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

ID: ALA474379

Chembl Id: CHEMBL474379

PubChem CID: 44565544

Max Phase: Preclinical

Molecular Formula: C23H23Cl2N3O3

Molecular Weight: 423.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.N#Cc1ccc(OC[C@@H]2CO[C@@](CCc3ccc(Cl)cc3)(Cn3ccnc3)O2)cc1

Standard InChI:  InChI=1S/C23H22ClN3O3.ClH/c24-20-5-1-18(2-6-20)9-10-23(16-27-12-11-26-17-27)29-15-22(30-23)14-28-21-7-3-19(13-25)4-8-21;/h1-8,11-12,17,22H,9-10,14-16H2;1H/t22-,23-;/m1./s1

Standard InChI Key:  UDWBQIHNKUPTLA-OHIDFYLOSA-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: 423.90

Molecular Weight (Monoisotopic): 423.1350

AlogP: 4.23

#Rotatable Bonds: 8

Polar Surface Area: 69.30

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.43

CX LogP: 4.77

CX LogD: 4.73

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: -0.75

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