Details of the Drug

General Information of Drug (ID: DME7KRM)

Drug Name
Oxiconazole
Synonyms
Oxiconazol; Oxiconazolum; Oxyconazole; Oxiconazol [INN-Spanish]; Oxiconazole (INN); Oxiconazole [INN:BAN]; Oxiconazolum [INN-Latin]; Ro 13-8996; Sgd 301-76; RO-13-8996; (Z)-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-O-(2,4-dichlorobenzyl) ethanone oxime nitrate; 1-(2,4-dichlorophenyl)-N-[(2,4-dichlorophenyl)methoxy]-2-imidazol-1-ylethanimine; 2',4'-Dichlor-O-(2,4-dichlorbenzyl)-2-(1-imidazolyl)-(Z)-acetophenonoxim; 2',4'-Dichloro-2-imidazol-1-ylacetophenone (Z)-(O-(2,4-dichlorobenzyl)oxime)
Indication
Disease Entry ICD 11 Status REF
Tinea corporis 1F28.Y Approved [1]
Tinea cruris 1F28.3 Approved [1]
Tinea pedis 1F28.2 Approved [2]
Tinea versicolor 1F2D.0 Approved [1]
Therapeutic Class
Antifungal Agents
Affected Organisms
Fungi
ATC Code
D01AC11: Oxiconazole
D01AC: Imidazole and triazole derivatives
D01A: ANTIFUNGALS FOR TOPICAL USE
D01: ANTIFUNGALS FOR DERMATOLOGICAL USE
D: DERMATOLOGICALS
G01AF17: Oxiconazole
G01AF: Imidazole derivatives
G01A: ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
G01: GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
G: GENITO URINARY SYSTEM AND SEX HORMONES
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 429.1
Logarithm of the Partition Coefficient (xlogp) 6.1
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 3
ADMET Property
Absorption
The systemic absorption of drug is low []
Chemical Identifiers
Formula
C18H13Cl4N3O
IUPAC Name
(Z)-1-(2,4-dichlorophenyl)-N-[(2,4-dichlorophenyl)methoxy]-2-imidazol-1-ylethanimine
Canonical SMILES
C1=CC(=C(C=C1Cl)Cl)CO/N=C(\\CN2C=CN=C2)/C3=C(C=C(C=C3)Cl)Cl
InChI
InChI=1S/C18H13Cl4N3O/c19-13-2-1-12(16(21)7-13)10-26-24-18(9-25-6-5-23-11-25)15-4-3-14(20)8-17(15)22/h1-8,11H,9-10H2/b24-18+
InChIKey
QRJJEGAJXVEBNE-HKOYGPOVSA-N
Cross-matching ID
PubChem CID
5353853
ChEBI ID
CHEMBL1262
CAS Number
64211-45-6
UNII
C668Q9I33J
DrugBank ID
DB00239
TTD ID
D04GYO
INTEDE ID
DR1215
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Candida Cytochrome P450 51 (Candi ERG11) TTTSOUD CP51_CANAL Inhibitor [3]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Mephenytoin 4-hydroxylase (CYP2C19)
Main DME 		DEGTFWK CP2CJ_HUMAN Substrate [4]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Oxiconazole FDA Label
2 FDA Approved Drug Products from FDA Official Website. 2009. Application Number: (NDA) 019828.
3 Antifungal agents: mechanisms of action. Trends Microbiol. 2003 Jun;11(6):272-9.
4 In vitro metabolism of oxymetazoline: evidence for bioactivation to a reactive metabolite. Drug Metab Dispos. 2011 Apr;39(4):693-702.