2-(4-Methoxyphenyl)-4(5)-phenylimidazole

ID: ALA466587

Chembl Id: CHEMBL466587

PubChem CID: 18673182

Max Phase: Preclinical

Molecular Formula: C16H14N2O

Molecular Weight: 250.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc(-c3ccccc3)c[nH]2)cc1

Standard InChI:  InChI=1S/C16H14N2O/c1-19-14-9-7-13(8-10-14)16-17-11-15(18-16)12-5-3-2-4-6-12/h2-11H,1H3,(H,17,18)

Standard InChI Key:  BUWHNKZFUTUGJW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA466587

   2-(4-Methoxyphenyl)-4-phenyl-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: 250.30

Molecular Weight (Monoisotopic): 250.1106

AlogP: 3.75

#Rotatable Bonds: 3

Polar Surface Area: 37.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: 5.35

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.77

Np Likeness Score: -0.72

References

1. Fantini M, Rivara M, Zuliani V, Kalmar CL, Vacondio F, Silva C, Baheti AR, Singh N, Merrick EC, Katari RS, Cocconcelli G, Ghiron C, Patel MK..  (2009)  2,4(5)-diarylimidazoles as inhibitors of hNaV1.2 sodium channels: pharmacological evaluation and structure-property relationships.,  17  (10): [PMID:19394229] [10.1016/j.bmc.2009.03.067]

2. Zuliani V, Fantini M, Nigam A, Stables JP, Patel MK, Rivara M..  (2010)  Anticonvulsant activity of 2,4(1H)-diarylimidazoles in mice and rats acute seizure models.,  18  (22): [PMID:20943396] [10.1016/j.bmc.2010.09.029]

3. Rivara M, Patel MK, Amori L, Zuliani V..  (2012)  Inhibition of NaV1.6 sodium channel currents by a novel series of 1,4-disubstituted-triazole derivatives obtained via copper-catalyzed click chemistry.,  22  (20): [PMID:22981330] [10.1016/j.bmcl.2012.08.067]

4. Rivara M, Zuliani V.  (2012)  In vivo screening of diarylimidazoles as anticonvulsant agents,  21  (11): [10.1007/s00044-011-9869-9]

5. Pieroni M, Wan B, Zuliani V, Franzblau SG, Costantino G, Rivara M..  (2015)  Discovery of antitubercular 2,4-diphenyl-1H-imidazoles from chemical library repositioning and rational design.,  100  [PMID:26071857] [10.1016/j.ejmech.2015.05.048]

Source

Source(1):

• Scientific Literature