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Compound Detail

CHEMBL3771118

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COc1ncc(C)cc1CC[C@@](O)(CC(=O)O)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3771118
Phase Preclinical
Structure Type MOL
InChI Key FGYMJXFSHBLHLW-CYBMUJFWSA-N
6
Targets
15
Activities
1
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

283.3
MW (Da)
0.62
ALogP
5
HBA
3
HBD
117.0
PSA (Ų)
0.67
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H17NO6
MW 283.28
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness 0.22

Activity Summary

IC50 15 meas. best 6.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Na(+)/citrate cotransporter
CHEMBL3769295
 IC50 6.92 6.91 120.0 2
Na(+)/citrate cotransporter
CHEMBL3769294
 IC50 6.68 6.675 210.0 2
Na(+)/citrate cotransporter
CHEMBL3769293
 IC50 6.3 6.205 501.2 4
Rattus norvegicus
CHEMBL376
 IC50 6.0 5.95 1000.0 3
Solute carrier family 13 member 2
CHEMBL3712851
 IC50 5.0 4.94 10000.0 2
Na(+)/dicarboxylate cotransporter 3
CHEMBL3712947
 IC50 5.0 4.925 10000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 4890.0 ng.hr.mL-1 Rattus norvegicus
CL 15.8 mL.min-1.kg-1 Rattus norvegicus
CL 4.4 mL.min-1.kg-1 Rattus norvegicus
Fu 0.135 - Rattus norvegicus
T1/2 1.7 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Na(+)/citrate cotransporter IC50 = 120.0 nM 6.92 Inhibition of NaCT in rat hepatocytes assessed as [14C]-citrate uptake after 30 ... 26734723
Na(+)/citrate cotransporter IC50 = 125.89 nM 6.9 Inhibition of NaCT in rat hepatocytes assessed as [14C]-citrate uptake after 30 ... 26734723
Na(+)/citrate cotransporter IC50 = 210.0 nM 6.68 Inhibition of NaCT in mouse hepatocytes assessed as [14C]-citrate uptake after 3... 26734723
Na(+)/citrate cotransporter IC50 = 213.8 nM 6.67 Inhibition of NaCT in mouse hepatocytes assessed as [14C]-citrate uptake after 3... 26734723
Na(+)/citrate cotransporter IC50 = 501.19 nM 6.3 Inhibition of NaCT (unknown origin) expressed in HEK293 cells assessed as inhibi... 26734723
Na(+)/citrate cotransporter IC50 = 510.0 nM 6.29 Inhibition of NaCT (unknown origin) expressed in HEK293 cells assessed as inhibi... 26734723
Na(+)/citrate cotransporter IC50 = 740.0 nM 6.13 Inhibition of NaCT in human hepatocytes assessed as [14C]-citrate uptake after 3... 26734723
Na(+)/citrate cotransporter IC50 = 794.33 nM 6.1 Inhibition of NaCT in human hepatocytes assessed as [14C]-citrate uptake after 3... 26734723
Rattus norvegicus IC50 = 1000.0 nM 6.0 Decrease in [14C]citrate uptake in iv dosed Wistar Han rat kidney measured after... 26734723
Rattus norvegicus IC50 = 1000.0 nM 6.0 Decrease in [14C]citrate uptake in iv dosed Wistar Han rat testis measured after... 26734723
Rattus norvegicus IC50 = 1400.0 nM 5.85 Decrease in [14C]citrate uptake in iv dosed Wistar Han rat liver measured after ... 26734723
Solute carrier family 13 member 2 IC50 = 10000.0 nM 5.0 Inhibition of NaDC1 (unknown origin) expressed in HEK293 cells assessed as inhib... 26734723
Na(+)/dicarboxylate cotransporter 3 IC50 = 10000.0 nM 5.0 Inhibition of NaDC3 (unknown origin) expressed in HEK293 cells assessed as inhib... 26734723
Solute carrier family 13 member 2 IC50 = 13200.0 nM 4.88 Inhibition of NaDC1 (unknown origin) expressed in HEK293 cells assessed as inhib... 26734723
Na(+)/dicarboxylate cotransporter 3 IC50 = 14100.0 nM 4.85 Inhibition of NaDC3 (unknown origin) expressed in HEK293 cells assessed as inhib... 26734723

Literature References

PubMed DOI Target Context # Activities
26734723 10.1021/acs.jmedchem.5b01752 Rattus norvegicus 13
26734723 10.1021/acs.jmedchem.5b01752 Na(+)/citrate cotransporter 8
26734723 10.1021/acs.jmedchem.5b01752 Mus musculus 5
26734723 10.1021/acs.jmedchem.5b01752 Unchecked 3
26734723 10.1021/acs.jmedchem.5b01752 Hepatocyte 3
26734723 10.1021/acs.jmedchem.5b01752 Solute carrier family 13 member 2 2
26734723 10.1021/acs.jmedchem.5b01752 3',5'-cyclic-AMP phosphodiesterase 4D 2
26734723 10.1021/acs.jmedchem.5b01752 Na(+)/dicarboxylate cotransporter 3 2
26734723 10.1021/acs.jmedchem.5b01752 NON-PROTEIN TARGET 1
26734723 10.1021/acs.jmedchem.5b01752 Tyrosine-protein kinase ABL1 1
26734723 10.1021/acs.jmedchem.5b01752 Angiotensin-converting enzyme 1
26734723 10.1021/acs.jmedchem.5b01752 Acetylcholinesterase 1
26734723 10.1021/acs.jmedchem.5b01752 ATP-citrate synthase 1
26734723 10.1021/acs.jmedchem.5b01752 Prostaglandin G/H synthase 2 1
26734723 10.1021/acs.jmedchem.5b01752 Cytochrome P450 1A2 1
26734723 10.1021/acs.jmedchem.5b01752 Cytochrome P450 2C8 1
26734723 10.1021/acs.jmedchem.5b01752 Cytochrome P450 2C9 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
26734723 10.1021/acs.jmedchem.5b01752 Cytochrome P450 3A4 1
26734723 10.1021/acs.jmedchem.5b01752 Tyrosine-protein kinase Lck 1

Data from ChEMBL 36 via Core Engine