Identification

Generic Name
N(6)-dimethylallyladenine
DrugBank Accession Number
DB08768
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 203.2437
Monoisotopic: 203.117095441
Chemical Formula
C10H13N5
Synonyms
  • IPADE
  • Isopentenyl adenine
  • Isopentenyladenine
  • N(6)-(delta(2)-Isopentenyl)adenine
  • N6-(3-methylbut-2-enyl)adenine
  • N6-(delta2-Isopentenyl)-adenine
  • N6-dimethylallyladenine
  • N6-isopentenyladenine

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCyclin-dependent kinase 2Not 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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as 6-alkylaminopurines. These are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Imidazopyrimidines
Sub Class
Purines and purine derivatives
Direct Parent
6-alkylaminopurines
Alternative Parents
Secondary alkylarylamines / Aminopyrimidines and derivatives / Imidolactams / Imidazoles / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
6-alkylaminopurine / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Heteroaromatic compound / Hydrocarbon derivative / Imidazole / Imidolactam
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
6-isopentenylaminopurine (CHEBI:17660) / Cytokinins (C04083) / a small molecule (CPD-4209)
Affected organisms
Not Available

Chemical Identifiers

UNII
V500BB256Z
CAS number
2365-40-4
InChI Key
HYVABZIGRDEKCD-UHFFFAOYSA-N
InChI
InChI=1S/C10H13N5/c1-7(2)3-4-11-9-8-10(13-5-12-8)15-6-14-9/h3,5-6H,4H2,1-2H3,(H2,11,12,13,14,15)
IUPAC Name
N-(3-methylbut-2-en-1-yl)-9H-purin-6-amine
SMILES
CC(C)=CCNC1=NC=NC2=C1N=CN2

References

General References
Not Available
KEGG Compound
C04083
PubChem Compound
92180
PubChem Substance
99445239
ChemSpider
83222
ChEBI
17660
ChEMBL
CHEMBL476189
ZINC
ZINC000000032351
PDBe Ligand
ZIP
PDB Entries
1w1q / 2exm / 3s1e / 3s1f / 3t4j / 4gy9

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 Solubility0.0869 mg/mLALOGPS
logP1.2ALOGPS
logP1.13Chemaxon
logS-3.4ALOGPS
pKa (Strongest Acidic)9.87Chemaxon
pKa (Strongest Basic)4.03Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area66.49 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity61.21 m3·mol-1Chemaxon
Polarizability22.1 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9933
Blood Brain Barrier+0.8876
Caco-2 permeable-0.6008
P-glycoprotein substrateSubstrate0.651
P-glycoprotein inhibitor INon-inhibitor0.66
P-glycoprotein inhibitor IIInhibitor0.5
Renal organic cation transporterNon-inhibitor0.6938
CYP450 2C9 substrateNon-substrate0.8648
CYP450 2D6 substrateNon-substrate0.821
CYP450 3A4 substrateNon-substrate0.5858
CYP450 1A2 substrateInhibitor0.9106
CYP450 2C9 inhibitorNon-inhibitor0.907
CYP450 2D6 inhibitorNon-inhibitor0.8765
CYP450 2C19 inhibitorNon-inhibitor0.9026
CYP450 3A4 inhibitorNon-inhibitor0.8308
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6893
Ames testNon AMES toxic0.5685
CarcinogenicityNon-carcinogens0.8829
BiodegradationNot ready biodegradable0.9861
Rat acute toxicity2.8113 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8978
hERG inhibition (predictor II)Non-inhibitor0.8155
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/MSsplash10-0udi-2390000000-3836a99c24cf8a32a69f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014r-8930000000-b5f45607210c4529b37b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-9600000000-04ea55775df4e9dc08a0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0290000000-a07f283f03f89bd215d4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f89-4930000000-f1bfaf5db7fc3ce06347
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0api-4900000000-39e48d932cfd8df582e4
MS/MS Spectrum - , negativeLC-MS/MSsplash10-0f89-0940000000-647c7bad60abd8c5200d
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0f7a-0930000000-71d696ea4d0fd26860fb
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-01p9-0930000000-c150db9f90f6fb228a14
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000i-2900000000-db3ee982b94510d5c9cc
MS/MS Spectrum - , positiveLC-MS/MSsplash10-000i-1910000000-b662ad480af1322298fe

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Serine/threonine-protein kinase involved in the control of the cell cycle; essential for meiosis, but dispensable for mitosis. Phosphorylates CTNNB1, USP37, p53/TP53, NPM1, CDK7, RB1, BRCA2, MYC, N...
Gene Name
CDK2
Uniprot ID
P24941
Uniprot Name
Cyclin-dependent kinase 2
Molecular Weight
33929.215 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 21:34 / Updated at June 12, 2020 16:52