Identification
NameFexaramine
Accession NumberDB02545  (EXPT01424)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS number574013-66-4
WeightAverage: 496.6398
Monoisotopic: 496.272593028
Chemical FormulaC32H36N2O3
InChI KeyVLQTUNDJHLEFEQ-KGENOOAVSA-N
InChI
InChI=1S/C32H36N2O3/c1-33(2)29-19-17-27(18-20-29)26-15-12-25(13-16-26)23-34(32(36)28-9-5-4-6-10-28)30-11-7-8-24(22-30)14-21-31(35)37-3/h7-8,11-22,28H,4-6,9-10,23H2,1-3H3/b21-14+
IUPAC Name
methyl (2E)-3-{3-[N-({4-[4-(dimethylamino)phenyl]phenyl}methyl)cyclohexaneamido]phenyl}prop-2-enoate
SMILES
COC(=O)\C=C\C1=CC(=CC=C1)N(CC1=CC=C(C=C1)C1=CC=C(C=C1)N(C)C)C(=O)C1CCCCC1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Bile acid receptorProteinunknownNot AvailableHumanQ96RI1 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.000233 mg/mLALOGPS
logP6.54ALOGPS
logP7.21ChemAxon
logS-6.3ALOGPS
pKa (Strongest Basic)4.82ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area49.85 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity151.19 m3·mol-1ChemAxon
Polarizability57.45 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9857
Blood Brain Barrier+0.9718
Caco-2 permeable+0.5401
P-glycoprotein substrateNon-substrate0.5704
P-glycoprotein inhibitor IInhibitor0.6514
P-glycoprotein inhibitor IIInhibitor0.938
Renal organic cation transporterNon-inhibitor0.8005
CYP450 2C9 substrateNon-substrate0.7454
CYP450 2D6 substrateNon-substrate0.8058
CYP450 3A4 substrateSubstrate0.6605
CYP450 1A2 substrateNon-inhibitor0.7439
CYP450 2C9 inhibitorNon-inhibitor0.7616
CYP450 2D6 inhibitorNon-inhibitor0.9283
CYP450 2C19 inhibitorNon-inhibitor0.6199
CYP450 3A4 inhibitorNon-inhibitor0.685
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5102
Ames testNon AMES toxic0.611
CarcinogenicityNon-carcinogens0.5557
BiodegradationNot ready biodegradable0.9889
Rat acute toxicity2.4517 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9691
hERG inhibition (predictor II)Non-inhibitor0.6482
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentBiphenyls and derivatives
Alternative ParentsCinnamic acid esters / Anilides / Styrenes / Dialkylarylamines / Aniline and substituted anilines / Fatty acid esters / Tertiary carboxylic acid amides / Methyl esters / Enoate esters / Amino acids and derivatives
SubstituentsBiphenyl / Cinnamic acid or derivatives / Cinnamic acid ester / Anilide / Styrene / Tertiary aliphatic/aromatic amine / Aniline or substituted anilines / Dialkylarylamine / Fatty acid ester / Fatty acyl
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptorsbiphenyls (CHEBI:80003 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
Ligand-activated transcription factor. Receptor for bile acids such as chenodeoxycholic acid, lithocholic acid and deoxycholic acid. Represses the transcription of the cholesterol 7-alpha-hydroxylase gene (CYP7A1) through the induction of NR0B2 or FGF19 expression, via two distinct mechanisms. Activates the intestinal bile acid-binding protein (IBABP). Activates the transcription of bile salt e...
Gene Name:
NR1H4
Uniprot ID:
Q96RI1
Uniprot Name:
Bile acid receptor
Molecular Weight:
55913.915 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Drug created on June 13, 2005 07:24 / Updated on June 11, 2017 20:40