(2R,4S)-4-[(4-Bromophenoxy)methyl]-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride

ID: ALA516064

Chembl Id: CHEMBL516064

PubChem CID: 44565517

Max Phase: Preclinical

Molecular Formula: C22H23BrCl2N2O3

Molecular Weight: 477.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Clc1ccc(CC[C@@]2(Cn3ccnc3)OC[C@@H](COc3ccc(Br)cc3)O2)cc1

Standard InChI:  InChI=1S/C22H22BrClN2O3.ClH/c23-18-3-7-20(8-4-18)27-13-21-14-28-22(29-21,15-26-12-11-25-16-26)10-9-17-1-5-19(24)6-2-17;/h1-8,11-12,16,21H,9-10,13-15H2;1H/t21-,22-;/m1./s1

Standard InChI Key:  ZWAWLCPTWISOOC-HLUKFBSCSA-N

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: 477.79

Molecular Weight (Monoisotopic): 476.0502

AlogP: 5.12

#Rotatable Bonds: 8

Polar Surface Area: 45.51

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.43

CX LogP: 5.68

CX LogD: 5.65

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -0.54

References

1. Vlahakis JZ, Hum M, Rahman MN, Jia Z, Nakatsu K, Szarek WA..  (2009)  Synthesis and evaluation of imidazole-dioxolane compounds as selective heme oxygenase inhibitors: effect of substituents at the 4-position of the dioxolane ring.,  17  (6): [PMID:19268600] [10.1016/j.bmc.2009.01.078]

Source

Source(1):

• Scientific Literature