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Identification
Name4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile
Accession NumberDB07002
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: 336.3877
Monoisotopic: 336.158625904
Chemical FormulaC19H20N4O2
InChI KeySZUVGMCKKLJAFX-UHFFFAOYSA-N
InChI
InChI=1S/C19H20N4O2/c1-25-17-6-9-21-18(12-17)22-16-7-10-23(11-8-16)19(24)15-4-2-14(13-20)3-5-15/h2-6,9,12,16H,7-8,10-11H2,1H3,(H,21,22)
IUPAC Name
4-{4-[(4-methoxypyridin-2-yl)amino]piperidine-1-carbonyl}benzonitrile
SMILES
COC1=CC=NC(NC2CCN(CC2)C(=O)C2=CC=C(C=C2)C#N)=C1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Nitric oxide synthase, inducibleProteinunknownNot AvailableHumanP35228 details
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
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.997
Blood Brain Barrier+0.9741
Caco-2 permeable+0.5681
P-glycoprotein substrateSubstrate0.5568
P-glycoprotein inhibitor INon-inhibitor0.5439
P-glycoprotein inhibitor IINon-inhibitor0.6189
Renal organic cation transporterInhibitor0.5636
CYP450 2C9 substrateNon-substrate0.7763
CYP450 2D6 substrateNon-substrate0.6643
CYP450 3A4 substrateSubstrate0.659
CYP450 1A2 substrateNon-inhibitor0.787
CYP450 2C9 inhibitorNon-inhibitor0.7529
CYP450 2D6 inhibitorNon-inhibitor0.8861
CYP450 2C19 inhibitorNon-inhibitor0.5803
CYP450 3A4 inhibitorNon-inhibitor0.6639
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7953
Ames testNon AMES toxic0.5355
CarcinogenicityNon-carcinogens0.9495
BiodegradationNot ready biodegradable0.8622
Rat acute toxicity2.5819 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.731
hERG inhibition (predictor II)Inhibitor0.7516
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 Solubility0.0646 mg/mLALOGPS
logP2.24ALOGPS
logP1.63ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)7.97ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area78.25 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity96.99 m3·mol-1ChemAxon
Polarizability36.69 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as 1-benzoylpiperidines. These are compounds containing a piperidine ring substituted at the 1-position with a benzoyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoyl derivatives
Direct Parent1-benzoylpiperidines
Alternative Parents
Substituents
  • 1-benzoylpiperidine
  • N-benzoylpiperidine
  • Piperidinecarboxylic acid
  • N-acyl-piperidine
  • Benzoic acid or derivatives
  • Benzamide
  • Benzonitrile
  • Secondary aliphatic/aromatic amine
  • Aminopyridine
  • 4-aminopiperidine
  • Alkyl aryl ether
  • Imidolactam
  • Pyridine
  • Piperidine
  • Heteroaromatic compound
  • Tertiary amine
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Nitrile
  • Carbonitrile
  • Ether
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Tetrahydrobiopterin binding
Specific Function:
Produces nitric oxide (NO) which is a messenger molecule with diverse functions throughout the body. In macrophages, NO mediates tumoricidal and bactericidal actions. Also has nitrosylase activity and mediates cysteine S-nitrosylation of cytoplasmic target proteins such COX2. As component of the iNOS-S100A8/9 transnitrosylase complex involved in the selective inflammatory stimulus-dependent S-n...
Gene Name:
NOS2
Uniprot ID:
P35228
Molecular Weight:
131116.3 Da
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:10592235 ]
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Drug created on September 15, 2010 15:18 / Updated on August 17, 2016 12:24