Navigation

name Structure Reference Source Properties Activities Metabolism

5-Amino-1,6-dihydro-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-one 

AlkaPlorer ID: AK005179

Synonym: 8-Azaguanine, Guanazole, Pathocidin, NSC 749, SF 337, Antibiotic SF 337, Azan

IUPAC Name: 5-amino-2,6-dihydrotriazolo[4,5-d]pyrimidin-7-one

Structure

SMILES: N=C1NC(=O)C2=C(NN=N2)N1

copy

InChI: InChI=1S/C4H4N6O/c5-4-6-2-1(3(11)7-4)8-10-9-2/h(H4,5,6,7,8,9,10,11)

copy

InChIKey: LPXQRXLUHJKZIE-UHFFFAOYSA-N

copy

Reference

PubChem CID: 135403646

CAS: 134-58-7

COCONUT: CNP0152746

Properties Information

Molecule Weight: 152.11700000000002

TPSA？: 114.07

MolLogP？: -1.5462300000000004

Number of H-Donors: 4

Number of H-Acceptors: 4

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Chlorocebus sabaeus Vero C1008 CC50 10380.0 nM 10.6019/CHEMBL4495565
Chlorocebus sabaeus Vero C1008 CC50 11210.0 nM 10.6019/CHEMBL4495565
Chlorocebus sabaeus Vero C1008 CC50 23700.0 nM 10.6019/CHEMBL4651402
Chlorocebus sabaeus Vero C1008 pCC50 4.63 None 10.6019/CHEMBL4651402
Giardia intestinalis Putative fructose-1,6-bisphosphate aldolase Potency 7943.3 nM None
Homo sapiens 786-0 GI50 292.42 nM None
Homo sapiens A498 GI50 11587.77 nM None
Homo sapiens A549 GI50 32960.97 nM None
Homo sapiens ACHN GI50 16330.52 nM None
Homo sapiens Arachidonate 15-lipoxygenase Potency 3.2 nM None
Homo sapiens Ataxin-2 Potency 631.0 nM None
Homo sapiens Breast cancer type 1 susceptibility protein Potency 11220.2 nM None
Homo sapiens BT-549 GI50 473.15 nM None
Homo sapiens CAKI-1 GI50 304.09 nM None
Homo sapiens CCRF-CEM GI50 242.1 nM None
Homo sapiens Cellular tumor antigen p53 Potency 10000.0 nM None
Homo sapiens COLO 205 GI50 13304.54 nM None
Homo sapiens Cytochrome P450 1A2 AC50 nan None 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 nan None None
Homo sapiens Cytochrome P450 3A4 AC50 nan None None
Homo sapiens DLD-1 GI50 19998.62 nM None
Homo sapiens DMS-114 GI50 6501.3 nM None
Homo sapiens DMS-273 GI50 633.87 nM None
Homo sapiens DNA dC->dU-editing enzyme APOBEC-3F Potency 3527.7 nM None
Homo sapiens DNA dC->dU-editing enzyme APOBEC-3F Potency 3958.2 nM None
Homo sapiens DNA dC->dU-editing enzyme APOBEC-3F Potency 6513.1 nM None
Homo sapiens DNA dC->dU-editing enzyme APOBEC-3F Potency 9200.0 nM None
Homo sapiens DNA dC->dU-editing enzyme APOBEC-3G Potency 1584.9 nM None
Homo sapiens DNA dC->dU-editing enzyme APOBEC-3G Potency 3162.3 nM None
Homo sapiens DNA dC->dU-editing enzyme APOBEC-3G Potency 3958.2 nM None
Homo sapiens DNA dC->dU-editing enzyme APOBEC-3G Potency 5173.5 nM None
Homo sapiens DNA dC->dU-editing enzyme APOBEC-3G Potency 18356.4 nM None
Homo sapiens DNA polymerase iota Potency 100000.0 nM None
Homo sapiens DU-145 GI50 683.91 nM None
Homo sapiens EKVX GI50 11350.11 nM None
Homo sapiens Geminin Potency 290.9 nM None
Homo sapiens Geminin Potency 14581.0 nM None
Homo sapiens Glycoprotein hormones alpha chain Potency 2818.4 nM None
Homo sapiens HCC 2998 GI50 19230.92 nM None
Homo sapiens HCT-116 GI50 881.05 nM None
Homo sapiens HCT-15 GI50 23988.33 nM None
Homo sapiens Hemoglobin beta chain Potency 794.3 nM None
Homo sapiens Hemoglobin beta chain Potency 2511.89 nM None
Homo sapiens HEp-2 IC50 2000.0 nM 10.1021/jm00364a023
Homo sapiens HEp-2 IC50 nan nM 10.1021/jm00364a023
Homo sapiens HepG2 IC50 relative 7500.0 nM 10.6019/EOS300108
Homo sapiens Histone acetyltransferase GCN5 Potency 89.1 nM None
Homo sapiens Histone deacetylase 6 Inhibition -13.26 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -2.94 % 10.6019/CHEMBL4808148
Homo sapiens HL-60 GI50 325.84 nM None
Homo sapiens HOP-18 GI50 338.84 nM None
Homo sapiens HOP-62 GI50 325.84 nM None
Homo sapiens HOP-92 GI50 756.83 nM None
Homo sapiens Hs-578T GI50 905.73 nM None
Homo sapiens HT-29 GI50 26121.61 nM None
Homo sapiens Hypoxanthine-guanine phosphoribosyltransferase Km 72000.0 nM 10.1021/jm061012j
Homo sapiens Hypoxanthine-guanine phosphoribosyltransferase Km(app) nan None 10.1021/jm061012j
Homo sapiens Hypoxia-inducible factor 1 alpha Potency 7943.3 nM None
Homo sapiens IGROV-1 GI50 63826.35 nM None
Homo sapiens Isocitrate dehydrogenase [NADP] cytoplasmic Potency 517.4 nM None
Homo sapiens K562 GI50 267.92 nM None
Homo sapiens KM12 GI50 34119.29 nM None
Homo sapiens KM-20L2 GI50 9204.5 nM None
Homo sapiens LOX IMVI GI50 223.36 nM None
Homo sapiens LXFL 529 GI50 16292.96 nM None
Homo sapiens M14 GI50 291.74 nM None
Homo sapiens M19-MEL GI50 1137.63 nM None
Homo sapiens Malme-3M GI50 352.37 nM None
Homo sapiens MCF7 GI50 40831.94 nM None
Homo sapiens MDA-MB-231 GI50 5821.03 nM None
Homo sapiens MDA-MB-435 GI50 265.46 nM None
Homo sapiens MDA-N GI50 308.32 nM None
Homo sapiens Microphthalmia-associated transcription factor AC50 875.0 nM None
Homo sapiens MOLT-4 GI50 272.27 nM None
Homo sapiens Monoamine oxidase A Activity nan None 10.1021/jm800656v
Homo sapiens Monoamine oxidase B Activity nan None 10.1021/jm800656v
Homo sapiens Mothers against decapentaplegic homolog 3 Potency 8912.5 nM None
Homo sapiens Mothers against decapentaplegic homolog 3 Potency 15848.9 nM None
Homo sapiens NCI/ADR-RES GI50 1931.97 nM None
Homo sapiens NCI-H226 GI50 788.86 nM None
Homo sapiens NCI-H23 GI50 25118.86 nM None
Homo sapiens NCI-H322M GI50 20941.12 nM None
Homo sapiens NCI-H460 GI50 11350.11 nM None
Homo sapiens NCI-H522 GI50 13899.53 nM None
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 29092.9 nM None
Homo sapiens OVCAR-3 GI50 16032.45 nM None
Homo sapiens OVCAR-4 GI50 12882.5 nM None
Homo sapiens OVCAR-5 GI50 21928.05 nM None
Homo sapiens OVCAR-8 GI50 550.81 nM None
Homo sapiens PC-3 GI50 855.07 nM None
Homo sapiens Probable global transcription activator SNF2L2 EC50 91170.0 nM None
Homo sapiens Purine nucleoside phosphorylase Inhibition 16.0 % 10.1021/jm00207a008
Homo sapiens RPMI-8226 GI50 233.88 nM None
Homo sapiens RXF 393 GI50 142.89 nM None
Homo sapiens SF-268 GI50 406.44 nM None
Homo sapiens SF-295 GI50 3111.72 nM None
Homo sapiens SF-539 GI50 360.58 nM None
Homo sapiens SK-MEL-2 GI50 73.96 nM None
Homo sapiens SK-MEL-28 GI50 727.78 nM None
Homo sapiens SK-MEL-5 GI50 748.17 nM None
Homo sapiens SK-OV-3 GI50 1039.92 nM None
Homo sapiens SN12C GI50 334.2 nM None
Homo sapiens SNB-19 GI50 42657.95 nM None
Homo sapiens SNB-75 GI50 1538.15 nM None
Homo sapiens SNB-78 GI50 1016.25 nM None
Homo sapiens SR GI50 2421.03 nM None
Homo sapiens SW-620 GI50 306.2 nM None
Homo sapiens T47D GI50 3443.5 nM None
Homo sapiens Thyroid hormone receptor beta-1 Potency 79432.8 nM None
Homo sapiens TK-10 GI50 408.32 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 1995.3 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 6309.6 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 7307.8 nM None
Homo sapiens U-251 GI50 1741.81 nM None
Homo sapiens UACC-257 GI50 734.51 nM None
Homo sapiens UACC-62 GI50 371.54 nM None
Homo sapiens UO-31 GI50 365.59 nM None
Mus musculus P388 ILS nan None 10.1021/jm00364a023
Plasmodium falciparum Plasmodium falciparum IC50 6600.0 nM 10.1021/jm061012j
Plasmodium falciparum Plasmodium falciparum IC50 18000.0 nM 10.1021/jm061012j
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Transcriptional activator protein lasR IC50 640.0 nM 10.1021/acs.jmedchem.8b00540
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 0.5206 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 4.66 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 3720.0 nM 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 10340.0 nM 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 50100.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 50118.72 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 relative 3.896 uM 10.6019/EOS300033
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -3.42 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 12.22 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 12.58 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition index -0.08084 None 10.1101/2020.04.03.023846
None ADMET Selectivity index 1.08 None 10.6019/CHEMBL4495565
None ADMET Selectivity index 2.79 None 10.6019/CHEMBL4495565
None No relevant target EC50 91170.0 nM None
None Unchecked EC50 100.0 nM None
None Unchecked EC50 153.0 nM None
None Unchecked EC50 10345.0 nM None
None Unchecked IC50 2560.0 nM None
None Unchecked IC50 5000.0 nM None
None Unchecked IC50 21000.0 nM None
None Unchecked IC50 80000.0 nM None
None Unchecked Km 12600.0 nM 10.1021/jm061012j
None Unchecked Km 26600.0 nM 10.1021/jm061012j
None Unchecked Potency 115.8 nM None
None Unchecked Potency 707.9 nM None
None Unchecked Potency 10000.0 nM None
None Unchecked Potency 22387.2 nM None
None Unchecked Potency 28183.8 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT016681 N=c1[nH]c(=O)c2nn[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)c2nnn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1 enzymemap_38401
AKRT016682 N=c1[nH]c(=O)c2nnn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1>>N=c1[nH]c(=O)c2nn[nH]c2[nH]1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O None