terconazole 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
systemic antifungal agents, miconazole derivatives 2599 67915-31-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • terconazole
  • terazol
  • termayazole
  • triaconazole
  • R-42470
  • Molecular weight: 532.47
  • Formula: C26H31Cl2N5O3
  • CLOGP: 4.89
  • LIPINSKI: 1
  • HAC: 8
  • HDO: 0
  • TPSA: 64.88
  • ALOGS: -4.66
  • ROTB: 8
  • Status: OFP
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
80 mg V

ADMET properties:

None

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 3.414 Moderate 0.75
caco2-efflux Caco-2 efflux ratio (BA/AB) 1.042 Moderate 0.75
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 22.909 10^-6 cm/s Moderate 0.75
dh-clint Dog hepatocyte intrinsic clearance 12.078 uL/min/10^6 cells Moderate 0.75
dppb Dog plasma protein binding (% unbound) 4.150 % Moderate 0.75
fcs-ppb Fetal calf serum protein binding (% unbound) 12.330 % Moderate 0.75
herg hERG pIC50 5.738 pIC50 Moderate 0.75
hh-clint Human hepatocyte intrinsic clearance 9.661 uL/min/10^6 cells Moderate 0.75
hlm-clint Human liver microsomal intrinsic clearance 144.544 uL/min/mg protein Moderate 0.75
hppb Human plasma protein binding (% unbound) 5.810 % Moderate 0.75
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 2.449 Moderate 0.75
mh-clint Mouse hepatocyte intrinsic clearance 22.182 Moderate 0.75
mppb Mouse plasma protein binding (% unbound) 3.740 Moderate 0.75
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 16.866 Moderate 0.75
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pld-class Phospholipidosis risk class (1 = positive, 0 = negative) 1 Moderate 0.74
pppb Pig plasma protein binding (% unbound) 8.980 % Moderate 0.75
rh-clint Rat hepatocyte intrinsic clearance 19.320 uL/min/10^6 cells Moderate 0.75
rh-fuinc Rat hepatocyte fraction unbound in incubation 16.440 % Moderate 0.75
rppb Rat plasma protein binding (% unbound) 4.990 % Moderate 0.75
solubility-dd Solubility at pH 7.4 in DMSO 162.930 uM Moderate 0.75

Approvals:

DateAgencyCompanyOrphan
Dec. 31, 1987 FDA JANSSEN PHARMS

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC G01AG02 GENITO URINARY SYSTEM AND SEX HORMONES
GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
Triazole derivatives
FDA CS M0002083 Azoles
FDA EPC N0000175487 Azole Antifungal
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000935 Antifungal Agents
CHEBI has role CHEBI:149553 anticoronaviral agent

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Candidal vulvovaginitis indication 72605008 DOID:2272




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.72 Basic
pKa2 3.04 Basic
pKa3 1.55 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])		Mechanism
action		Bioact sourceMoA source
D(1A) dopamine receptor GPCR Ki 4.90 DRUG MATRIX
Alpha-2A adrenergic receptor GPCR Ki 6.43 DRUG MATRIX
Sigma non-opioid intracellular receptor 1 Membrane receptor Ki 6.67 DRUG MATRIX
Sodium-dependent serotonin transporter Transporter Ki 5.22 DRUG MATRIX
Sodium-dependent noradrenaline transporter Transporter Ki 4.60 DRUG MATRIX
5-hydroxytryptamine receptor 2A GPCR Ki 5.63 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR Ki 5.44 DRUG MATRIX
Alpha-2B adrenergic receptor GPCR Ki 5.90 DRUG MATRIX
D(3) dopamine receptor GPCR Ki 5.80 DRUG MATRIX
Muscarinic acetylcholine receptor M1 GPCR Ki 5.86 DRUG MATRIX
Muscarinic acetylcholine receptor M2 GPCR Ki 5.34 DRUG MATRIX
Muscarinic acetylcholine receptor M3 GPCR Ki 5.51 DRUG MATRIX
Muscarinic acetylcholine receptor M4 GPCR Ki 5.72 DRUG MATRIX
Muscarinic acetylcholine receptor M5 GPCR Ki 5.50 DRUG MATRIX
Alpha-2C adrenergic receptor GPCR Ki 7.22 DRUG MATRIX
Sodium-dependent dopamine transporter Transporter Ki 5.36 DRUG MATRIX
Alpha-1D adrenergic receptor GPCR Ki 5.27 DRUG MATRIX
Acetylcholinesterase Enzyme IC50 4.67 DRUG MATRIX
Tyrosine-protein kinase Fyn Kinase IC50 4.96 DRUG MATRIX
Lanosterol 14-alpha demethylase Enzyme IC50 5.52 CHEMBL
Sodium/nucleoside cotransporter 1 Transporter Ki 5.37 DRUG MATRIX
Lanosterol 14-alpha demethylase Enzyme INHIBITOR WOMBAT-PK CHEMBL
5-hydroxytryptamine receptor 4 GPCR Ki 5.61 DRUG MATRIX
Heme oxygenase 2 Enzyme IC50 5.30 CHEMBL
Arachidonate 15-lipoxygenase Enzyme IC50 5.61 DRUG MATRIX
Alpha-1B adrenergic receptor GPCR Ki 5.10 DRUG MATRIX
5-hydroxytryptamine receptor 1B GPCR Ki 4.39 DRUG MATRIX
Membrane-associated progesterone receptor component 1 Membrane receptor Ki 6.71 DRUG MATRIX
Alpha-1A adrenergic receptor GPCR IC50 4.88 CHEMBL
Heme oxygenase 1 Enzyme IC50 6.39 CHEMBL

External reference:

IDSource
4019521 VUID
N0000147638 NUI
D00888 KEGG_DRUG
4019521 VANDF
C0076115 UMLSCUI
CHEBI:9451 CHEBI
CHEMBL1714574 ChEMBL_ID
DB00251 DRUGBANK_ID
C037815 MESH_SUPPLEMENTAL_RECORD_UI
4815 INN_ID
0KJ2VE664U UNII
441383 PUBCHEM_CID
37806 RXNORM
46326 MMSL
5549 MMSL
002931 NDDF
25860005 SNOMEDCT_US
387140007 SNOMEDCT_US
0KJ2VE664U INXIGHT DRUGS

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 0168-0346 CREAM 4 mg VAGINAL ANDA 21 sections
TerconazoleVaginal Cream 0.8% HUMAN PRESCRIPTION DRUG LABEL 1 0168-0347 CREAM 8 mg VAGINAL NDA 25 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 0713-0552 SUPPOSITORY 80 mg VAGINAL ANDA 24 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 21695-844 CREAM 4 mg VAGINAL ANDA 22 sections
TERCONAZOLE HUMAN PRESCRIPTION DRUG LABEL 1 21695-933 CREAM 8 mg VAGINAL NDA 21 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 45802-717 SUPPOSITORY 80 mg VAGINAL ANDA 21 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 50090-0917 CREAM 4 mg VAGINAL ANDA 23 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 50090-1196 CREAM 8 mg VAGINAL ANDA 23 sections
TERCONAZOLE HUMAN PRESCRIPTION DRUG LABEL 1 50090-1901 CREAM 8 mg VAGINAL NDA AUTHORIZED GENERIC 25 sections
TERCONAZOLE HUMAN PRESCRIPTION DRUG LABEL 1 50090-2341 CREAM 4 mg VAGINAL NDA AUTHORIZED GENERIC 25 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 50090-6266 CREAM 4 mg VAGINAL ANDA 21 sections
TerconazoleVaginal Cream 0.8% HUMAN PRESCRIPTION DRUG LABEL 1 50090-6299 CREAM 8 mg VAGINAL NDA 21 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 51672-1302 CREAM 8 mg VAGINAL ANDA 24 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 51672-1304 CREAM 4 mg VAGINAL ANDA 24 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 51672-1330 SUPPOSITORY 80 mg VAGINAL ANDA 25 sections
TERCONAZOLE HUMAN PRESCRIPTION DRUG LABEL 1 52959-811 CREAM 4 mg VAGINAL NDA 21 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 53002-7240 CREAM 8 mg VAGINAL ANDA 23 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 53002-8130 CREAM 4 mg VAGINAL ANDA 23 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 54868-5183 CREAM 8 mg VAGINAL ANDA 12 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 54868-6160 CREAM 4 mg VAGINAL ANDA 21 sections
TERCONAZOLE HUMAN PRESCRIPTION DRUG LABEL 1 55045-3259 CREAM 8 mg VAGINAL NDA 21 sections
Terconazole HUMAN PRESCRIPTION DRUG LABEL 1 68071-1626 CREAM 8 mg VAGINAL ANDA 24 sections