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Identification
Name(2R)-({4-[AMINO(IMINO)METHYL]PHENYL}AMINO){5-ETHOXY-2-FLUORO-3-[(3R)-TETRAHYDROFURAN-3-YLOXY]PHENYL}ACETICACID
Accession NumberDB04590
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 417.4308
Monoisotopic: 417.169999098
Chemical FormulaC21H24FN3O5
InChI KeyPGYOHIAQCFZQDK-AUUYWEPGSA-N
InChI
InChI=1S/C21H24FN3O5/c1-2-29-15-9-16(18(22)17(10-15)30-14-7-8-28-11-14)19(21(26)27)25-13-5-3-12(4-6-13)20(23)24/h3-6,9-10,14,19,25H,2,7-8,11H2,1H3,(H3,23,24)(H,26,27)/t14-,19-/m1/s1
IUPAC Name
(2R)-2-[(4-carbamimidoylphenyl)amino]-2-{5-ethoxy-2-fluoro-3-[(3R)-oxolan-3-yloxy]phenyl}acetic acid
SMILES
CCOC1=CC([C@@H](NC2=CC=C(C=C2)C(N)=N)C(O)=O)=C(F)C(O[C@@H]2CCOC2)=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylacetic acid derivatives. These are compounds containing a phenylacetic acid moiety, which consists of a phenyl group substituted at the second position by an acetic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetic acid derivatives
Direct ParentPhenylacetic acid derivatives
Alternative Parents
Substituents
  • D-alpha-amino acid
  • Phenylacetate
  • Alpha-amino acid or derivatives
  • N-substituted-alpha-amino acid
  • Alpha-amino acid
  • Phenylalkylamine
  • Substituted aniline
  • Phenol ether
  • Aralkylamine
  • Secondary aliphatic/aromatic amine
  • Halobenzene
  • Fluorobenzene
  • Aniline
  • Alkyl aryl ether
  • Aryl halide
  • Aryl fluoride
  • Oxolane
  • Oxacycle
  • Organoheterocyclic compound
  • Carboximidamide
  • Secondary amine
  • Monocarboxylic acid or derivatives
  • Ether
  • Dialkyl ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carboxylic acid amidine
  • Amidine
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Carbonyl group
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
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
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.6544
Blood Brain Barrier+0.5708
Caco-2 permeable-0.6298
P-glycoprotein substrateSubstrate0.7967
P-glycoprotein inhibitor INon-inhibitor0.7561
P-glycoprotein inhibitor IINon-inhibitor0.8572
Renal organic cation transporterNon-inhibitor0.772
CYP450 2C9 substrateNon-substrate0.6998
CYP450 2D6 substrateNon-substrate0.8086
CYP450 3A4 substrateNon-substrate0.6171
CYP450 1A2 substrateInhibitor0.6081
CYP450 2C9 substrateNon-inhibitor0.5487
CYP450 2D6 substrateNon-inhibitor0.7381
CYP450 2C19 substrateInhibitor0.6015
CYP450 3A4 substrateNon-inhibitor0.8598
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5643
Ames testNon AMES toxic0.655
CarcinogenicityNon-carcinogens0.8718
BiodegradationNot ready biodegradable0.9962
Rat acute toxicity2.5091 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9408
hERG inhibition (predictor II)Non-inhibitor0.5198
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0296 mg/mLALOGPS
logP2.01ALOGPS
logP0.22ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)3.78ChemAxon
pKa (Strongest Basic)12.52ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area126.89 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity119.87 m3·mol-1ChemAxon
Polarizability41.82 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Coagulation factor VII

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Coagulation factor VII P08709 Details
Comments
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Drug created on September 11, 2007 11:48 / Updated on September 16, 2013 17:25