You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on DrugBank.
Identification
Name2-[3-({Methyl[1-(2-Naphthoyl)Piperidin-4-Yl]Amino}Carbonyl)-2-Naphthyl]-1-(1-Naphthyl)-2-Oxoethylphosphonic Acid
Accession NumberDB04016  (EXPT02424)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 670.6895
Monoisotopic: 670.223273374
Chemical FormulaC40H35N2O6P
InChI KeyXUJQPDQURBZEGJ-KXQOOQHDSA-N
InChI
InChI=1S/C40H35N2O6P/c1-41(32-19-21-42(22-20-32)39(44)31-18-17-26-9-2-3-11-28(26)23-31)40(45)36-25-30-13-5-4-12-29(30)24-35(36)37(43)38(49(46,47)48)34-16-8-14-27-10-6-7-15-33(27)34/h2-18,23-25,32,38H,19-22H2,1H3,(H2,46,47,48)/t38-/m1/s1
IUPAC Name
[(1R)-2-{3-[methyl({1-[(naphthalen-2-yl)carbonyl]piperidin-4-yl})carbamoyl]naphthalen-2-yl}-1-(naphthalen-1-yl)-2-oxoethyl]phosphonic acid
SMILES
CN(C1CCN(CC1)C(=O)C1=CC2=CC=CC=C2C=C1)C(=O)C1=CC2=CC=CC=C2C=C1C(=O)[C@@H](C1=CC=CC2=CC=CC=C12)P(O)(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassPhenylpropanoids and Polyketides
ClassStilbenes
SubclassNot Available
Direct parentStilbenes
Alternative parentsN-Benzoylpiperidines; Naphthalenecarboxamides; Acetophenones; Piperidinecarboxylic Acids; Benzamides; Benzoyl Derivatives; Aminopiperidines; Organic Phosphonic Acids; Tertiary Carboxylic Acid Amides; Tertiary Amines; Ketones; Polyamines; Carboxylic Acids; Enolates
Substituentsacene; naphthalene; benzamide; acetophenone; piperidinecarboxylic acid; n-acyl-piperidine; benzoyl; 4-aminopiperidine; benzene; piperidine; phosphonic acid derivative; tertiary carboxylic acid amide; phosphonic acid; carboxamide group; tertiary amine; ketone; polyamine; carboxylic acid derivative; enolate; carboxylic acid; amine; carbonyl group; organonitrogen compound
Classification descriptionThis compound belongs to the stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
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 - 0.8453
Blood Brain Barrier + 0.8402
Caco-2 permeable - 0.5829
P-glycoprotein substrate Substrate 0.7788
P-glycoprotein inhibitor I Non-inhibitor 0.6481
P-glycoprotein inhibitor II Non-inhibitor 0.8335
Renal organic cation transporter Non-inhibitor 0.6348
CYP450 2C9 substrate Non-substrate 0.7144
CYP450 2D6 substrate Non-substrate 0.77
CYP450 3A4 substrate Substrate 0.5829
CYP450 1A2 substrate Non-inhibitor 0.8415
CYP450 2C9 substrate Non-inhibitor 0.814
CYP450 2D6 substrate Non-inhibitor 0.9
CYP450 2C19 substrate Non-inhibitor 0.7823
CYP450 3A4 substrate Non-inhibitor 0.5785
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8687
Ames test Non AMES toxic 0.5493
Carcinogenicity Non-carcinogens 0.8724
Biodegradation Ready biodegradable 0.5626
Rat acute toxicity 2.7880 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8342
hERG inhibition (predictor II) Inhibitor 0.6125
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.33e-04 g/lALOGPS
logP4.49ALOGPS
logP5.08ChemAxon
logS-6.7ALOGPS
pKa (strongest acidic)1.56ChemAxon
pKa (strongest basic)0.22ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count6ChemAxon
hydrogen donor count2ChemAxon
polar surface area115.22ChemAxon
rotatable bond count7ChemAxon
refractivity190.42ChemAxon
polarizability70.01ChemAxon
number of rings7ChemAxon
bioavailability0ChemAxon
rule of fiveNoChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleYesChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound656932
PubChem Substance46507882
HETOHH
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Cathepsin G

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Cathepsin G P08311 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. Chymase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Chymase P23946 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

Comments
comments powered by Disqus
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:23