miconazole   Click here for help

GtoPdb Ligand ID: 2449

Synonyms: florid(nitrate) | Monistat® | R-14889
Approved drug
miconazole is an approved drug (FDA (1974))
Compound class: Synthetic organic
Comment: The approved drug miconazole is a racemic mixture of two enantiomers. The structure shown here does not specify stereochemistry and represents the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 27.05
Molecular weight 413.99
XLogP 6.09
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Clc1ccc(c(c1)Cl)COC(c1ccc(cc1Cl)Cl)Cn1cncc1
Isomeric SMILES Clc1ccc(c(c1)Cl)COC(c1ccc(cc1Cl)Cl)Cn1cncc1
InChI InChI=1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2
InChI Key BYBLEWFAAKGYCD-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1974))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole
International Nonproprietary Names Click here for help
INN number INN
2728 miconazole
Synonyms Click here for help
florid(nitrate) | Monistat® | R-14889
Database Links Click here for help
BindingDB Ligand 31772
BitterDB Ligand 939
CAS Registry No. 22916-47-8
ChEBI CHEBI:6923
ChEMBL Ligand CHEMBL91
DrugBank Ligand DB01110
DrugCentral Ligand 1800
GtoPdb PubChem SID 53801024
PubChem CID 4189
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Wikipedia Miconazole