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Identification
NameBenzoyl-Arginine-Alanine-Methyl Ketone
Accession NumberDB03536  (EXPT03294)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 379.454
Monoisotopic: 379.221954441
Chemical FormulaC18H29N5O4
InChI KeySLLMMFWUJVANSC-WFASDCNBSA-N
InChI
InChI=1S/C18H29N5O4/c1-12(13(2)24)22-16(25)15(9-6-10-21-17(19)20)23-18(26)27-11-14-7-4-3-5-8-14/h3-5,7-8,12,15,17,21H,6,9-11,19-20H2,1-2H3,(H,22,25)(H,23,26)/t12-,15-/m0/s1
IUPAC Name
benzyl N-[(1S)-4-[(diaminomethyl)amino]-1-{[(2S)-3-oxobutan-2-yl]carbamoyl}butyl]carbamate
SMILES
[H][C@@](C)(NC(=O)[C@]([H])(CCCNC(N)N)NC(=O)OCC1=CC=CC=C1)C(C)=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 and Derivatives
Alternative parentsAlpha Amino Acid Amides; Benzyloxycarbonyls; Benzylethers; Secondary Carboxylic Acid Amides; Carbamic Acids and Derivatives; Ketones; Dialkylamines; Polyamines; Ethers; Enolates; Carboxylic Acids; Monoalkylamines
Substituentsbenzyloxycarbonyl; benzylether; benzene; carboxamide group; secondary carboxylic acid amide; carbamic acid derivative; ketone; enolate; secondary amine; secondary aliphatic amine; carboxylic acid; polyamine; ether; primary amine; amine; carbonyl group; organonitrogen compound; primary aliphatic amine
Classification descriptionThis compound belongs to the n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) 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 + 0.8823
Blood Brain Barrier + 0.646
Caco-2 permeable - 0.734
P-glycoprotein substrate Substrate 0.7215
P-glycoprotein inhibitor I Non-inhibitor 0.8707
P-glycoprotein inhibitor II Non-inhibitor 0.9594
Renal organic cation transporter Non-inhibitor 0.858
CYP450 2C9 substrate Non-substrate 0.8364
CYP450 2D6 substrate Non-substrate 0.791
CYP450 3A4 substrate Non-substrate 0.6603
CYP450 1A2 substrate Non-inhibitor 0.7599
CYP450 2C9 substrate Non-inhibitor 0.8548
CYP450 2D6 substrate Non-inhibitor 0.9092
CYP450 2C19 substrate Non-inhibitor 0.6548
CYP450 3A4 substrate Non-inhibitor 0.6264
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8116
Ames test Non AMES toxic 0.6651
Carcinogenicity Non-carcinogens 0.9189
Biodegradation Ready biodegradable 0.7217
Rat acute toxicity 2.1716 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9654
hERG inhibition (predictor II) Non-inhibitor 0.9003
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.339ALOGPS
logP-0.76ALOGPS
logP0.35ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)12.85ChemAxon
pKa (Strongest Basic)6.71ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area148.57 Å2ChemAxon
Rotatable Bond Count12ChemAxon
Refractivity100.65 m3·mol-1ChemAxon
Polarizability41.23 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 Compound6398520
PubChem Substance46504937
ChemSpider16744266
HETZRA
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Cruzipain

Kind: protein

Organism: Trypanosoma cruzi

Pharmacological action: unknown

Components

Name UniProt ID Details
Cruzipain P25779 Details

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
  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

2. Cathepsin F

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Cathepsin F Q9UBX1 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 June 13, 2005 07:24 / Updated on September 16, 2013 17:21