1-(((2R,4S)-2-(4-chlorophenethyl)-4-((4-bromophenylthio)methyl)-1,3-dioxolan-2-yl)methyl)-1H-imidazole hydrochloride

ID: ALA515086

Chembl Id: CHEMBL515086

PubChem CID: 25143212

Max Phase: Preclinical

Molecular Formula: C22H23BrCl2N2O2S

Molecular Weight: 493.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Clc1ccc(CC[C@@]2(Cn3ccnc3)OC[C@@H](CSc3ccc(Br)cc3)O2)cc1

Standard InChI:  InChI=1S/C22H22BrClN2O2S.ClH/c23-18-3-7-21(8-4-18)29-14-20-13-27-22(28-20,15-26-12-11-25-16-26)10-9-17-1-5-19(24)6-2-17;/h1-8,11-12,16,20H,9-10,13-15H2;1H/t20-,22+;/m0./s1

Standard InChI Key:  PNQVUKWRIHCJMZ-IKGOIYPNSA-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: 493.85

Molecular Weight (Monoisotopic): 492.0274

AlogP: 5.84

#Rotatable Bonds: 8

Polar Surface Area: 36.28

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.43

CX LogP: 6.20

CX LogD: 6.17

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.37

Np Likeness Score: -0.73

References

1. Vlahakis JZ, Kinobe RT, Nakatsu K, Szarek WA, Crandall IE..  (2006)  Anti-Plasmodium activity of imidazole-dioxolane compounds.,  16  (9): [PMID:16495054] [10.1016/j.bmcl.2006.01.122]

2. 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