miconazole   

GtoPdb Ligand ID: 2449

Synonyms: florid(nitrate) | Monistat® | R-14889
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
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
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
Compound class Synthetic organic
Approved drug? Yes (FDA (1974))
IUPAC Name
1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole
International Nonproprietary Names
INN number INN
2728 miconazole
Synonyms
florid(nitrate) | Monistat® | R-14889
Comments
The approved drug miconazole is a racemic mixture of two enantiomers. The structure shown here does not specify stereochemistry and represents the mixture.
Database Links
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
Search Google for chemical match using the InChIKey BYBLEWFAAKGYCD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BYBLEWFAAKGYCD
Search PubMed clinical trials miconazole
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Search UniChem for chemical match using the InChIKey BYBLEWFAAKGYCD-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone BYBLEWFAAKGYCD
Wikipedia Miconazole