(S)-2-[(1-Cyclohexyl-2-furan-3-yl-1H-benzoimidazole-5-carbonyl)-amino]-3-[5-(5H-tetrazol-5-yl)-1H-indol-3-yl]-propionic acid

ID: ALA366575

Chembl Id: CHEMBL366575

Max Phase: Preclinical

Molecular Formula: C30H28N8O4

Molecular Weight: 564.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](Cc1c[nH]c2ccc(C3N=NN=N3)cc12)C(=O)O)c1ccc2c(c1)nc(-c1ccoc1)n2C1CCCCC1

Standard InChI:  InChI=1S/C30H28N8O4/c39-29(33-25(30(40)41)14-20-15-31-23-8-6-17(12-22(20)23)27-34-36-37-35-27)18-7-9-26-24(13-18)32-28(19-10-11-42-16-19)38(26)21-4-2-1-3-5-21/h6-13,15-16,21,25,27,31H,1-5,14H2,(H,33,39)(H,40,41)/t25-/m0/s1

Standard InChI Key:  BAEXDOPIQFESFD-VWLOTQADSA-N

Alternative Forms

1. Parent:

   

   ALA366575

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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: 564.61

Molecular Weight (Monoisotopic): 564.2234

AlogP: 6.54

#Rotatable Bonds: 8

Polar Surface Area: 162.59

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.56

CX Basic pKa: 3.88

CX LogP: 4.42

CX LogD: 1.77

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.19

Np Likeness Score: -0.46

References

1. Beaulieu PL, Bös M, Bousquet Y, DeRoy P, Fazal G, Gauthier J, Gillard J, Goulet S, McKercher G, Poupart MA, Valois S, Kukolj G..  (2004)  Non-nucleoside inhibitors of the hepatitis C virus NS5B polymerase: discovery of benzimidazole 5-carboxylic amide derivatives with low-nanomolar potency.,  14  (4): [PMID:15013003] [10.1016/j.bmcl.2003.12.032]

Source

Source(1):

• Scientific Literature