[5-AMINO-1-(4-FLUOROPHENYL)-1H-PYRAZOL-4-YL][3-(PIPERIDIN-4-YLOXY)PHENYL]METHANONE

Identification

Name
[5-AMINO-1-(4-FLUOROPHENYL)-1H-PYRAZOL-4-YL][3-(PIPERIDIN-4-YLOXY)PHENYL]METHANONE
Accession Number
DB08423
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: 380.4154
Monoisotopic: 380.164854141
Chemical Formula
C21H21FN4O2
InChI Key
QKZZJXRGCHXIAI-UHFFFAOYSA-N
InChI
InChI=1S/C21H21FN4O2/c22-15-4-6-16(7-5-15)26-21(23)19(13-25-26)20(27)14-2-1-3-18(12-14)28-17-8-10-24-11-9-17/h1-7,12-13,17,24H,8-11,23H2
IUPAC Name
1-(4-fluorophenyl)-4-[3-(piperidin-4-yloxy)benzoyl]-1H-pyrazol-5-amine
SMILES
NC1=C(C=NN1C1=CC=C(F)C=C1)C(=O)C1=CC(OC2CCNCC2)=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UMitogen-activated protein kinase 14Not 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
5327066
PubChem Substance
99444894
ChemSpider
4484324
HET
PQA
PDB Entries
2bal

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 Solubility0.0121 mg/mLALOGPS
logP2.56ALOGPS
logP3.06ChemAxon
logS-4.5ALOGPS
pKa (Strongest Basic)9.72ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area82.17 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity105.78 m3·mol-1ChemAxon
Polarizability39.78 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9754
Caco-2 permeable-0.5866
P-glycoprotein substrateSubstrate0.6671
P-glycoprotein inhibitor INon-inhibitor0.5167
P-glycoprotein inhibitor IIInhibitor0.6538
Renal organic cation transporterInhibitor0.5304
CYP450 2C9 substrateNon-substrate0.878
CYP450 2D6 substrateNon-substrate0.7411
CYP450 3A4 substrateSubstrate0.5437
CYP450 1A2 substrateNon-inhibitor0.578
CYP450 2C9 inhibitorInhibitor0.6251
CYP450 2D6 inhibitorNon-inhibitor0.8248
CYP450 2C19 inhibitorInhibitor0.5475
CYP450 3A4 inhibitorNon-inhibitor0.7108
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8086
Ames testNon AMES toxic0.5087
CarcinogenicityNon-carcinogens0.8002
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6333 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.526
hERG inhibition (predictor II)Inhibitor0.689
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 benzoylpyrazoles. These are aromatic compounds containing a benzoyl group substituted with a pyrazole ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoyl derivatives
Direct Parent
Benzoylpyrazoles
Alternative Parents
Aryl-phenylketones / Phenylpyrazoles / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Fluorobenzenes / Piperidines / Aryl fluorides / Vinylogous amides / Heteroaromatic compounds
show 7 more
Substituents
Benzoylpyrazole / Aryl-phenylketone / Phenylpyrazole / Phenoxy compound / Phenol ether / Aryl ketone / Alkyl aryl ether / Fluorobenzene / Halobenzene / Aryl fluoride
show 24 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
piperidines, organofluorine compound, pyrazoles (CHEBI:45007)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Serine/threonine kinase which acts as an essential component of the MAP kinase signal transduction pathway. MAPK14 is one of the four p38 MAPKs which play an important role in the cascades of cellu...
Gene Name
MAPK14
Uniprot ID
Q16539
Uniprot Name
Mitogen-activated protein kinase 14
Molecular Weight
41292.885 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 15:31 / Updated on December 01, 2017 16:04