2-(4-Adamantan-1-yl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid methyl ester

ID: ALA2205735

Chembl Id: CHEMBL2205735

Cas Number: 1000887-89-7

PubChem CID: 24966182

Max Phase: Preclinical

Molecular Formula: C26H28N2O3

Molecular Weight: 416.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc2[nH]c(COc3ccc(C45CC6CC(CC(C6)C4)C5)cc3)nc2c1

Standard InChI:  InChI=1S/C26H28N2O3/c1-30-25(29)19-2-7-22-23(11-19)28-24(27-22)15-31-21-5-3-20(4-6-21)26-12-16-8-17(13-26)10-18(9-16)14-26/h2-7,11,16-18H,8-10,12-15H2,1H3,(H,27,28)

Standard InChI Key:  DDSDQTSUZNQOAY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2205735

   2-(4-Adamantan-1-yl-phenoxymethyl)-1h-benzoimidazole-5-carboxylic acid methyl ester

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: 416.52

Molecular Weight (Monoisotopic): 416.2100

AlogP: 5.40

#Rotatable Bonds: 5

Polar Surface Area: 64.21

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.43

CX Basic pKa: 3.56

CX LogP: 5.25

CX LogD: 5.25

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -0.88

References

1. Xia Y, Choi HK, Lee K..  (2012)  Recent advances in hypoxia-inducible factor (HIF)-1 inhibitors.,  49  [PMID:22305612] [10.1016/j.ejmech.2012.01.033]

2. Lee K, Goo JI, Jung HY, Kim M, Boovanahalli SK, Park HR, Kim MO, Kim DH, Lee HS, Choi Y..  (2012)  Discovery of a novel series of benzimidazole derivatives as diacylglycerol acyltransferase inhibitors.,  22  (24): [PMID:23141914] [10.1016/j.bmcl.2012.10.046]

Source

Source(1):

• Scientific Literature