(2R)-({4-[AMINO(IMINO)METHYL]PHENYL}AMINO){5-ETHOXY-2-FLUORO-3-[(3R)-TETRAHYDROFURAN-3-YLOXY]PHENYL}ACETICACID

Identification

Name
(2R)-({4-[AMINO(IMINO)METHYL]PHENYL}AMINO){5-ETHOXY-2-FLUORO-3-[(3R)-TETRAHYDROFURAN-3-YLOXY]PHENYL}ACETICACID
Accession Number
DB04590
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 417.4308
Monoisotopic: 417.169999098
Chemical Formula
C21H24FN3O5
InChI Key
PGYOHIAQCFZQDK-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([[email protected]@H](NC2=CC=C(C=C2)C(N)=N)C(O)=O)=C(F)C(O[[email protected]@H]2CCOC2)=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCoagulation factor VIINot 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
PubChem Compound
6852220
PubChem Substance
46505729
ChemSpider
5254670
BindingDB
13590
HET
346
PDB Entries
2bz6

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 Solubility0.0296 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 RuleNoChemAxon
MDDR-like RuleYesChemAxon
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 inhibitorNon-inhibitor0.5487
CYP450 2D6 inhibitorNon-inhibitor0.7381
CYP450 2C19 inhibitorInhibitor0.6015
CYP450 3A4 inhibitorNon-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
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 d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
D-alpha-amino acids
Alternative Parents
Phenylalkylamines / Phenoxy compounds / Phenol ethers / Aniline and substituted anilines / Secondary alkylarylamines / Alkyl aryl ethers / Fluorobenzenes / Aryl fluorides / Tetrahydrofurans / Amino acids
show 11 more
Substituents
D-alpha-amino acid / Phenol ether / Aniline or substituted anilines / Phenylalkylamine / Phenoxy compound / Fluorobenzene / Halobenzene / Aralkylamine / Alkyl aryl ether / Secondary aliphatic/aromatic amine
show 28 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
aromatic ether, carboxamidine, monofluorobenzenes, tetrahydrofuryl ether (CHEBI:39834)

Targets

Details
1. Coagulation factor VII
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Serine-type peptidase activity
Specific Function
Initiates the extrinsic pathway of blood coagulation. Serine protease that circulates in the blood in a zymogen form. Factor VII is converted to factor VIIa by factor Xa, factor XIIa, factor IXa, o...
Gene Name
F7
Uniprot ID
P08709
Uniprot Name
Coagulation factor VII
Molecular Weight
51593.465 Da

Drug created on September 11, 2007 11:48 / Updated on December 01, 2017 15:29