Navigation

name Structure Reference Source Properties Activities Metabolism

Adenine; 6-N-Benzyl 

AlkaPlorer ID: AK002620

Synonym: N-Benzyladenine, 6-Benzylaminopurine, Cytokinin B, BAP 

IUPAC Name: N-benzyl-7H-purin-6-amine

Structure

SMILES: C1=CC=C(CNC2=C3N=CN=C3NC=N2)C=C1

copy

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)

copy

InChIKey: NWBJYWHLCVSVIJ-UHFFFAOYSA-N

copy

Source

Species Genus Family Order Class Phylum Kingdom Domain
Apis cerana Apis Apidae Hymenoptera Insecta Arthropoda Metazoa Eukaryota

Properties Information

Molecule Weight: 225.25500000000005

TPSA？: 66.49000000000001

MolLogP？: 1.9166

Number of H-Donors: 2

Number of H-Acceptors: 4

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus anthracis Bacillus anthracis IC50 1550000.0 nM 10.1128/aac.01029-10
Bacillus anthracis Bacillus anthracis IC50 nan None 10.1128/aac.01029-10
Enterovirus A71 Enterovirus A71 EC50 420.0 nM 10.1016/j.ejmech.2016.01.036
Equus caballus Ferritin light chain Potency 50118.7 nM None
Homo sapiens Bromodomain-containing protein 4 Inhibition nan % 10.1016/j.bmc.2015.01.022
Homo sapiens Cyclin-dependent kinase 1 IC50 200000.0 nM 10.1021/jm960666x
Homo sapiens Cyclin-dependent kinase 2 Activity nan None 10.1039/C5MD00116A
Homo sapiens Cyclin-dependent kinase 2 Kd 62000.0 nM 10.1039/C5MD00116A
Homo sapiens Cytochrome P450 1A2 AC50 5011.87 nM None
Homo sapiens Cytochrome P450 2C19 AC50 nan None None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 AC50 12589.25 nM None
Homo sapiens Cytochrome P450 2D6 Potency 12589.3 nM None
Homo sapiens Cytochrome P450 3A4 AC50 nan None None
Homo sapiens Cytosolic purine 5'-nucleotidase Inhibition 20.0 % 10.1021/acs.jmedchem.5b01616
Homo sapiens DNA-(apurinic or apyrimidinic site) lyase Potency 10.0 nM None
Homo sapiens Geminin Potency 891.3 nM None
Homo sapiens Histone deacetylase 6 Inhibition -4.22 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 3.46 % 10.6019/CHEMBL4808148
Homo sapiens HL-60 IC50 100000.0 nM 10.1016/j.bmcl.2007.01.033
Homo sapiens MAP kinase ERK2 Kd 247000.0 nM 10.1016/j.bmcl.2015.08.048
Homo sapiens Phosphatidylinositol 4-kinase, PI4K IC50 240400.0 nM 10.1021/jm00170a005
Homo sapiens Phosphatidylinositol 4-kinase, PI4K Ki 199000.0 nM 10.1021/jm00170a005
Homo sapiens Phosphatidylinositol 4-kinase, PI4K Km 239000.0 nM 10.1021/jm00170a005
Homo sapiens Prelamin-A/C Potency 3162.3 nM None
Homo sapiens RD CC50 547000.0 nM 10.1016/j.ejmech.2016.01.036
Homo sapiens Thyroid stimulating hormone receptor Potency 1995.3 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 35481.3 nM None
Mus musculus J774.A1 Activity nan None 10.1128/aac.01029-10
Nicotiana tabacum Nicotiana tabacum Activity 20.0 % 10.1016/j.ejmech.2018.03.043
Phytophthora citrophthora Phytophthora citrophthora GI 60.0 % 10.1021/jf011382a
Plasmodium falciparum Plasmodium falciparum Potency 8.3 nM None
Saccharomyces cerevisiae Saccharomyces cerevisiae IZ 0.0 mm 10.1016/j.ejmech.2010.07.050
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 4.653 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.0 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 20.0 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition index 0.04989 None 10.1101/2020.04.03.023846
Tick-borne encephalitis virus Tick-borne encephalitis virus EC50 50000.0 nM 10.1016/j.bmcl.2017.01.040
Tick-borne encephalitis virus Tick-borne encephalitis virus Inhibition nan % 10.1016/j.bmcl.2017.01.040
Zea mays Cytokinin dehydrogenase 1 Kcat 0.225 /s 10.1016/j.bmc.2009.01.041
Zea mays Cytokinin dehydrogenase 1 Kcat/Km 0.0076 None 10.1016/j.bmc.2009.01.041
Zea mays Cytokinin dehydrogenase 1 Km 29600.0 nM 10.1016/j.bmc.2009.01.041
None ADMET Vmax 25800.0 c.p.m. 10.1021/jm00170a005
None Unchecked Activity nan None 10.1016/j.ejmech.2010.07.050
None Unchecked Activity nan None None
None Unchecked CC50 50000.0 nM 10.1016/j.bmcl.2017.01.040
None Unchecked Potency 115.8 nM None
None Unchecked Potency 920.0 nM None
None Unchecked Ratio CC50/EC50 1302.0 None 10.1016/j.ejmech.2016.01.036

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT015226 Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O2)c(=O)[nH]c1=O.c1ccc(CNc2ncnc3nc[nH]c23)cc1>>OC[C@H]1O[C@@H](n2cnc3ncnc(NCc4ccccc4)c32)[C@H](O)[C@@H](O)[C@@H]1O enzymemap_33934
AKRT024677 O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1.c1ccc(CNc2ncnc3[nH]cnc23)cc1>>OC[C@H]1O[C@H](n2cnc3c(NCc4ccccc4)ncnc32)[C@H](O)[C@@H](O)[C@@H]1O RXN-4730
AKRT024678 O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1.c1ccc(CNc2ncnc3[nH]cnc23)cc1>>OC[C@H]1O[C@H](n2cnc3ncnc(NCc4ccccc4)c32)[C@H](O)[C@@H](O)[C@@H]1O RXN-4729