UCSF

ZINC00607971

Substance Information

In ZINC since Heavy atoms Benign functionality
September 26th, 2005 25 Yes

Other Names:

()-Miconazole nitrate salt

(+-)-1-(2,4-Dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)imidazole

(+-)-Miconazole nitrate; 1-(2,4-Dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)imidazole mononitrate; 1H-Imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-, mononitrate; Aflorix; Albistat; Andergin; Brentan; C18H14Cl4N2O.HNO3; C

(+/-)-Miconazole nitrate salt; (R)-Lactaldehyde; 1-(2,4-Dichloro-beta-[(2,4-dichlorobenzyl)oxy]phenethyl)imidazole; 1-(2,4-dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl) imidazole; 1-[2-(2,4-dichlorophenyl)-2-{[(2,4-dichlorophenyl)methyl]oxy}ethyl]-1H-

(¡À)-Miconazole nitrate salt

conazole

1-(2,4-dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl) imidazole

1-(2,4-dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl) imidazole; 1H-imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl) methoxy)ethyl)-; CPD-4501; imidazole, 1-(2,4-dichloro-beta-((2,4-dichlorobenzyl)oxy) phenethyl)-; imidazole, 1-(2-(2,4-dich

1-(2,4-Dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)imidazole

1-(2,4-Dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)imidazole; Daktarin IV; Miconazole; Monistat IV (TN)

1-(2-((2,4-Dichlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole

1-[2,4-Dichloro- beta-([2,4-dichloro- benzyl]oxy)phenethyl]imidazole

1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole

1-[2-(2,4-Dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazole

1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole

1-[2-(2,4-dichlorophenyl)-2-{[(2,4-dichlorophenyl)methyl]oxy}ethyl]-1H-imidazole

1-{2-[(2,4-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole

1H-imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl) methoxy)ethyl)-

1H-Imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-

1H-Imidazole, 1-2-((2,4-dichlorophenyl)-2-((2,4-dichlorophenyl))methoxy)ethyl)-, (+-)-

1H-Imidazole, 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-

22832-87-7 (NITRATE)

22832-87-7; C08070; Miconazole nitrate

22832-87-7; D00882; MCZ; Micatin (TN); Miconazole nitrate (JP16/USP); Monistat (TN)

22916-47-8

22916-47-8; Miconazole; Prestwick_335

75319-47-0

AB00053500

AC1L1HM1

Aflorix(nitrate)

AKOS001574474

Albistat(nitrate)

Andergin(nitrate)

BAN

BPBio1_000279

BRD-A82396632-001-03-0

BRD-A82396632-008-02-7

BRN 0965511

BSPBio_000253

BSPBio_002033

CCRIS 7924

CHEBI:108917

CHEBI:6923

CHEMBL91

CID4189

Conofite

Conofite(nitrate)

CPD-4501

CPD000058733; MICONAZOLE NITRATE; Mercaptopurine; SAM002264623

CPD000058733; MICONAZOLE NITRATE; SAM002264623

D00416

Dactarin

Daktarin

Daktarin IV

DAP000154

DB01110

Dermazole

DivK1c_000156

EINECS 245-324-5

Epi-Monistat(nitrate)

FDA

FDA)

Femizol-M

Florid(nitrate)

Fungisdin, Albistat, Andergin, Daktacort

Gyno-Daktar(nitrate)

HMS1568M15

HMS2090B21

I14-14342

IDI1_000156

imidazole, 1-(2,4-dichloro-beta-((2,4-dichlorobenzyl)oxy) phenethyl)-

Imidazole, 1-(2,4-dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)-

imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl) methoxy)ethyl)- (9CI)

Imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-

Imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)- (9CI)

Imidazole, 1-[2,4-dichloro-.beta.-[(2,4-dichlorobenzyl)oxy]phenethyl]-

INN

JAN

KBio1_000156

KBio2_001445

KBio2_004013

KBio2_006581

KBio3_001533

KBioGR_000581

KBioSS_001445

Lotrimin AF(nitrate)

LS-78378

M-zole 3 Combination Pack

M-zole 7 Dual Pack

MCZ

MFCD00058161

MFCD00216019

Micantin (nitrate)

Micatin

Miconasil Nitrate

Miconazol

Miconazol [INN-Spanish]

Miconazole

Miconazole (BAN

Miconazole (FDA

Miconazole (JP15/USP/INN)

Miconazole 3

Miconazole 3 Combination Pack

Miconazole 7

Miconazole 7 Combination Pack

Miconazole Nitrate Combination Pack

Miconazole nitrate salt

Miconazole [USAN:BAN:INN:JAN]

Miconazole-7

Miconazolenitrate

Miconazolo

Miconazolo [DCIT]

Miconazolum

Miconazolum [INN-Latin]

Micozole

Minostate

MJR 1762

MLS002222203

MolPort-002-557-553

Monazole 7

Monista (nitrate)

Monistat

Monistat (TN)

Monistat 1 Combination Pack

Monistat 3

Monistat 3 Combination Pack

Monistat 3 Dual-Pak

Monistat 3 Vaginal Ovules

Monistat 5

Monistat 5 Tampon

Monistat 7

Monistat 7 Combination Pack

Monistat 7 Dual-Pak

Monistat 7 Vaginal Suppositories

Monistat Dual- PAK

Monistat IV

Monistat iv (TN)

Monistat-3

Monistat-3 Combination Pack

Monistat-Derm

NA

NCI60_001353

NCI60_001380

NINDS_000156

Novo-Miconazole Vaginal Ovules

NSC 170986

NSC169434

NSC170986

Oprea1_091955

Prestwick0_000067

Prestwick1_000067

Prestwick2_000067

Prestwick3_000067

Prestwick_335

QA-7241

R 18134

R-14,889

R-14889

SMR001307249

SPBio_000976

SPBio_002174

Spectrum2_001048

Spectrum3_000507

Spectrum4_000061

Spectrum5_001297

Spectrum_000965

STK834405

STOCK1S-93556

UNII-7NNO0D7S5M

USAN

USP

USP)

USP); Miconazole Nitrate (FDA

USP); Miconazole Nitrate (JAN

Vusion

Zimycan

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 5.72 14.15 -35.65 1 3 1 28 417.143 6
Mid Mid (pH 6-8) 5.72 13.63 -6.4 0 3 0 27 416.135 6

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 7.63e-04 g/l DrugBank-approved
Purity 98% APIChem
Target Antifection Selleck Chemicals
Therapy antifungal (topical) SMDC Iconix
UniProt Database Links ARE2_CANAX; CP121_MYCTU; GAO_CICIN; SOD4_CANAL; SOD5_CANAL ChEBI
Notes Cell culture tested.Miconazole is an imidazole antifungal agent which interferes with ergosterol synthesis and thereforealters the permeability of the cell membrane of sensitive fungi and yeasts Apollo Scientific Bioactives
PUBCHEM_PATENT_ID EP0126630A1; EP0164848A1; EP0200673A2; EP0216185A1; EP0219524A1; EP0219524B1; EP0253022A1; EP0333328A2; EP0333328B1; EP0382777B1; EP0395476A2; EP0410535A2; EP0410535A3; EP0414289A1; EP0414289B1; EP0445974A2; EP0445974A3; EP0463691A2; EP0463691A3; EP048543 IBM Patent Data
Patent Database Links EP0862917; EP1229034; EP1438962; EP1500394; EP1508329; EP1514877; EP1588702; EP1611879; EP1632239; EP1639994; EP1671624; EP1685843; EP1700920; EP1754481; EP1764104; EP1829534; EP1842532; EP1849463; EP1857113; EP1864657; EP1882473; EP1895012; EP1911454; EP ChEBI
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : M-5486; 1 Nitric acid NIH Clinical Collection via PubChem
Target Others Selleck Chemicals
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: M-5486; SALT: 1 Nitric acid NIH Clinical Collection via PubChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
AMPC-1-B Beta-lactamase (cluster #1 Of 6), Bacterial Bacteria 5 0.46 Binding ≤ 10μM
CP51-1-B Sterol 14-alpha Demethylase (cluster #1 Of 2), Bacterial Bacteria 200 0.38 Binding ≤ 10μM
CP17A-1-E Cytochrome P450 17A1 (cluster #1 Of 2), Eukaryotic Eukaryotes 243 0.37 Binding ≤ 10μM
CP19A-3-E Cytochrome P450 19A1 (cluster #3 Of 3), Eukaryotic Eukaryotes 400 0.36 Binding ≤ 10μM
CP51A-1-E Cytochrome P450 51 (cluster #1 Of 2), Eukaryotic Eukaryotes 200 0.38 Binding ≤ 10μM
GRM6-2-E Metabotropic Glutamate Receptor 6 (cluster #2 Of 2), Eukaryotic Eukaryotes 6500 0.29 Functional ≤ 10μM
MDR1-1-E P-glycoprotein 1 (cluster #1 Of 2), Eukaryotic Eukaryotes 3500 0.31 Functional ≤ 10μM
MDR3-1-E P-glycoprotein 3 (cluster #1 Of 2), Eukaryotic Eukaryotes 7800 0.29 Functional ≤ 10μM
CP2C9-1-E Cytochrome P450 2C9 (cluster #1 Of 3), Eukaryotic Eukaryotes 6000 0.29 ADME/T ≤ 10μM
CP3A4-2-E Cytochrome P450 3A4 (cluster #2 Of 4), Eukaryotic Eukaryotes 851 0.34 ADME/T ≤ 10μM
Z102121-2-O Trichophyton Mentagrophytes (cluster #2 Of 3), Other Other 400 0.36 Functional ≤ 10μM
Z50038-1-O Plasmodium Yoelii Yoelii (cluster #1 Of 2), Other Other 2 0.49 Functional ≤ 10μM
Z50046-1-O Trichophyton Quinckeanum (cluster #1 Of 2), Other Other 790 0.34 Functional ≤ 10μM
Z50408-1-O Issatchenkia Orientalis (cluster #1 Of 2), Other Other 1400 0.33 Functional ≤ 10μM
Z50409-1-O Kluyveromyces Marxianus (cluster #1 Of 2), Other Other 30 0.42 Functional ≤ 10μM
Z50416-1-O Aspergillus Fumigatus (cluster #1 Of 3), Other Other 1900 0.32 Functional ≤ 10μM
Z50442-1-O Candida Albicans (cluster #1 Of 4), Other Other 300 0.37 Functional ≤ 10μM
Z50443-1-O Candida Glabrata (cluster #1 Of 1), Other Other 120 0.39 Functional ≤ 10μM
Z50452-1-O Trichophyton Rubrum (cluster #1 Of 2), Other Other 330 0.36 Functional ≤ 10μM
Z50459-2-O Leishmania Donovani (cluster #2 Of 8), Other Other 6000 0.29 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
AMPC_ECOLI P00811 Beta-lactamase, Ecoli 2 0.49 Binding ≤ 1μM
CP17A_HUMAN P05093 Cytochrome P450 17A1, Human 243 0.37 Binding ≤ 1μM
CP19A_RAT P22443 Cytochrome P450 19A1, Rat 400 0.36 Binding ≤ 1μM
CP19A_HUMAN P11511 Cytochrome P450 19A1, Human 600 0.35 Binding ≤ 1μM
CP51A_HUMAN Q16850 Cytochrome P450 51, Human 200 0.38 Binding ≤ 1μM
CP51_MYCTU P0A512 Lanosterol 14-alpha Demethylase, Myctu 200 0.38 Binding ≤ 1μM
AMPC_ECOLI P00811 Beta-lactamase, Ecoli 2 0.49 Binding ≤ 10μM
CP17A_HUMAN P05093 Cytochrome P450 17A1, Human 243 0.37 Binding ≤ 10μM
CP19A_RAT P22443 Cytochrome P450 19A1, Rat 400 0.36 Binding ≤ 10μM
CP19A_HUMAN P11511 Cytochrome P450 19A1, Human 600 0.35 Binding ≤ 10μM
CP51A_HUMAN Q16850 Cytochrome P450 51, Human 200 0.38 Binding ≤ 10μM
CP51_MYCTU P0A512 Lanosterol 14-alpha Demethylase, Myctu 200 0.38 Binding ≤ 10μM
Z50416 Z50416 Aspergillus Fumigatus 1900 0.32 Functional ≤ 10μM
Z50442 Z50442 Candida Albicans 2500 0.31 Functional ≤ 10μM
Z50443 Z50443 Candida Glabrata 120 0.39 Functional ≤ 10μM
Z50408 Z50408 Issatchenkia Orientalis 1400 0.33 Functional ≤ 10μM
Z50409 Z50409 Kluyveromyces Marxianus 30 0.42 Functional ≤ 10μM
Z50459 Z50459 Leishmania Donovani 6000 0.29 Functional ≤ 10μM
GRM6_HUMAN O15303 Metabotropic Glutamate Receptor 6, Human 6500 0.29 Functional ≤ 10μM
MDR1_HUMAN P08183 P-glycoprotein 1, Human 2000 0.32 Functional ≤ 10μM
MDR1_MOUSE P06795 P-glycoprotein 1, Mouse 2000 0.32 Functional ≤ 10μM
MDR3_MOUSE P21447 P-glycoprotein 3, Mouse 7800 0.29 Functional ≤ 10μM
Z50038 Z50038 Plasmodium Yoelii Yoelii 2.03 0.49 Functional ≤ 10μM
Z102121 Z102121 Trichophyton Mentagrophytes 400 0.36 Functional ≤ 10μM
Z50046 Z50046 Trichophyton Quinckeanum 790 0.34 Functional ≤ 10μM
Z50452 Z50452 Trichophyton Rubrum 140 0.38 Functional ≤ 10μM
CP2C9_HUMAN P11712 Cytochrome P450 2C9, Human 6000 0.29 ADME/T ≤ 10μM
CP3A4_HUMAN P08684 Cytochrome P450 3A4, Human 180 0.38 ADME/T ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Abacavir transmembrane transport
ABC-family proteins mediated transport
Activation of gene expression by SREBF (SREBP)
Aflatoxin activation and detoxification
Androgen biosynthesis
Cholesterol biosynthesis
Class C/3 (Metabotropic glutamate/pheromone receptors)
CYP2E1 reactions
Endogenous sterols
Estrogen biosynthesis
G alpha (i) signalling events
Glucocorticoid biosynthesis
Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE)
Synthesis of epoxy (EET) and dihydroxyeicosatrienoic acids (DHET)
Xenobiotics

Analogs ( Draw Identity 99% 90% 80% 70% )