801

Max Phase: Preclinical

Molecular Formula: C24H22N4O4

Molecular Weight: 430.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc2[nH]c(-c3cccc(-c4cc(CNC(=O)CO)ccc4O)c3O)cc2c1

Standard InChI:  InChI=1S/C24H22N4O4/c25-24(26)14-5-6-19-15(9-14)10-20(28-19)17-3-1-2-16(23(17)32)18-8-13(4-7-21(18)30)11-27-22(31)12-29/h1-10,28-30,32H,11-12H2,(H3,25,26)(H,27,31)

Standard InChI Key:  UTCMSRJLSDUEFC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA211482

   N-[[3-[3-(5-carbamimidoyl-1H-indol-2-yl)-2-hydroxyphenyl]-4-hydroxyphenyl]methyl]-2-hydroxyacetamide

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: 430.46

Molecular Weight (Monoisotopic): 430.1641

AlogP: 2.81

#Rotatable Bonds: 6

Polar Surface Area: 155.45

Molecular Species: BASE

HBA: 5

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.76

CX Basic pKa: 11.21

CX LogP: 1.37

CX LogD: 0.12

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.18

Np Likeness Score: -0.01

References

1. Vijaykumar D, Rai R, Shaghafi M, Ton T, Torkelson S, Leahy EM, Riggs JR, Hu H, Sprengeler PA, Shrader WD, O'Bryan C, Cabuslay R, Sanford E, Gjerstadt E, Liu L, Sukbuntherng J, Young WB..  (2006)  Efforts toward oral bioavailability in factor VIIa inhibitors.,  16  (14): [PMID:16650987] [10.1016/j.bmcl.2006.04.018]

Source

Source(1):

• Scientific Literature