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

ID: ALA211227

Chembl Id: CHEMBL211227

PubChem CID: 44413704

Max Phase: Preclinical

Molecular Formula: C24H22N4O3

Molecular Weight: 414.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NCc1ccc(O)c(-c2cccc(-c3cc4cc(C(=N)N)ccc4[nH]3)c2O)c1

Standard InChI:  InChI=1S/C24H22N4O3/c1-13(29)27-12-14-5-8-22(30)19(9-14)17-3-2-4-18(23(17)31)21-11-16-10-15(24(25)26)6-7-20(16)28-21/h2-11,28,30-31H,12H2,1H3,(H3,25,26)(H,27,29)

Standard InChI Key:  VGMMFTPQUFFWLJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA211227

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

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: 414.47

Molecular Weight (Monoisotopic): 414.1692

AlogP: 3.83

#Rotatable Bonds: 5

Polar Surface Area: 135.22

Molecular Species: BASE

HBA: 4

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.76

CX Basic pKa: 11.21

CX LogP: 2.19

CX LogD: 0.93

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.22

Np Likeness Score: -0.08

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