Benzylaminopurine

Details

• Internal ID: be7d744d-2d94-4ae0-912f-ae32212bb281
• Taxonomy: Organoheterocyclic compounds > Imidazopyrimidines > Purines and purine derivatives > 6-aminopurines > 6-alkylaminopurines
• IUPAC Name: N-benzyl-7H-purin-6-amine
• InChI: InChI=1S/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17)
• InChI Key: NWBJYWHLCVSVIJ-UHFFFAOYSA-N
• Popularity: 10,145 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₁N₅
• Molecular Weight: 225.25 g/mol
• Exact Mass: 225.10144537 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 1214-39-7
• Benzyladenine
• N6-Benzyladenine
• N-Benzyl-9H-purin-6-amine
• N-Benzyladenine
• 6-(Benzylamino)purine
• Benzylaminopurine
• Adenine, N-benzyl-
• N-benzyl-7H-purin-6-amine
• 6-BAP
• 6-(N-Benzylamino)purine
• 1H-PURIN-6-AMINE, N-(PHENYLMETHYL)-
• BA (Growth stimulant)
• BAP (growth stimulant)
• Verdan senescence inhibitor
• N-(Phenylmethyl)-1H-purin-6-amine
• Adenine, N6-benzyl-
• SD 4901
• SQ 4609
• ABG 3034
• KXG6A989PS
• n(6)-benzyladenine
• NSC-40818
• BAP 99
• CHEBI:29022
• 6-benzylaminopurin
• 6-BA cpd
• RefChem:831659
• 214-927-5
• 6-Benzyladenine
• Cytokinin B
• N(6)-Benzylaminopurine
• Benzyl(purin-6-yl)amine
• N-6-Benzyladenine
• 6-(Benzylamino)-9H-purine
• Aminopurine, 6-benzyl
• N(sup 6)-Benzyladenine
• N(sup 6)-(Benzylamino)purine
• N(6)-(benzylamino)purine
• N-Benzyl-adenine
• 6-Benzyl adenine
• BaP
• MFCD00005572
• N-benzyl-1H-purin-6-amine
• benzylpurin-6-ylamine
• 6-[(phenylmethyl)amino]-9H-purine
• MLS000532693
• CHEMBL228862
• DTXSID7032630
• MFCD00051031
• 9H-Purin-6-amine, N-(phenylmethyl)-
• SMR000140130
• CAS-1214-39-7
• Pro-Shear
• 6-BA
• Caswell No. 081EE
• Adenine, N(sup 6)-benzyl-
• CCRIS 4351
• 6-(n-benzyl)aminopurine
• EINECS 214-927-5
• NSC 40818
• UNII-KXG6A989PS
• benzyl-(7h-purin-6-yl)-amine
• HSDB 7667
• BAP (cytokinin)
• Prestwick_414
• n6-benzylaminopurine
• CYTOPURINE
• benzylaminopurine, 6-
• N-Benzyladenine, 8CI
• N(Sup6)-Benzyladenine
• BA (growth stimulator)
• Opera_ID_868
• Prestwick0_000189
• Prestwick1_000189
• Prestwick2_000189
• Prestwick3_000189
• 6-Benzylaminopurine6-BAP
• BENZYLADENINE [MI]
• N(Sup 6)-benzyl-Adenine
• BENZYLADENINE, 6-
• CBKinase1_000521
• CBKinase1_012921
• Cambridge id 5131951
• TimTec1_001722
• BENZYLADENINE [HSDB]
• Oprea1_747691
• Oprea1_785203
• Oprea1_830563
• SCHEMBL35562
• SCHEMBL37357
• SCHEMBL37358
• BSPBio_000117
• CBDivE_001815
• MLS001074298
• SPBio_002038
• 6-Benzylaminopurine, 99.0%
• 6-Benzylaminopurine (Standard)
• BPBio1_000129
• orb1310074
• orb3025974
• DTXCID5012630
• SCHEMBL29349525
• SCHEMBL29772173
• HY-B0941R
• NWBJYWHLCVSVIJ-UHFFFAOYSA-
• 6-Benzylaminopurine 100 microg/mL in Acetonitrile/Acetone
• GLXC-07992
• HMS1538O06
• HMS1568F19
• HMS1667I06
• HMS2095F19
• HMS2234B24
• HMS3374C09
• HMS3712F19
• 6-benzyladenine 6-benzylaminopurine
• HY-B0941
• MSK24051
• NSC40818
• STR06184
• N-(phenylmethyl)-7H-purin-6-amine
• Tox21_301307
• AC7620
• BDBM50205363
• CCG-55533
• EBC-06690
• EBC-12360
• GEO-00296
• N-(Phenylmethyl)-9H-Purin-6-amine
• s4511
• STK858495
• AKOS002304241
• AKOS005257767
• Benzyladenine,6-BAP,N6-Benzyladenine
• 7H-purin-6-amine, N-(phenylmethyl)-
• AC-5488
• CCG-220189
• FB02966
• KS-5285
• PS-3425
• 6-Benzylaminopurine, analytical standard
• N-benzyl-9H-purin-6-amine, AldrichCPR
• NCGC00016571-01
• NCGC00016571-02
• NCGC00016571-03
• NCGC00016571-04
• NCGC00016571-05
• NCGC00255357-01
• ST020598
• SY014632
• 6-Benzylaminopurine, >=99.0% (HPLC)
• B1088
• NS00005241
• BA; N6-Benzyladenine; N6-Benzyladenine; BA
• EN300-40176
• 6-Benzylaminopurine, plant cell culture tested
• B-1000
• F023324
• Q419946
• SR-01000644553
• 6-Benzylaminopurine, Vetec(TM) reagent grade, 98%
• SR-01000644553-1
• SR-01000644553-2
• BA ; N6-Benzyladenine ; N6-Benzyladenine ; BA
• BRD-K62929068-001-05-8
• BRD-K62929068-001-15-7
• BRD-K62929068-001-16-5
• Z57245233
• 6-Benzylaminopurine 100 |Ig/mL in Acetonitrile/Acetone
• 6-Benzylaminopurine, ReagentPlus(R), >=99.0% (HPLC)
• F0578-0089
• 2B76FFBD-3C3A-4349-9047-E5B8945B54A7
• ((2r,3s,4r,5r)-5-(4-amino-2-oxopyrimidin-1(2h)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyltriphosph
• InChI=1/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9694	96.94%
Caco-2	+	0.7309	73.09%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Nucleus	0.6114	61.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9475	94.75%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6402	64.02%
P-glycoprotein inhibitior	-	0.9546	95.46%
P-glycoprotein substrate	-	0.7808	78.08%
CYP3A4 substrate	-	0.6043	60.43%
CYP2C9 substrate	-	0.8297	82.97%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.7453	74.53%
CYP2C9 inhibition	-	0.9455	94.55%
CYP2C19 inhibition	-	0.9176	91.76%
CYP2D6 inhibition	-	0.7577	75.77%
CYP1A2 inhibition	+	0.9120	91.20%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.5938	59.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5238	52.38%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.6940	69.40%
Skin irritation	-	0.6852	68.52%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4285	42.85%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8822	88.22%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7683	76.83%
Acute Oral Toxicity (c)	III	0.7540	75.40%
Estrogen receptor binding	+	0.9406	94.06%
Androgen receptor binding	+	0.6986	69.86%
Thyroid receptor binding	-	0.5732	57.32%
Glucocorticoid receptor binding	-	0.7405	74.05%
Aromatase binding	+	0.9524	95.24%
PPAR gamma	+	0.6276	62.76%
Honey bee toxicity	-	0.8790	87.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.6089	60.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.69%	90.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.16%	89.44%
CHEMBL3902	P09211	Glutathione S-transferase Pi	90.37%	93.81%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.89%	94.62%
CHEMBL2535	P11166	Glucose transporter	89.09%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.88%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.15%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.81%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	83.74%	94.73%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.92%	97.64%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.43%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.25%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 62389
• LOTUS: LTS0238252
• wikiData: Q419946