CLOTRIMAZOLE

Search structure
Trade Names:
Synonyms:
Status: Approved (1975)
Entry Type: Small molecule
Molecule Category: Parent
ATC: A01AB18
UNII: G07GZ97H65

Structure
InChI Key VNFPBHJOKIVQEB-UHFFFAOYSA-N
Smile Clc1ccccc1C(c1ccccc1)(c1ccccc1)n1ccnc1
InChI
InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H17ClN2
Molecular Weight 344.85
AlogP 5.38
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 4.0
Polar Surface Area 17.82
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 25.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Cytochrome P450 51 inhibitor PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- 1250 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 17 Cytochrome P450 family 17A Cytochrome P450 17A1
- - - 82 -
Enzyme Cytochrome P450 Cytochrome P450 family 19 Cytochrome P450 family 19A Cytochrome P450 19A1
- 2 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 7410 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- 803 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 136 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 883 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 20-67 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 51 Cytochrome P450 family 51A Cytochrome P450 51A1
- 130 103 - -
Enzyme Cytochrome P450
- 20-67 103 82 -
Enzyme Hydrolase
- 20000-35000 - 35000 -
Enzyme Oxidoreductase
- 35000 - - -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S1A subfamily
- 85000 - - -
Enzyme
- 20-67 103 35000 -
Ion channel Other ion channel Miscellaneous ion channel Ca2+ release-activated Ca2+ channel family
- - - - 55
Ion channel Voltage-gated ion channel Potassium channels Calcium-activated potassium channel
- 70-360 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 3020 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 20000 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Chemokine receptor CC chemokine receptor
- 1600 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Chemokine receptor CXC chemokine receptor
- 1995-10800 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Vasopressin and oxytocin receptor
- 2512-15849 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group H Nuclear hormone receptor subfamily 1 group H member 4
- 3240 - - 81
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 3
- 80-690 - 100 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - -120-106
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 11970 - - 69
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 1300-6700 - - 29
Transporter Primary active transporter Endoplasmic reticular retrotranslocon family
- 1400-12000 - - -
Transporter Primary active transporter P-type ATPase Calcium ATPase
- - - 35000 -
Transporter Primary active transporter P-type ATPase Hydrogen potassium ATPase
- 5200 - - -
Unclassified protein
- - - - 6-99

Metabolites

visNetwork

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Vaginal Discharge 3 D019522 ClinicalTrials
Candidiasis, Vulvovaginal 3 D002181 ClinicalTrials
Vaginosis, Bacterial 3 D016585 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Candidiasis, Oral 3 D002180 ClinicalTrials
Folliculitis 2 D005499 ClinicalTrials
Anemia, Sickle Cell 1 D000755 ClinicalTrials
Kidney Diseases 1 D007674 ClinicalTrials

Related Entries

Scaffolds

Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
20.04
Injury, poisoning and procedural complications
17.41
Skin and subcutaneous tissue disorders
11.71
Reproductive system and breast disorders
9.33
Gastrointestinal disorders
6.99
Vascular disorders
6.35
Nervous system disorders
5.01
Immune system disorders
3.27
Product issues
2.73
Infections and infestations
2.58

Cross References

Resources Reference
CAS NUMBER 23593-75-1
ChEBI 3764
ChEMBL CHEMBL104
DrugBank DB00257
DrugCentral 719
EPA CompTox DTXSID7029871
FDA SRS G07GZ97H65
Human Metabolome Database HMDB0001922
Guide to Pharmacology 2330
KEGG C06922
PDB CL6
PharmGKB PA449057
PubChem 2812
SureChEMBL SCHEMBL3850
ZINC ZINC000003807804
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