4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile

Identification

Name
4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile
Accession Number
DB07002
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 336.3877
Monoisotopic: 336.158625904
Chemical Formula
C19H20N4O2
InChI Key
SZUVGMCKKLJAFX-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

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UNitric oxide synthase, inducibleNot AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
9797857
PubChem Substance
99443473
ChemSpider
7973623
BindingDB
50148167
ChEBI
95013
ChEMBL
CHEMBL114500
HET
328
PDB Entries
3eai

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not 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 RuleNoChemAxon
MDDR-like RuleNoChemAxon
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)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This 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.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoyl derivatives
Direct Parent
1-benzoylpiperidines
Alternative Parents
N-benzoylpiperidines / Benzamides / Benzonitriles / Secondary alkylarylamines / Aminopyridines and derivatives / Alkyl aryl ethers / Imidolactams / Tertiary carboxylic acid amides / Heteroaromatic compounds / Amino acids and derivatives
show 5 more
Substituents
1-benzoylpiperidine / N-benzoylpiperidine / Benzamide / Benzoic acid or derivatives / N-acyl-piperidine / Benzonitrile / Alkyl aryl ether / Aminopyridine / Secondary aliphatic/aromatic amine / Imidolactam
show 22 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not 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 ...
Gene Name
NOS2
Uniprot ID
P35228
Uniprot Name
Nitric oxide synthase, inducible
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]

Drug created on September 15, 2010 15:18 / Updated on December 01, 2017 15:44