4-(((2R,4R)-2-((1H-imidazol-1-yl)methyl)-2-(4-chlorophenethyl)-1,3-dioxolan-4-yl)methoxy)phenol hydrochloride

ID: ALA473375

Chembl Id: CHEMBL473375

PubChem CID: 44565496

Max Phase: Preclinical

Molecular Formula: C22H24Cl2N2O4

Molecular Weight: 414.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Oc1ccc(OC[C@@H]2CO[C@@](CCc3ccc(Cl)cc3)(Cn3ccnc3)O2)cc1

Standard InChI:  InChI=1S/C22H23ClN2O4.ClH/c23-18-3-1-17(2-4-18)9-10-22(15-25-12-11-24-16-25)28-14-21(29-22)13-27-20-7-5-19(26)6-8-20;/h1-8,11-12,16,21,26H,9-10,13-15H2;1H/t21-,22-;/m1./s1

Standard InChI Key:  SUICCSIONKTLRB-HLUKFBSCSA-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: 414.89

Molecular Weight (Monoisotopic): 414.1346

AlogP: 4.07

#Rotatable Bonds: 8

Polar Surface Area: 65.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.92

CX Basic pKa: 6.43

CX LogP: 4.61

CX LogD: 4.57

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -0.22

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