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Identification
Name2-{4-[(2s)-2-[({[(1s)-1-Carboxy-2-Phenylethyl]Amino}Carbonyl)Amino]-3-Oxo-3-(Pentylamino)Propyl]Phenoxy}Malonic Acid
Accession NumberDB02436  (EXPT01899)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers 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
SaltsNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 543.5656
Monoisotopic: 543.221679669
Chemical FormulaC27H33N3O9
InChI KeyInChIKey=BKONADSQADEJJP-NHCUHLMSSA-N
InChI
InChI=1S/C27H33N3O9/c1-2-3-7-14-28-23(31)20(15-18-10-12-19(13-11-18)39-22(25(34)35)26(36)37)29-27(38)30-21(24(32)33)16-17-8-5-4-6-9-17/h4-6,8-13,20-22H,2-3,7,14-16H2,1H3,(H,28,31)(H,32,33)(H,34,35)(H,36,37)(H2,29,30,38)/t20-,21-/m1/s1
IUPAC Name
2-{4-[(2R)-2-({[(1R)-1-carboxy-2-phenylethyl]carbamoyl}amino)-2-(pentylcarbamoyl)ethyl]phenoxy}propanedioic acid
SMILES
CCCCCNC(=O)[C@@H](CC1=CC=C(OC(C(O)=O)C(O)=O)C=C1)NC(=O)N[[email protected]](CC1=CC=CC=C1)C(O)=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids. These are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-carbamoyl-alpha amino acids
Alternative Parents
Substituents
  • N-carbamoyl-alpha-amino acid
  • Alpha-amino acid amide
  • 3-phenylpropanoic-acid
  • Phenoxyacetate
  • Phenylpropylamine
  • Amphetamine or derivatives
  • Tricarboxylic acid or derivatives
  • Phenol ether
  • Amino fatty acid
  • Alkyl aryl ether
  • Fatty acyl
  • Benzenoid
  • 1,3-dicarbonyl compound
  • Monosaccharide
  • Fatty amide
  • Monocyclic benzene moiety
  • Urea
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Ether
  • Carboxylic acid
  • Carboxylic acid amide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
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
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8472
Blood Brain Barrier-0.7404
Caco-2 permeable-0.6906
P-glycoprotein substrateSubstrate0.8929
P-glycoprotein inhibitor INon-inhibitor0.8216
P-glycoprotein inhibitor IINon-inhibitor0.8156
Renal organic cation transporterNon-inhibitor0.8862
CYP450 2C9 substrateNon-substrate0.659
CYP450 2D6 substrateNon-substrate0.77
CYP450 3A4 substrateNon-substrate0.5838
CYP450 1A2 substrateNon-inhibitor0.8626
CYP450 2C9 inhibitorNon-inhibitor0.7541
CYP450 2D6 inhibitorNon-inhibitor0.7529
CYP450 2C19 inhibitorNon-inhibitor0.6695
CYP450 3A4 inhibitorInhibitor0.5112
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6597
Ames testNon AMES toxic0.7892
CarcinogenicityNon-carcinogens0.9053
BiodegradationNot ready biodegradable0.7033
Rat acute toxicity2.4279 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9405
hERG inhibition (predictor II)Non-inhibitor0.6477
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00567 mg/mLALOGPS
logP2.05ALOGPS
logP2.99ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)2.32ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area191.36 Å2ChemAxon
Rotatable Bond Count16ChemAxon
Refractivity137.05 m3·mol-1ChemAxon
Polarizability54.59 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
Tyrosine-protein phosphatase which acts as a regulator of endoplasmic reticulum unfolded protein response. Mediates dephosphorylation of EIF2AK3/PERK; inactivating the protein kinase activity of EIF2AK3/PERK. May play an important role in CKII- and p60c-src-induced signal transduction cascades. May regulate the EFNA5-EPHA3 signaling pathway which modulates cell reorganization and cell-cell repu...
Gene Name:
PTPN1
Uniprot ID:
P18031
Molecular Weight:
49966.44 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 ]
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:18