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Compound Detail

CHEMBL219568

GUANINE
🧪 Phase III
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🧪 Phase III
Nc1nc2[nH]cnc2c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL219568
Name GUANINE
Phase Phase III
Structure Type MOL
InChI Key UYTPUPDQBNUYGX-UHFFFAOYSA-N

Known Names

2-aminohypoxanthine C.i. no. 75170 (guanine) Ci 75170 Guanine Valacyclovir hydrochloride, guanine- Valganciclovir hydrochloride impurity b
9
Targets
18
Activities
3
Assay Types
0
PK Parameters
20
Publications
6
Known Names
16
Indications

Molecular Properties

151.1
MW (Da)
-0.77
ALogP
4
HBA
3
HBD
100.5
PSA (Ų)
0.46
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem guan-

Extended Properties

Molecular Formula C5H5N5O
MW 151.13
Aromatic Rings 2
Heavy Atoms 11
NP-Likeness -0.06

Indications

Neoplasms Astrocytoma Central Nervous System Neoplasms Colorectal Neoplasms Glioblastoma Gliosarcoma Melanoma Multiple Myeloma Oligodendroglioma Oligodendroglioma Paraganglioma Sarcoma Lymphoma Lymphoma, T-Cell, Cutaneous Mycosis Fungoides Sezary Syndrome

Activity Summary

IC50 8 meas. best 5.3
Kd 8 meas. best 8.7
Ki 2 meas. best 5.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Kd 8.7 8.4333 2.0 3
Purine nucleoside phosphorylase
CHEMBL2935
 Kd 6.92 6.5 120.0 4
Purine nucleoside phosphorylase
CHEMBL2395
 Ki 5.3 5.3 5000.0 1
Purine nucleoside phosphorylase
CHEMBL4338
 IC50 5.3 5.3 5000.0 1
Purine nucleoside phosphorylase
CHEMBL4338
 Ki 5.3 5.3 5000.0 1
Shiga toxin subunit A
CHEMBL3879822
 IC50 4.94 4.94 11500.0 1
Plasmodium falciparum
CHEMBL364
 IC50 4.45 4.335 35300.0 2
2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase
CHEMBL3217379
 Kd 4.42 4.42 38000.0 1
Vero
CHEMBL391
 IC50 4.26 4.26 54900.0 1
CCRF-CEM
CHEMBL382
 IC50 4.19 4.19 64300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Kd = 2.0 nM 8.7 Binding affinity to Clostridium difficile [5'-32P]guaA riboswitch by polyacrylam... 29220796
Unchecked Kd = 5.0 nM 8.3 Binding affinity to guanine riboswitch in Bacillus subtilis 25603286
Unchecked Kd = 5.0 nM 8.3 Binding affinity to Bacillus subtilis guaA riboswitch 29220796
Purine nucleoside phosphorylase Kd = 120.0 nM 6.92 Binding affinity to calf recombinant PNP expressed in Escherichia coli BL21 (DE3... 23040896
Purine nucleoside phosphorylase Kd = 160.0 nM 6.8 Binding affinity to calf recombinant PNP Phe200Trp mutant expressed in Escherich... 23040896
Purine nucleoside phosphorylase Kd = 160.0 nM 6.8 Binding affinity to calf recombinant PNP expressed in Escherichia coli BL21 (DE3... 23040896
Purine nucleoside phosphorylase Kd = 3300.0 nM 5.48 Binding affinity to calf recombinant PNP Phe159Trp mutant expressed in Escherich... 23040896
Purine nucleoside phosphorylase IC50 = 5000.0 nM 5.3 Compound was tested for inhibition of purine nucleoside phosphorylase using huma... 3093681
Purine nucleoside phosphorylase Ki = 5000.0 nM 5.3 Tested for its ability to inhibit calf spleen purine nucleoside phosphorylase (P... 8057293
Purine nucleoside phosphorylase Ki = 5000.0 nM 5.3 Competitive inhibition of human erythrocyte purine nucleoside phosphorylase asse... 31484
Shiga toxin subunit A IC50 = 11500.0 nM 4.94 Inhibition of Shigella dysenteriae type 1 Shiga toxin A subunit in African green... 27933947
Plasmodium falciparum IC50 = 35300.0 nM 4.45 Inhibition of [3H]hypoxanthine uptake in Plasmodium falciparum 3D7 17149876
2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase Kd = 38000.0 nM 4.42 Binding affinity to GST-tagged Escherichia coli HPPK expressed in Escherichia co... 24613625
Vero IC50 = 54900.0 nM 4.26 Cytotoxicity was determined in Vero cells, relative to RVT 15081000
Plasmodium falciparum IC50 = 60000.0 nM 4.22 Antiplasmodial activity against Plasmodium falciparum 3D7 17149876
CCRF-CEM IC50 = 64300.0 nM 4.19 Cytotoxicity was determined in CEM cells, relative to RVT 15081000

Literature References

PubMed DOI Target Context # Activities
27933947 10.1021/acs.jmedchem.6b01517 Shiga toxin subunit A 6
27933947 10.1021/acs.jmedchem.6b01517 Mus musculus 5
23040896 10.1016/j.bmc.2012.08.045 Purine nucleoside phosphorylase 5
15081000 10.1016/j.bmcl.2004.02.031 ADMET 3
27933947 10.1021/acs.jmedchem.6b01517 NON-PROTEIN TARGET 3
29220796 10.1016/j.ejmech.2017.11.079 Unchecked 2
38651522 10.1021/acs.jmedchem.4c00021 Unchecked 2
31484 10.1021/jm00207a008 Purine nucleoside phosphorylase 2
24613625 10.1016/j.bmc.2014.02.022 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase 2
17149876 10.1021/jm061012j Plasmodium falciparum 2
17149876 10.1021/jm061012j Unchecked 2
17149876 10.1021/jm061012j Hypoxanthine-guanine phosphoribosyltransferase 2
8057293 10.1021/jm00041a027 Purine nucleoside phosphorylase 2
1666120 10.1021/np50077a014 Unchecked 1
20716488 10.1016/j.bmc.2010.07.054 Guanine deaminase 1
20810286 10.1016/j.bmc.2010.08.003 No relevant target 1
38651522 10.1021/acs.jmedchem.4c00021 Xanthine-guanine phosphoribosyltransferase 1
3093681 10.1021/jm00160a040 Purine nucleoside phosphorylase 1
15081000 10.1016/j.bmcl.2004.02.031 Vero 1
15081000 10.1016/j.bmcl.2004.02.031 CCRF-CEM 1

Data from ChEMBL 36 via Core Engine