2-Cyclohexyl-4,5-diphenyl-1H-imidazole

ID: ALA417493

Chembl Id: CHEMBL417493

Cas Number: 55041-14-0

PubChem CID: 1521754

Max Phase: Preclinical

Molecular Formula: C21H22N2

Molecular Weight: 302.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(-c2nc(C3CCCCC3)[nH]c2-c2ccccc2)cc1

Standard InChI:  InChI=1S/C21H22N2/c1-4-10-16(11-5-1)19-20(17-12-6-2-7-13-17)23-21(22-19)18-14-8-3-9-15-18/h1-2,4-7,10-13,18H,3,8-9,14-15H2,(H,22,23)

Standard InChI Key:  LDMYJRJLSGLBHW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA417493

   2-cyclohexyl-4,5-diphenyl-1H-imidazole

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: 302.42

Molecular Weight (Monoisotopic): 302.1783

AlogP: 5.79

#Rotatable Bonds: 3

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.90

CX Basic pKa: 5.81

CX LogP: 5.69

CX LogD: 5.68

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -0.63

References

1. Astles PC, Ashton MJ, Bridge AW, Harris NV, Hart TW, Parrott DP, Porter B, Riddell D, Smith C, Williams RJ..  (1996)  Acyl-CoA:Cholesterol O-acyltransferase (ACAT) inhibitors. 2. 2-(1,3-Dioxan-2-yl)-4,5-diphenyl-1H-imidazoles as potent inhibitors of ACAT.,  39  (7): [PMID:8691472] [10.1021/jm9505876]

2. Veale, Clinton G. L., Jayram, Janeeka, Naidoo, Shivani, Laming, Dustin, Swart, Tarryn, Olivier, Tania, Akerman, Matthew P., de Villiers, Katherine A., Hoppe, Heinrich C., Jeena, Vineet.  (2020)  Insights into structural and physicochemical properties required for beta-hematin inhibition of privileged triarylimidazoles,  11  (1): [PMID:33479606] [10.1039/c9md00468h]

3. Wu YJ, Meanwell NA..  (2021)  Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design.,  64  (14.0): [PMID:34213340] [10.1021/acs.jmedchem.1c00790]

Source

Source(1):

• Scientific Literature