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Identification
NameN-[(2R)-2-benzyl-4-(hydroxyamino)-4-oxobutanoyl]-L-alanine
Accession NumberDB08040
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 294.3031
Monoisotopic: 294.121571696
Chemical FormulaC14H18N2O5
InChI KeyOJCFZTVYDSKXNM-GXSJLCMTSA-N
InChI
InChI=1S/C14H18N2O5/c1-9(14(19)20)15-13(18)11(8-12(17)16-21)7-10-5-3-2-4-6-10/h2-6,9,11,21H,7-8H2,1H3,(H,15,18)(H,16,17)(H,19,20)/t9-,11+/m0/s1
IUPAC Name
(2S)-2-[(2R)-2-benzyl-3-(hydroxycarbamoyl)propanamido]propanoic acid
SMILES
[H][C@@](C)(NC(=O)[C@@]([H])(CC(=O)NO)CC1=CC=CC=C1)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentN-acyl-alpha Amino Acids
Alternative parentsPhenylpropylamines; Secondary Carboxylic Acid Amides; Hydroxamic Acids; Polyamines; Enolates; Carboxylic Acids
Substituentsphenylpropylamine; benzene; carboxamide group; hydroxamic acid; secondary carboxylic acid amide; carboxylic acid; polyamine; enolate; amine; organonitrogen compound
Classification descriptionThis compound belongs to the n-acyl-alpha amino acids. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
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
Property Value Probability
Human Intestinal Absorption + 0.7634
Blood Brain Barrier + 0.8595
Caco-2 permeable - 0.7912
P-glycoprotein substrate Non-substrate 0.6183
P-glycoprotein inhibitor I Non-inhibitor 0.9513
P-glycoprotein inhibitor II Non-inhibitor 0.9967
Renal organic cation transporter Non-inhibitor 0.9669
CYP450 2C9 substrate Non-substrate 0.7792
CYP450 2D6 substrate Non-substrate 0.8435
CYP450 3A4 substrate Non-substrate 0.6277
CYP450 1A2 substrate Non-inhibitor 0.9341
CYP450 2C9 substrate Non-inhibitor 0.9562
CYP450 2D6 substrate Non-inhibitor 0.9276
CYP450 2C19 substrate Non-inhibitor 0.9357
CYP450 3A4 substrate Non-inhibitor 0.9381
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9864
Ames test AMES toxic 0.6996
Carcinogenicity Non-carcinogens 0.8143
Biodegradation Not ready biodegradable 0.7538
Rat acute toxicity 1.9556 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9947
hERG inhibition (predictor II) Non-inhibitor 0.9667
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.433ALOGPS
logP0.3ALOGPS
logP0.38ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)3.8ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area115.73 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity73.69 m3·mol-1ChemAxon
Polarizability29 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound123982
PubChem Substance99444511
ChemSpider110501
HETKEL
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Leukotriene A-4 hydrolase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Leukotriene A-4 hydrolase P09960 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

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Drug created on September 15, 2010 15:27 / Updated on September 16, 2013 18:08