Enclomiphene

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Enclomiphene
Accession Number
DB06735
Type
Small Molecule
Groups
Investigational
Description
Not Available
Structure
Thumb
Synonyms
  • Enclomifeno
  • Enclomifenum
  • trans-Clomifene
  • trans-Clomiphene
External IDs
RMI 16,289 / RMI-16,289 / RMI-16289
Product Ingredients
IngredientUNIICASInChI Key
Enclomiphene citrateJ303A6U9Y6 7599-79-3PYTMYKVIJXPNBD-BTKVJIOYSA-N
Approved Prescription Products
Not Available
Approved Generic Prescription Products
Not Available
Approved Over the Counter Products
Not Available
Unapproved/Other Products
Not Available
International/Other Brands
Androxal
Brand mixtures
Not Available
Categories
UNII
R6D2UI4FLS
CAS number
15690-57-0
Weight
Average: 405.97
Monoisotopic: 405.1859422
Chemical Formula
C26H28ClNO
InChI Key
GKIRPKYJQBWNGO-OCEACIFDSA-N
InChI
InChI=1S/C26H28ClNO/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23/h5-18H,3-4,19-20H2,1-2H3/b26-25+
IUPAC Name
(2-{4-[(E)-2-chloro-1,2-diphenylethenyl]phenoxy}ethyl)diethylamine
SMILES
CCN(CC)CCOC1=CC=C(C=C1)C(=C(\Cl)C1=CC=CC=C1)\C1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
AbirateroneThe serum concentration of Enclomiphene can be increased when it is combined with Abiraterone.Approved
AmiodaroneThe metabolism of Enclomiphene can be decreased when combined with Amiodarone.Approved, Investigational
ArtemetherThe metabolism of Enclomiphene can be decreased when combined with Artemether.Approved
AtomoxetineThe metabolism of Enclomiphene can be decreased when combined with Atomoxetine.Approved
BetaxololThe metabolism of Enclomiphene can be decreased when combined with Betaxolol.Approved
BupropionThe metabolism of Enclomiphene can be decreased when combined with Bupropion.Approved
CelecoxibThe metabolism of Enclomiphene can be decreased when combined with Celecoxib.Approved, Investigational
ChloroquineThe metabolism of Enclomiphene can be decreased when combined with Chloroquine.Approved, Vet Approved
ChlorpromazineThe metabolism of Enclomiphene can be decreased when combined with Chlorpromazine.Approved, Vet Approved
CholecalciferolThe metabolism of Enclomiphene can be decreased when combined with Cholecalciferol.Approved, Nutraceutical
CimetidineThe metabolism of Enclomiphene can be decreased when combined with Cimetidine.Approved
CinacalcetThe metabolism of Enclomiphene can be decreased when combined with Cinacalcet.Approved
CitalopramThe metabolism of Enclomiphene can be decreased when combined with Citalopram.Approved
ClemastineThe metabolism of Enclomiphene can be decreased when combined with Clemastine.Approved
ClobazamThe metabolism of Enclomiphene can be decreased when combined with Clobazam.Approved, Illicit
ClomipramineThe metabolism of Enclomiphene can be decreased when combined with Clomipramine.Approved, Vet Approved
ClotrimazoleThe metabolism of Enclomiphene can be decreased when combined with Clotrimazole.Approved, Vet Approved
ClozapineThe metabolism of Enclomiphene can be decreased when combined with Clozapine.Approved
CobicistatThe serum concentration of Enclomiphene can be increased when it is combined with Cobicistat.Approved
CocaineThe metabolism of Enclomiphene can be decreased when combined with Cocaine.Approved, Illicit
DarifenacinThe metabolism of Enclomiphene can be decreased when combined with Darifenacin.Approved, Investigational
DarunavirThe serum concentration of Enclomiphene can be increased when it is combined with Darunavir.Approved
DelavirdineThe metabolism of Enclomiphene can be decreased when combined with Delavirdine.Approved
DesipramineThe metabolism of Enclomiphene can be decreased when combined with Desipramine.Approved
DiphenhydramineThe metabolism of Enclomiphene can be decreased when combined with Diphenhydramine.Approved
DronedaroneThe metabolism of Enclomiphene can be decreased when combined with Dronedarone.Approved
DuloxetineThe metabolism of Enclomiphene can be decreased when combined with Duloxetine.Approved
EliglustatThe metabolism of Enclomiphene can be decreased when combined with Eliglustat.Approved
FluoxetineThe metabolism of Enclomiphene can be decreased when combined with Fluoxetine.Approved, Vet Approved
FluvoxamineThe metabolism of Enclomiphene can be decreased when combined with Fluvoxamine.Approved, Investigational
HaloperidolThe metabolism of Enclomiphene can be decreased when combined with Haloperidol.Approved
ImipramineThe metabolism of Enclomiphene can be decreased when combined with Imipramine.Approved
IndinavirThe metabolism of Enclomiphene can be decreased when combined with Indinavir.Approved
IsoniazidThe metabolism of Enclomiphene can be decreased when combined with Isoniazid.Approved
KetoconazoleThe metabolism of Enclomiphene can be decreased when combined with Ketoconazole.Approved, Investigational
LopinavirThe metabolism of Enclomiphene can be decreased when combined with Lopinavir.Approved
LorcaserinThe metabolism of Enclomiphene can be decreased when combined with Lorcaserin.Approved
LumefantrineThe metabolism of Enclomiphene can be decreased when combined with Lumefantrine.Approved
MethadoneThe metabolism of Enclomiphene can be decreased when combined with Methadone.Approved
MethotrimeprazineThe metabolism of Enclomiphene can be decreased when combined with Methotrimeprazine.Approved
MetoprololThe metabolism of Enclomiphene can be decreased when combined with Metoprolol.Approved, Investigational
MirabegronThe metabolism of Enclomiphene can be decreased when combined with Mirabegron.Approved
NevirapineThe metabolism of Enclomiphene can be decreased when combined with Nevirapine.Approved
NicardipineThe metabolism of Enclomiphene can be decreased when combined with Nicardipine.Approved
NilotinibThe metabolism of Enclomiphene can be decreased when combined with Nilotinib.Approved, Investigational
OspemifeneThe risk or severity of adverse effects can be increased when Enclomiphene is combined with Ospemifene.Approved
PanobinostatThe serum concentration of Enclomiphene can be increased when it is combined with Panobinostat.Approved, Investigational
ParoxetineThe metabolism of Enclomiphene can be decreased when combined with Paroxetine.Approved, Investigational
Peginterferon alfa-2bThe serum concentration of Enclomiphene can be decreased when it is combined with Peginterferon alfa-2b.Approved
PromazineThe metabolism of Enclomiphene can be decreased when combined with Promazine.Approved, Vet Approved
QuinidineThe metabolism of Enclomiphene can be decreased when combined with Quinidine.Approved
QuinineThe metabolism of Enclomiphene can be decreased when combined with Quinine.Approved
RanolazineThe metabolism of Enclomiphene can be decreased when combined with Ranolazine.Approved, Investigational
RitonavirThe metabolism of Enclomiphene can be decreased when combined with Ritonavir.Approved, Investigational
RolapitantThe metabolism of Enclomiphene can be decreased when combined with Rolapitant.Approved
RopiniroleThe metabolism of Enclomiphene can be decreased when combined with Ropinirole.Approved, Investigational
SertralineThe metabolism of Enclomiphene can be decreased when combined with Sertraline.Approved
StiripentolThe metabolism of Enclomiphene can be decreased when combined with Stiripentol.Approved
TerbinafineThe metabolism of Enclomiphene can be decreased when combined with Terbinafine.Approved, Investigational, Vet Approved
ThioridazineThe metabolism of Enclomiphene can be decreased when combined with Thioridazine.Withdrawn
TiclopidineThe metabolism of Enclomiphene can be decreased when combined with Ticlopidine.Approved
TipranavirThe metabolism of Enclomiphene can be decreased when combined with Tipranavir.Approved, Investigational
TranylcypromineThe metabolism of Enclomiphene can be decreased when combined with Tranylcypromine.Approved
VenlafaxineThe metabolism of Enclomiphene can be decreased when combined with Venlafaxine.Approved
ZiprasidoneThe metabolism of Enclomiphene can be decreased when combined with Ziprasidone.Approved
Food Interactions
Not Available

References

Synthesis Reference
Not Available
General References
Not Available
External Links
ChemSpider
1265967
BindingDB
55354
ChEMBL
CHEMBL954
PharmGKB
PA449046
ATC Codes
Not Available
AHFS Codes
Not Available
PDB Entries
Not Available
FDA label
Not Available
MSDS
Not Available

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedNot AvailableHealthy Volunteers1
1CompletedDiagnosticSecondary Hypogonadotrophic hypogonadism2
1CompletedTreatmentDrug-Drug Interaction (DDI)1
1CompletedTreatmentNormal Volunteers1
1CompletedTreatmentPharmacokinetics1
1CompletedTreatmentPharmacokinetics / Tolerability1
1CompletedTreatmentSecondary Hypogonadotrophic hypogonadism1
2CompletedTreatmentHypogonadism / Low Testosterone1
2CompletedTreatmentSecondary Hypogonadotrophic hypogonadism / Type 2 Diabetes Mellitus1
2CompletedTreatmentSecondary Hypogonadotrophic hypogonadism2
2, 3WithdrawnTreatmentInfertilities1
3CompletedNot AvailableEffect of Treatment on Bone Mineral Density1
3CompletedTreatmentSecondary Hypogonadotrophic hypogonadism7

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000414 mg/mLALOGPS
logP6.08ALOGPS
logP6.47ChemAxon
logS-6ALOGPS
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.47 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity133.76 m3·mol-1ChemAxon
Polarizability46.63 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - , positiveLC-MS/MSsplash10-0udi-3791200000-10b7e9d8e7060a9b1b01
Predicted LC-MS/MS Spectrum - 10V, PositivePredicted LC-MS/MSNot Available
Predicted LC-MS/MS Spectrum - 20V, PositivePredicted LC-MS/MSNot Available
Predicted LC-MS/MS Spectrum - 40V, PositivePredicted LC-MS/MSNot Available
Predicted LC-MS/MS Spectrum - 10V, NegativePredicted LC-MS/MSNot Available
Predicted LC-MS/MS Spectrum - 20V, NegativePredicted LC-MS/MSNot Available
Predicted LC-MS/MS Spectrum - 40V, NegativePredicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Stilbenes
Sub Class
Not Available
Direct Parent
Stilbenes
Alternative Parents
Diphenylmethanes / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Trialkylamines / Vinyl chlorides / Chloroalkenes / Organochlorides / Hydrocarbon derivatives
Substituents
Stilbene / Diphenylmethane / Phenoxy compound / Phenol ether / Alkyl aryl ether / Monocyclic benzene moiety / Benzenoid / Tertiary aliphatic amine / Tertiary amine / Vinyl halide
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid hydroxylase activity
Specific Function
Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic...
Gene Name
CYP2D6
Uniprot ID
P10635
Uniprot Name
Cytochrome P450 2D6
Molecular Weight
55768.94 Da
References
  1. Ghobadi C, Gregory A, Crewe HK, Rostami-Hodjegan A, Lennard MS: CYP2D6 is primarily responsible for the metabolism of clomiphene. Drug Metab Pharmacokinet. 2008;23(2):101-5. [PubMed:18445989 ]
Drug created on August 30, 2010 13:38 / Updated on September 01, 2017 11:30