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Compound Detail

CHEMBL1099309

(2-HYDROXY-3-IMIDAZO[1,2-A]PYRIDIN-3-YL-2-PHOSPHONOPROPIONIC ACID (ENANTIONMERS)
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O=C(O)C(O)(Cc1cnc2ccccn12)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1099309
Name (2-HYDROXY-3-IMIDAZO[1,2-A]PYRIDIN-3-YL-2-PHOSPHONOPROPIONIC ACID (ENANTIONMERS)
Phase Preclinical
Structure Type MOL
InChI Key XZINREBMYQRVSH-UHFFFAOYSA-N
2
Targets
13
Activities
2
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

286.2
MW (Da)
-0.17
ALogP
5
HBA
4
HBD
132.4
PSA (Ų)
0.57
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C10H11N2O6P
MW 286.18
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -0.73

Activity Summary

IC50 12 meas. best 5.96
Ki 1 meas. best 6.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 6.68 6.68 211.0 1
Unchecked
CHEMBL612545
 IC50 5.96 5.4533 1100.0 6
J774
CHEMBL614123
 IC50 4.51 4.38 31000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 211.0 nM 6.68 Inhibition of recombinant RGGT by uncompetitive inhibition based Lineweaver-Burk... 20394422
Unchecked IC50 = 1100.0 nM 5.96 Inhibition of recombinant RGGT assessed as incorporation of [3H]GGPP into His-ta... 20394422
Unchecked IC50 = 1240.0 nM 5.91 Inhibition of RGGT assessed as [3H]GGPP incorporation into Rab1a protein after 3... 21889236
Unchecked IC50 = 1300.0 nM 5.89 Inhibition of recombinant RGGT assessed as incorporation of [3H]GGPP into His-ta... 20394422
Unchecked IC50 = 1300.0 nM 5.89 Inhibition of rat RabGGTase using [3H]GGPP by scintillation counting 25530833
Unchecked IC50 = 12500.0 nM 4.9 Inhibition of recombinant RGGT assessed as incorporation of [3H]GGPP into His-ta... 20394422
J774 IC50 = 31000.0 nM 4.51 Cytotoxicity against mouse J774 cells assessed as cell viability after 48 hrs by... 20394422
J774 IC50 = 47000.0 nM 4.33 Cytotoxicity against mouse J774 cells assessed as cell viability after 48 hrs by... 20394422
J774 IC50 = 50000.0 nM 4.3 Cytotoxicity against mouse J774 cells assessed as reduction in cell viability af... 21889236
Unchecked IC50 = 67700.0 nM 4.17 Inhibition of recombinant RGGT assessed as incorporation of [3H]GGPP into His-ta... 20394422

Literature References

PubMed DOI Target Context # Activities
20394422 10.1021/jm900232u Unchecked 14
20394422 10.1021/jm900232u Geranylgeranyl pyrophosphate synthase 5
20394422 10.1021/jm900232u Farnesyl pyrophosphate synthase 4
20394422 10.1021/jm900232u J774 3
28953373 10.1021/acs.jmedchem.7b00811 Unchecked 3
20394422 10.1021/jm900232u Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha 2
21889236 10.1016/j.ejmech.2011.04.063 Unchecked 2
28953373 10.1021/acs.jmedchem.7b00811 HeLa 2
20394422 10.1021/jm900232u Geranylgeranyl transferase type-2 subunit alpha 1
20394422 10.1021/jm900232u Osteoclast 1
20394422 10.1021/jm900232u Rattus norvegicus 1
21889236 10.1016/j.ejmech.2011.04.063 J774 1
25530833 10.1039/c2md20299a Unchecked 1
28953373 10.1021/acs.jmedchem.7b00811 Geranylgeranyl transferase type I 1

Data from ChEMBL 36 via Core Engine