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name Structure Reference Source Properties Activities Metabolism

Aristeromycin

AlkaPlorer ID: AK018050

Synonym: None

IUPAC Name: (1R,2S,3R,5R)-3-(6-aminopurin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol

Structure

SMILES: NC1=C2N=CN([C@@H]3C[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1

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InChI: InChI=1S/C11H15N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h3-6,8-9,17-19H,1-2H2,(H2,12,13,14)/t5-,6-,8-,9+/m1/s1

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InChIKey: UGRNVLGKAGREKS-GCXDCGAKSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 265.273

TPSA？: 130.31

MolLogP？: -1.3164000000000002

Number of H-Donors: 4

Number of H-Acceptors: 8

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Chlorocebus sabaeus Vero CC50 2000.0 nM 10.1021/acs.jmedchem.9b00781
Chlorocebus sabaeus Vero CC50 2400.0 nM 10.1021/acs.jmedchem.9b00781
Chlorocebus sabaeus Vero C1008 CC50 2400.0 nM 10.1021/acs.jmedchem.9b00781
Hepatitis B virus Hepatitis B virus IC50 3000.0 nM 10.1039/d0md00059k
Homo sapiens Adenosine A2b receptor Ki 47300.0 nM 10.1021/jm9905965
Homo sapiens Adenosylhomocysteinase IC50 303.0 nM 10.1016/j.bmcl.2014.04.034
Homo sapiens Adenosylhomocysteinase IC50 1320.0 nM 10.1021/acs.jmedchem.9b00781
Homo sapiens Adenosylhomocysteinase IC50 4850.0 nM 10.1016/j.bmc.2008.01.046
Homo sapiens Adenosylhomocysteinase Inhibition 99.0 % 10.1021/jm00382a015
Homo sapiens Adenosylhomocysteinase k2 nan None 10.1021/jm00088a013
Homo sapiens Adenosylhomocysteinase Ki 110.0 nM 10.1021/jm00382a015
Homo sapiens Adenosylhomocysteinase Ki nan nM 10.1021/jm00088a013
Mus musculus Adenosine deaminase Ki 9900.0 nM 10.1021/jm00376a025
Mus musculus L929 Inhibition 65.0 % 10.1021/jm00382a015
Mus musculus L cells Control 81.0 % 10.1021/jm00382a015
Mus musculus L cells Control 134.0 % 10.1021/jm00382a015
Mus musculus Mus musculus Activity nan None 10.1021/jm00376a025
Mus musculus Mus musculus ED50 67.0 uM 10.1021/jm00376a025
Mus musculus P388 IC50 0.5 ug.mL-1 10.1021/jm00100a003
Mus musculus P388 Inhibition 100.0 % 10.1021/jm00166a020
Plasmodium falciparum 3D7 Adenosylhomocysteinase IC50 57000.0 nM 10.1016/j.bmc.2008.01.046
Rattus norvegicus Adenosine A1 receptor Displacement 3.0 % 10.1021/jm00007a014
Rattus norvegicus Adenosine A1 receptor Ki 6260.0 nM 10.1021/jm9905965
Rattus norvegicus Adenosine A2a receptor Displacement 0.0 % 10.1021/jm00007a014
Rattus norvegicus Adenosine A2a receptor Ki 2150.0 nM 10.1021/jm9905965
Rattus norvegicus Adenosine A3 receptor Ki 20000.0 nM 10.1021/jm9905965
Rattus norvegicus Adenosine A3 receptor Ki 200000.0 nM 10.1021/jm00007a014
Rattus norvegicus Adenosine receptors; A1 & A3 Ratio 0.31 None 10.1021/jm9905965
Trichomonas vaginalis Trichomonas vaginalis GI 95.0 % 10.1016/j.bmcl.2010.10.014
Trichomonas vaginalis Trichomonas vaginalis IC50 3.0 ug.mL-1 10.1016/j.bmcl.2010.10.014
Trichomonas vaginalis Trichomonas vaginalis IC50 10000.0 nM 10.1016/j.bmcl.2010.10.014
Zika virus NS5 EC50 640.0 nM 10.1021/acs.jmedchem.9b00781
None ADMET Activity 22.4 % 10.1016/j.bmc.2008.01.046
None Unchecked CC50 3000.0 nM 10.1039/d0md00059k
None Unchecked EC50 800.0 nM 10.1021/acs.jmedchem.9b00781
None Unchecked EC50 50000.0 nM 10.1021/acs.jmedchem.9b00781
None Unchecked Inhibition 30.0 % 10.1039/D1MD00167A
None Unchecked Ratio CC50/EC50 3.8 None 10.1021/acs.jmedchem.9b00781
None Unchecked Ratio CC50/EC50 7.9 None 10.1021/acs.jmedchem.9b00781
None Unchecked Ratio IC50 0.085 None 10.1016/j.bmc.2008.01.046

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT021650 Nc1ncnc2c1ncn2[C@@H]1C[C@H](CO)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@@H]1C[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O enzymemap_44055