NAV

4-{[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino}-N-ethylpiperidine-1-carboxamide

Identification

Generic Name
4-{[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino}-N-ethylpiperidine-1-carboxamide
DrugBank Accession Number
DB08005
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 398.889
Monoisotopic: 398.162187095
Chemical Formula
C20H23ClN6O
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMitogen-activated protein kinase 10Not AvailableHumans
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indoles
Direct Parent
Indoles
Alternative Parents
Piperidinecarboxamides / Secondary alkylarylamines / Halopyrimidines / Aminopyrimidines and derivatives / Substituted pyrroles / Benzenoids / Aryl chlorides / Heteroaromatic compounds / Ureas / Azacyclic compounds
show 5 more
Substituents
1-piperidinecarboxamide / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Azacycle / Benzenoid / Carbonic acid derivative / Carbonyl group
show 20 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
ARMFMDYRYOKSOW-UHFFFAOYSA-N
InChI
InChI=1S/C20H23ClN6O/c1-2-22-20(28)27-9-7-13(8-10-27)25-19-24-12-16(21)18(26-19)15-11-23-17-6-4-3-5-14(15)17/h3-6,11-13,23H,2,7-10H2,1H3,(H,22,28)(H,24,25,26)
IUPAC Name
4-{[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino}-N-ethylpiperidine-1-carboxamide
SMILES
CCNC(=O)N1CCC(CC1)NC1=NC(C2=CNC3=CC=CC=C23)=C(Cl)C=N1

References

General References
Not Available
PubChem Compound
16129582
PubChem Substance
99444476
ChemSpider
17286398
BindingDB
50211424
ChEMBL
CHEMBL248176
ZINC
ZINC000016052346
PDBe Ligand
J07
PDB Entries
2p33

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.0185 mg/mLALOGPS
logP3.83ALOGPS
logP2.44Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)14.23Chemaxon
pKa (Strongest Basic)2.01Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area85.94 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity111.56 m3·mol-1Chemaxon
Polarizability42.82 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+0.6703
Caco-2 permeable-0.697
P-glycoprotein substrateSubstrate0.7511
P-glycoprotein inhibitor IInhibitor0.8793
P-glycoprotein inhibitor IIInhibitor0.7631
Renal organic cation transporterInhibitor0.5459
CYP450 2C9 substrateNon-substrate0.7627
CYP450 2D6 substrateNon-substrate0.6316
CYP450 3A4 substrateSubstrate0.6535
CYP450 1A2 substrateInhibitor0.5744
CYP450 2C9 inhibitorNon-inhibitor0.7094
CYP450 2D6 inhibitorInhibitor0.6307
CYP450 2C19 inhibitorInhibitor0.5243
CYP450 3A4 inhibitorNon-inhibitor0.5637
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8705
Ames testNon AMES toxic0.6791
CarcinogenicityNon-carcinogens0.8351
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5982 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5771
hERG inhibition (predictor II)Inhibitor0.9136
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/MSsplash10-0002-0009000000-9eca345e42957871d44d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0009000000-06caeeefa9fb32cb00f0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-002b-0009000000-4aa5d31706c34b399726
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f89-7009000000-08159a038e923d0e0962
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0imj-0009000000-96a20fe22a10b2e9a947
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001l-7092000000-59f33757e8c828d7b3e8
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-189.31264
predicted
DeepCCS 1.0 (2019)
[M+H]+191.7678
predicted
DeepCCS 1.0 (2019)
[M+Na]+199.44704
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Mitogen-activated protein kinase 10
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Map kinase kinase activity
Specific Function
Serine/threonine-protein kinase involved in various processes such as neuronal proliferation, differentiation, migration and programmed cell death. Extracellular stimuli such as proinflammatory cyt...
Gene Name
MAPK10
Uniprot ID
P53779
Uniprot Name
Mitogen-activated protein kinase 10
Molecular Weight
52585.015 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. [Article]

Drug created at September 15, 2010 21:27 / Updated at June 12, 2020 16:52