N-(3-Methylbut-2-EN-1-YL)-9H-purin-6-amine

Details

• Internal ID: 89d4ad4b-7eb7-491f-b7c3-64a679340f6e
• Taxonomy: Organoheterocyclic compounds > Imidazopyrimidines > Purines and purine derivatives > 6-aminopurines > 6-alkylaminopurines
• IUPAC Name: N-(3-methylbut-2-enyl)-7H-purin-6-amine
• SMILES (Canonical): CC(=CCNC1=NC=NC2=C1NC=N2)C
• SMILES (Isomeric): CC(=CCNC1=NC=NC2=C1NC=N2)C
• 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)
• InChI Key: HYVABZIGRDEKCD-UHFFFAOYSA-N
• Popularity: 543 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃N₅
• Molecular Weight: 203.24 g/mol
• Exact Mass: 203.11709544 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• Isopentenyladenine
• N-(3-METHYLBUT-2-EN-1-YL)-9H-PURIN-6-AMINE
• N6-(2-Isopentenyl)adenine
• N6-Isopentenyladenine
• 6-(gamma,gamma-Dimethylallylamino)purine
• Isopentenyl adenine
• IPADE
• N6-Dimethylallyladenine
• N-(3-methylbut-2-enyl)-7H-purin-6-amine
• N6-(2-Isopentenyl)-adenine
• Enadenine
• 1H-Purin-6-amine, N-(3-methyl-2-butenyl)-
• N(6)-(delta(2)-Isopentenyl)adenine
• N6-(delta2-Isopentenyl)adenine
• N(6)-dimethylallyladenine
• N-(3-Methyl-2-butenyl)adenine
• N6-(3-Methyl-2-butenyl)adenine
• N6-(delta2-Isopentenyl)-adenine
• Adenine, N-(3-methyl-2-butenyl)-
• 6-((3-Methyl-2-butenyl)amino)purine
• N6-(2-lsopentenyl)adenine
• N-(3-Methyl-2-butenyl)-1H-purin-6-amine
• 6-isopentenyladenine
• NSC 106958
• N6-(3-Methylbut-2-enyl)adenine
• 6-(|A,|A-Dimethylallylamino)purine
• NSC106958
• NSC-106958
• 6-(3,3-DIMETHYLALLYLAMINO)PURINE
• 2ip
• CHEBI:17660
• N-(.DELTA.2-Isopentenyl)adenine
• V500BB256Z
• N6-(.DELTA.2-Isopentenyl)adenine
• 6-[(3-Methyl-2-butenyl)amino]purine
• N6-(.DELTA.2-Isopentenyl)aminopurine
• 6-(3-methyl-2-buten-1-ylamino)purine
• N-(.gamma.,.gamma.-Dimethylallyl)adenine
• 6-(.gamma.,.gamma.-Dimethylallylamino)purine
• n-isopentenyladenine
• N-(delta2-Isopentenyl)adenine
• N6-(delta2-Isopentenyl)aminopurine
• N-(gamma,gamma-Dimethylallyl)adenine
• UNII-V500BB256Z
• 2exm
• BRYOKININ
• (3-methylbut-2-enyl)purin-6-ylamine
• N-(3-methylbut-2-enyl)-9H-purin-6-amine
• NCIStruc1_000935
• NCIStruc2_000921
• TimTec1_003281
• N6-Delta2-isopentenyladenine
• Oprea1_344117
• SCHEMBL459276
• CHEMBL476189
• 6-(,-Dimethylallylamino)purine
• 6-(y,y-Dimethylallylamino)purine
• DTXSID10178325
• N-6-(3,3-Dimethylallyl)adenine
• HMS1543F03
• HMS3886C18
• N6-(delta 2-isopentenyl) adenine
• N(6)-(Delta2-isopentenyl)adenine
• N6-.DELTA.2-Isopentenyl)adenine
• CCG-38046
• MFCD00132998
• NCGC00014084
• NCI106958
• s5690
• AKOS005257639
• AKOS015914857
• N-6-( Delta 2-Isopentenyl)-adenine
• DB08768
• NCGC00014084-02
• NCGC00097193-01
• 3-methylbut-2-enyl(7H-purin-6-yl)amine
• AC-15608
• AC-32452
• AS-17517
• NCI60_000165
• 6-[(3-methylbut-2-en-1-yl)amino]purine
• N(6)-(.DELTA.2-Isopentenyl)aminopurine
• HY-112103
• N-(3-methyl-2-butenyl)-9H-purin-6-amine
• CS-0043352
• FT-0629731
• 6-N-(3-METHYLBUT-2-ENYLAMINO)PURINE
• A12318
• C04083
• D-4760
• N-(3-Methyl-2-butenyl)-1H-purin-6-amine #
• N-(3-methylbut-2-en-1-yl)-7H-purin-6-amine
• A816825
• Q569031
• (3-methyl-but-2-enyl)-(7(9)H-purin-6-yl)-amine
• BRD-K62158429-001-01-7
• 9H-PURIN-6-AMINE, N-(3-METHYL-2-BUTEN-1-YL)-
• N6-(2-Isopentenyl)-adenine;6-(gamma,gamma-Dimethylallylamino)purine
• 6-(gamma,gamma-Dimethylallylamino)purine, BioReagent, plant cell culture tested, >=90%
• 6-(gamma,gamma-Dimethylallylamino)purine, BioReagent, plant cell culture tested, >=98.5%
• 6-(gamma,gamma-Dimethylallylamino)purine, BioReagent, plant cell culture tested, 1 mg/mL
• 6-(gamma,gamma-Dimethylallylamino)purine, Vetec(TM) reagent grade, >=98.5%

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.6746	67.46%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4426	44.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9081	90.81%
P-glycoprotein inhibitior	-	0.9738	97.38%
P-glycoprotein substrate	-	0.8445	84.45%
CYP3A4 substrate	-	0.5546	55.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.9084	90.84%
CYP2C9 inhibition	-	0.9089	90.89%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8529	85.29%
CYP2C8 inhibition	-	0.8508	85.08%
CYP inhibitory promiscuity	-	0.7630	76.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5136	51.36%
Eye corrosion	-	0.9837	98.37%
Eye irritation	+	0.6080	60.80%
Skin irritation	-	0.7068	70.68%
Skin corrosion	-	0.8859	88.59%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4306	43.06%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5075	50.75%
skin sensitisation	-	0.8240	82.40%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4573	45.73%
Acute Oral Toxicity (c)	III	0.6060	60.60%
Estrogen receptor binding	-	0.5664	56.64%
Androgen receptor binding	+	0.5361	53.61%
Thyroid receptor binding	-	0.5901	59.01%
Glucocorticoid receptor binding	-	0.7818	78.18%
Aromatase binding	+	0.6478	64.78%
PPAR gamma	-	0.6388	63.88%
Honey bee toxicity	-	0.8711	87.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8301	83.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.05%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.50%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.22%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	89.03%	94.75%
CHEMBL290	Q13370	Phosphodiesterase 3B	83.99%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.61%	96.90%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.13%	94.45%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.03%	89.44%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.92%	91.38%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.76%	89.34%
CHEMBL2535	P11166	Glucose transporter	80.86%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.86%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.14%	99.17%

Plants that contains it

• Arabidopsis thaliana
• Bridelia balansae
• Cichorium intybus
• Daucus carota
• Mercurialis annua
• Pimpinella anisum
• Pseudotsuga menziesii
• Solanum tuberosum

Cross-Links

• PubChem: 92180
• LOTUS: LTS0061765
• wikiData: Q569031