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

ID: ALA473364

Chembl Id: CHEMBL473364

PubChem CID: 44565468

Max Phase: Preclinical

Molecular Formula: C22H30Cl2N2O2S

Molecular Weight: 421.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Clc1ccc(CC[C@@]2(Cn3ccnc3)OC[C@@H](CSC3CCCCC3)O2)cc1

Standard InChI:  InChI=1S/C22H29ClN2O2S.ClH/c23-19-8-6-18(7-9-19)10-11-22(16-25-13-12-24-17-25)26-14-20(27-22)15-28-21-4-2-1-3-5-21;/h6-9,12-13,17,20-21H,1-5,10-11,14-16H2;1H/t20-,22+;/m0./s1

Standard InChI Key:  CUVJQUWHBWGZAD-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: 421.01

Molecular Weight (Monoisotopic): 420.1638

AlogP: 5.35

#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: 5.65

CX LogD: 5.62

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -0.51

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