Fexaramine

Identification

Name
Fexaramine
Accession Number
DB02545  (EXPT01424)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
574013-66-4
Weight
Average: 496.6398
Monoisotopic: 496.272593028
Chemical Formula
C32H36N2O3
InChI Key
VLQTUNDJHLEFEQ-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

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UBile acid receptorNot AvailableHuman
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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C15649
PubChem Compound
5326713
PubChem Substance
46505254
ChemSpider
4484057
BindingDB
50167161
ChEBI
80003
ChEMBL
CHEMBL192966
IUPHAR
2744
Guide to Pharmacology
GtP Drug Page
HET
FEX

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.000233 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
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Biphenyls and derivatives
Direct Parent
Biphenyls and derivatives
Alternative Parents
Cinnamic acid esters / Anilides / Styrenes / Dialkylarylamines / Aniline and substituted anilines / Fatty acid esters / Tertiary carboxylic acid amides / Methyl esters / Enoate esters / Amino acids and derivatives
show 5 more
Substituents
Biphenyl / Cinnamic acid or derivatives / Cinnamic acid ester / Anilide / Styrene / Tertiary aliphatic/aromatic amine / Aniline or substituted anilines / Dialkylarylamine / Fatty acid ester / Fatty acyl
show 20 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
biphenyls (CHEBI:80003)

Targets

Details
1. Bile acid receptor
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-hydroxyla...
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 December 01, 2017 14:59