(2R,4S)-2-[2-(4-Chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(pyridin-4-ylsulfanyl)methyl]-1,3-dioxolane dihydrochloride

ID: ALA3216038

Chembl Id: CHEMBL3216038

PubChem CID: 90664568

Max Phase: Preclinical

Molecular Formula: C21H25Cl4N3O2S

Molecular Weight: 415.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.Cl.Clc1ccc(CC[C@@]2(Cn3ccnc3)OC[C@@H](CSc3ccncc3)O2)cc1

Standard InChI:  InChI=1S/C21H22ClN3O2S.3ClH/c22-18-3-1-17(2-4-18)5-8-21(15-25-12-11-24-16-25)26-13-19(27-21)14-28-20-6-9-23-10-7-20;;;/h1-4,6-7,9-12,16,19H,5,8,13-15H2;3*1H/t19-,21+;;;/m0.../s1

Standard InChI Key:  LARXVPLDOCSOFZ-FVALKPOCSA-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: 415.95

Molecular Weight (Monoisotopic): 415.1121

AlogP: 4.47

#Rotatable Bonds: 8

Polar Surface Area: 49.17

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.45

CX LogP: 4.22

CX LogD: 4.18

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -0.63

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