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

ID: ALA472975

Chembl Id: CHEMBL472975

PubChem CID: 24875325

Max Phase: Preclinical

Molecular Formula: C26H26Cl2N2O2S

Molecular Weight: 465.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Clc1ccc(CC[C@@]2(Cn3ccnc3)OC[C@@H](CSc3ccc4ccccc4c3)O2)cc1

Standard InChI:  InChI=1S/C26H25ClN2O2S.ClH/c27-23-8-5-20(6-9-23)11-12-26(18-29-14-13-28-19-29)30-16-24(31-26)17-32-25-10-7-21-3-1-2-4-22(21)15-25;/h1-10,13-15,19,24H,11-12,16-18H2;1H/t24-,26+;/m0./s1

Standard InChI Key:  MECSGQYFCOTPKC-ZFGDHOEWSA-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: 465.02

Molecular Weight (Monoisotopic): 464.1325

AlogP: 6.23

#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: 6.43

CX LogD: 6.39

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -0.64

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