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Compound Detail

CHEMBL1686

ALPHA-KETOGLUTARIC ACID
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O=C(O)CCC(=O)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1686
Name ALPHA-KETOGLUTARIC ACID
Phase Preclinical
Structure Type MOL
InChI Key KPGXRSRHYNQIFN-UHFFFAOYSA-N
4
Targets
13
Activities
4
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

146.1
MW (Da)
-0.50
ALogP
3
HBA
2
HBD
91.7
PSA (Ų)
0.52
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C5H6O5
MW 146.10
Aromatic Rings 0
Heavy Atoms 10
NP-Likeness 0.84

Activity Summary

Kd 6 meas. best 6.05
IC50 4 meas.
EC50 2 meas. best 8.26
Ki 1 meas. best 4.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Olfactory receptor 51E2
CHEMBL4523454
 EC50 8.26 8.26 5.5 1
Egl nine homolog 1
CHEMBL5697
 Kd 6.05 5.93 900.0 6
Na(+)/dicarboxylate cotransporter 3
CHEMBL3712947
 EC50 4.27 4.27 54000.0 1
Unchecked
CHEMBL612545
 Ki 4.08 4.08 83000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 12.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Olfactory receptor 51E2 EC50 = 5.5 nM 8.26 Agonist activity at PSGR/OR51E2 (unknown origin) expressed in human Hana3A cells... -
Egl nine homolog 1 Kd = 900.0 nM 6.05 Binding affinity to human PHD2 by nondenaturing ESI-MS 20025281
Egl nine homolog 1 Kd = 900.0 nM 6.05 Binding affinity to human PHD2-Mn(II) using 12.5% H2O/87.5% D2O MQC spectrometer... 20025281
Egl nine homolog 1 Kd = 900.0 nM 6.05 Binding affinity to human PHD2 catalytic domain (181 to 426) Mn2 expressed in Es... 23234607
Egl nine homolog 1 Kd = 1000.0 nM 6.0 Binding affinity to human PHD2-Mn(II) using 12.5% H2O/87.5% D2O MQC spectrometer... 20025281
Egl nine homolog 1 Kd = 1700.0 nM 5.77 Binding affinity to human PHD2-Mn(II) using 100% H2O MQC spectrometer operated a... 20025281
Egl nine homolog 1 Kd = 2200.0 nM 5.66 Binding affinity to human PHD2-Mn(II) using 12.5% H2O/87.5% D2O MQC spectrometer... 20025281
Na(+)/dicarboxylate cotransporter 3 EC50 = 54000.0 nM 4.27 Substrate uptake by the Na(+)/Dicarboxylate Cotransporter 3 (NADC3, SLC13A3) as ... -
Unchecked Ki = 83000.0 nM 4.08 Displacement of sodium 5-(3-(8-(3-carboxy-N-hydroxyacrylamido)octyl)thioureido)-... 27980707

Literature References

PubMed DOI Target Context # Activities
20025281 10.1021/jm901537q Egl nine homolog 1 6
23414088 10.1021/jm301433m Unchecked 3
9950961 10.1152/ajprenal.1999.276.2.f295 Solute carrier family 22 member 6 2
23234607 10.1021/jm301583m Egl nine homolog 1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
11327718 10.1006/bbrc.2001.4774 Solute carrier family 22 member 7 2
- 10.1016/S0960-894X(97)00413-7 Glutamate racemase 2
9228014 10.1074/jbc.272.30.18526 Solute carrier family 22 member 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
27980707 10.1021/acsmedchemlett.5b00366 Unchecked 2
17301803 10.1038/nchembio863 Hypoxia-inducible factor 1-alpha inhibitor 1
11284449 10.1007/s002100000354 ATP-dependent translocase ABCB1 1
12065749 10.1124/mol.62.1.7 Solute carrier family 22 member 7 1
14586168 10.1159/000074539 Organic anion transporter 3 1
17301803 10.1038/nchembio863 Prolyl hydroxylase EGLN3 1
17301803 10.1038/nchembio863 Prolyl 4-hydroxylase subunit alpha-1 1
11502595 10.1152/ajprenal.2001.281.3.f454 Solute carrier family 22 member 2 1
11502595 10.1152/ajprenal.2001.281.3.f454 Solute carrier family 22 member 1 1
- 10.5281/zenodo.7360495 Na(+)/dicarboxylate cotransporter 3 1

Data from ChEMBL 36 via Core Engine