N-[3'-(5-carbamimidoyl-1H-indol-2-yl)-6,2'-dihydroxy-biphenyl-3-ylmethyl]-4-dimethylamino-butyramide

ID: ALA214351

Chembl Id: CHEMBL214351

PubChem CID: 44413709

Max Phase: Preclinical

Molecular Formula: C28H31N5O3

Molecular Weight: 485.59

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H31N5O3/c1-33(2)12-4-7-26(35)31-16-17-8-11-25(34)22(13-17)20-5-3-6-21(27(20)36)24-15-19-14-18(28(29)30)9-10-23(19)32-24/h3,5-6,8-11,13-15,32,34,36H,4,7,12,16H2,1-2H3,(H3,29,30)(H,31,35)

Standard InChI Key:  JIVHSZRMMVAHPL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA214351

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

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: 485.59

Molecular Weight (Monoisotopic): 485.2427

AlogP: 4.16

#Rotatable Bonds: 9

Polar Surface Area: 138.46

Molecular Species: BASE

HBA: 5

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.71

CX Basic pKa: 11.22

CX LogP: 2.45

CX LogD: -0.88

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.16

Np Likeness Score: -0.31

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