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name Structure Reference Source Properties Activities Metabolism

Guanine; OH-form 

AlkaPlorer ID: AK001461

Synonym: None

IUPAC Name: 2-amino-1,7-dihydropurin-6-one

Structure

SMILES: NC1=NC(O)=C2N=CNC2=N1

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InChI: InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)

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InChIKey: UYTPUPDQBNUYGX-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Ginkgo biloba Ginkgo Ginkgoaceae Ginkgoales Ginkgoopsida Streptophyta Viridiplantae Eukaryota
Streptomyces sp. Streptomyces Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria
Fritillaria verticillata Fritillaria Liliaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ophiocordyceps sinensis Ophiocordyceps Ophiocordycipitaceae Hypocreales Sordariomycetes Ascomycota Fungi Eukaryota
Homo sapiens Homo Hominidae Primates Mammalia Chordata Metazoa Eukaryota
Fritillaria pallidiflora Fritillaria Liliaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Fritillaria taipaiensis Fritillaria Liliaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Fritillaria thunbergii Fritillaria Liliaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Saccharomyces cerevisiae Saccharomyces Saccharomycetaceae Saccharomycetales Saccharomycetes Ascomycota Fungi Eukaryota
Fritillaria przewalskii Fritillaria Liliaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Fritillaria cirrhosa Fritillaria Liliaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Mus musculus Mus Muridae Rodentia Mammalia Chordata Metazoa Eukaryota
Fritillaria unibracteata Fritillaria Liliaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ganoderma sinense Ganoderma Polyporaceae Polyporales Agaricomycetes Basidiomycota Fungi Eukaryota
Fritillaria walujewii Fritillaria Liliaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ganoderma lucidum Ganoderma Polyporaceae Polyporales Agaricomycetes Basidiomycota Fungi Eukaryota
Escherichia coli Escherichia Enterobacteriaceae Enterobacterales Gammaproteobacteria Pseudomonadota None Bacteria
Fritillaria delavayi Fritillaria Liliaceae Liliales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 151.129

TPSA？: 100.71

MolLogP？: -0.3593

Number of H-Donors: 3

Number of H-Acceptors: 5

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Purine nucleoside phosphorylase Kd 120.0 nM 10.1016/j.bmc.2012.08.045
Bos taurus Purine nucleoside phosphorylase Kd 160.0 nM 10.1016/j.bmc.2012.08.045
Bos taurus Purine nucleoside phosphorylase Kd 3300.0 nM 10.1016/j.bmc.2012.08.045
Bos taurus Purine nucleoside phosphorylase Kieq 4000.0 nM 10.1016/j.bmc.2012.08.045
Chlorocebus sabaeus Vero IC50 54900.0 nM 10.1016/j.bmcl.2004.02.031
Escherichia coli (strain K12) 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase Inhibition 48.0 % 10.1016/j.bmc.2014.02.022
Escherichia coli (strain K12) 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase Kd 38000.0 nM 10.1016/j.bmc.2014.02.022
Homo sapiens CCRF-CEM IC50 64300.0 nM 10.1016/j.bmcl.2004.02.031
Homo sapiens Guanine deaminase Km 11210.0 nM 10.1016/j.bmc.2010.07.054
Homo sapiens Hypoxanthine-guanine phosphoribosyltransferase Km 1900.0 nM 10.1021/jm061012j
Homo sapiens Purine nucleoside phosphorylase IC50 5000.0 nM 10.1021/jm00160a040
Homo sapiens Purine nucleoside phosphorylase Inhibition 80.0 % 10.1021/jm00207a008
Homo sapiens Purine nucleoside phosphorylase Ki 5000.0 nM 10.1021/jm00207a008
Mus musculus Mus musculus Activity nan None 10.1021/acs.jmedchem.6b01517
Mus musculus Mus musculus Inhibition nan % 10.1021/acs.jmedchem.6b01517
Plasmodium falciparum Plasmodium falciparum IC50 35300.0 nM 10.1021/jm061012j
Plasmodium falciparum Plasmodium falciparum IC50 60000.0 nM 10.1021/jm061012j
Rattus norvegicus Purine-nucleoside phosphorylase Ki 5000.0 nM 10.1021/jm00041a027
Rattus norvegicus Purine-nucleoside phosphorylase Ratio 3.4 None 10.1021/jm00041a027
Ricinus communis Ricin IC50 900000.0 nM 10.1021/jm010186s
Shigella dysenteriae Shiga toxin subunit A Activity nan None 10.1021/acs.jmedchem.6b01517
Shigella dysenteriae Shiga toxin subunit A Delta Tm 4.45 degrees C 10.1021/acs.jmedchem.6b01517
Shigella dysenteriae Shiga toxin subunit A IC50 11500.0 nM 10.1021/acs.jmedchem.6b01517
Shigella dysenteriae Shiga toxin subunit A Inhibition 88.0 % 10.1021/acs.jmedchem.6b01517
Shigella dysenteriae Shiga toxin subunit A Inhibition nan % 10.1021/acs.jmedchem.6b01517
None ADMET EC50 nan nM 10.1016/j.bmcl.2004.02.031
None ADMET EC90 nan None 10.1016/j.bmcl.2004.02.031
None ADMET IC50 100000.0 nM 10.1016/j.bmcl.2004.02.031
None NON-PROTEIN TARGET CC50 136500.0 nM 10.1021/acs.jmedchem.6b01517
None NON-PROTEIN TARGET MTD 125.0 uM 10.1021/acs.jmedchem.6b01517
None NON-PROTEIN TARGET Ratio CC50/IC50 11.8 None 10.1021/acs.jmedchem.6b01517
None No relevant target Log S -3.58 None 10.1016/s0960-894x(00)00172-4
None No relevant target Solubility 5.6 ug.mL-1 10.1016/j.bmc.2010.08.003
None Unchecked IC50 100.0 ug.mL-1 10.1021/np50077a014
None Unchecked IC50 28060000.0 nM 10.1021/acs.jmedchem.7b01066
None Unchecked Kd 2.0 nM 10.1016/j.ejmech.2017.11.079
None Unchecked Kd 5.0 nM 10.1016/j.ejmech.2017.11.079
None Unchecked Kd 5.0 nM 10.1021/jm500868e
None Unchecked Km 830.0 nM 10.1021/jm061012j
None Unchecked Km 1400.0 nM 10.1021/jm061012j

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000500 *C1OC(CO)C(OP(=O)(O)OCC2OC(*)C(O)C2OP(=O)(O)OCC2OC(n3cnc4c(=O)[nH]c(N)nc43)C(O)C2O)C1O>>Nc1nc2[nH]cnc2c(=O)[nH]1 MNXR148355
AKRT000878 *OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1OP(=O)(O)O*>>Nc1nc2[nH]cnc2c(=O)[nH]1 QUEUOSINE-TRNA-RIBOSYLTRANSFERASE-RXN
AKRT001034 *[C@@H]1O[C@H](COP(=O)(O)O[C@@H]2[C@@H](COP(=O)(O)O[C@H]3[C@@H](O)[C@H](*)O[C@@H]3COP(=O)(O)O)O[C@@H](n3cnc4c(=O)[nH]cnc43)[C@@H]2O)[C@@H](O)[C@H]1O.Nc1nc2[nH]cnc2c(=O)[nH]1>>*C1OC(CO)C(OP(=O)(O)OCC2OC(*)C(O)C2OP(=O)(O)OCC2OC(n3cnc4c(=O)[nH]c(N)nc43)C(O)C2O)C1O MNXR133494
AKRT016365 N=c1[nH]c(=O)c2nc[nH]c2[nH]1.O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O>>N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1 enzymemap_38636
AKRT016366 N=c1[nH]c(=O)c2nc[nH]c2[nH]1.O=P(O)(O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1 enzymemap_38449
AKRT016367 N=c1[nH]c(=O)c2nc[nH]c2[nH]1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1 enzymemap_38398
AKRT016382 N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1>>N=c1[nH]c(=O)c2nc[nH]c2[nH]1 enzymemap_38449
AKRT016383 N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1>>N=c1[nH]c(=O)c2nc[nH]c2[nH]1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O None
AKRT016412 N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1>>N=c1[nH]c(=O)c2nc[nH]c2[nH]1 enzymemap_38636
AKRT016413 N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1>>N=c1[nH]c(=O)c2nc[nH]c2[nH]1.O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O None
AKRT017253 NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1.Nc1nc2[nH]cnc2c(=O)[nH]1>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC(Nc3nc4[nH]cnc4c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O 71903
AKRT021111 Nc1nc2[nH]cnc2c(=O)[nH]1.O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O>>Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 GUANPRIBOSYLTRAN-RXN
AKRT021112 Nc1nc2[nH]cnc2c(=O)[nH]1.O=P(O)(O)O[C@@H]1C[C@H](O)[C@@H](CO)O1>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1 R01969
AKRT021113 Nc1nc2[nH]cnc2c(=O)[nH]1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 R02147
AKRT021114 Nc1nc2[nH]cnc2c(=O)[nH]1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1 MNXR136568
AKRT021115 Nc1nc2[nH]cnc2c(=O)[nH]1.O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 RXN-22626
AKRT021116 Nc1nc2[nH]cnc2c(=O)[nH]1.O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>O=c1[nH]cnc2nc[nH]c12 RXN-22626
AKRT021117 Nc1nc2[nH]cnc2c(=O)[nH]1.OC[C@H]1O[C@@H](n2cnc3c(O)ncnc32)C[C@@H]1O>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1 RXN-22627
AKRT021118 Nc1nc2[nH]cnc2c(=O)[nH]1.OC[C@H]1O[C@@H](n2cnc3c(O)ncnc32)C[C@@H]1O>>O=c1[nH]cnc2nc[nH]c12 RXN-22627
AKRT021119 Nc1nc2[nH]cnc2c(=O)[nH]1>>O=c1[nH]c(=O)c2[nH]cnc2[nH]1 R01676
AKRT021120 Nc1nc2[nH]cnc2c(=O)[nH]1>>O=c1[nH]c(=O)c2nc[nH]c2[nH]1 GUANINE-DEAMINASE-RXN
AKRT021274 Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1.O=c1[nH]cnc2nc[nH]c12>>Nc1nc2[nH]cnc2c(=O)[nH]1 RXN-22626
AKRT021278 Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>Nc1nc2[nH]cnc2c(=O)[nH]1 RXN0-5199
AKRT021313 Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>Nc1nc2[nH]cnc2c(=O)[nH]1 52708
AKRT021355 Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>Nc1nc2[nH]cnc2c(=O)[nH]1 MNXR195007
AKRT021426 Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>Nc1nc2[nH]cnc2c(=O)[nH]1 MNXR195003
AKRT021551 Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1.Nc1ncnc2[nH]cnc12>>Nc1nc2[nH]cnc2c(=O)[nH]1 MNXR131626
AKRT021555 Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>Nc1nc2[nH]cnc2c(=O)[nH]1 DEOXYGUANPHOSPHOR-RXN
AKRT021561 Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]1>>Nc1nc2[nH]cnc2c(=O)[nH]1 57816