Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL77484

(S)-NIPECOTIC ACID
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C(O)[C@H]1CCCNC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL77484
Name (S)-NIPECOTIC ACID
Phase Preclinical
Structure Type MOL
InChI Key XJLSEXAGTJCILF-YFKPBYRVSA-N
4
Targets
33
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

129.2
MW (Da)
0.07
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.53
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C6H11NO2
MW 129.16
Aromatic Rings 0
Heavy Atoms 9
NP-Likeness 0.17

Activity Summary

IC50 33 meas. best 5.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium- and chloride-dependent GABA transporter 1
CHEMBL4054
 IC50 5.75 5.5757 1770.0 14
Rattus norvegicus
CHEMBL376
 IC50 5.0 4.63 9880.0 2
Unchecked
CHEMBL612545
 IC50 4.49 4.49 32600.0 1
Sodium- and chloride-dependent GABA transporter 1
CHEMBL5445
 IC50 4.13 4.13 74131.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium- and chloride-dependent GABA transporter 1 IC50 = 1770.0 nM 5.75 H-bonding interaction between amino acid residue (Tyr-140) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 1830.0 nM 5.74 H-bonding interaction between amino acid residue (Asn-137) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2100.0 nM 5.68 H-bonding interaction between amino acid residue (Ser-133) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2210.0 nM 5.66 H-bonding interaction between amino acid residue (Asn-137) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2450.0 nM 5.61 H-bonding interaction between amino acid residue (Tyr-140) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2490.0 nM 5.6 H-bonding interaction between amino acid residue (Thr-89) of Sodium- and chlorid... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2660.0 nM 5.58 H-bonding interaction between amino acid residue (Tyr-140) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2660.0 nM 5.58 H-bonding interaction between amino acid residue (Asn-137) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2730.0 nM 5.56 H-bonding interaction between amino acid residue (Asn-137) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2780.0 nM 5.56 H-bonding interaction between amino acid residue (Tyr-140) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2970.0 nM 5.53 H-bonding interaction between amino acid residue (Ser-133) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2950.0 nM 5.53 H-bonding interaction between amino acid residue (Thr-89) of Sodium- and chlorid... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 4140.0 nM 5.38 H-bonding interaction between amino acid residue (Ser-133) of Sodium- and chlori... 15509161
Sodium- and chloride-dependent GABA transporter 1 IC50 = 4960.0 nM 5.3 H-bonding interaction between amino acid residue (Ser-133) of Sodium- and chlori... 15509161
Rattus norvegicus IC50 = 9880.0 nM 5.0 Inhibition of GABA uptake from rat diencephalon-midbrain 2985785
Unchecked IC50 = 32600.0 nM 4.49 Inhibition of GAT1-mediated [3H]GABA uptake in bovine brain stem 20219271
Rattus norvegicus IC50 = 55000.0 nM 4.26 In vitro inhibition of [3H]GABA uptake in rat Hippocampal slices. 1433224
Sodium- and chloride-dependent GABA transporter 1 IC50 = 74131.02 nM 4.13 Inhibition of [3H]GABA uptake at mouse GAT1 expressed in HEK cells 18395300
Sodium- and chloride-dependent GABA transporter 1 IC50 = 74131.02 nM 4.13 Inhibition of GABA uptake at murine GAT-1 expressed in HEK293 cells 23770450

Literature References

PubMed DOI Target Context # Activities
15509161 10.1021/jm040809c Sodium- and chloride-dependent GABA transporter 1 14
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
20219271 10.1016/j.ejmech.2010.02.029 Unchecked 2
18395300 10.1016/j.ejmech.2008.01.005 GABA transporter 4 1
30777661 10.1016/j.bmc.2019.02.015 Sodium- and chloride-dependent GABA transporter 1 1
23886812 10.1016/j.bmc.2013.06.063 Sodium- and chloride-dependent GABA transporter 1 1
23886812 10.1016/j.bmc.2013.06.063 Sodium- and chloride-dependent GABA transporter 3 1
23770450 10.1016/j.ejmech.2013.04.063 Sodium- and chloride-dependent GABA transporter 1 1
23770450 10.1016/j.ejmech.2013.04.063 GABA transporter 2 1
23770450 10.1016/j.ejmech.2013.04.063 GABA transporter 3 1
23770450 10.1016/j.ejmech.2013.04.063 GABA transporter 4 1
2985785 10.1021/jm50001a020 Rattus norvegicus 1
18395300 10.1016/j.ejmech.2008.01.005 GABA transporter 3 1
18395300 10.1016/j.ejmech.2008.01.005 GABA transporter 2 1
18395300 10.1016/j.ejmech.2008.01.005 Sodium- and chloride-dependent GABA transporter 1 1
8057281 10.1021/jm00041a012 Sodium- and chloride-dependent betaine transporter 1
8057281 10.1021/jm00041a012 Sodium- and chloride-dependent GABA transporter 3 1
8057281 10.1021/jm00041a012 Sodium- and chloride-dependent GABA transporter 2 1
8057281 10.1021/jm00041a012 Sodium- and chloride-dependent GABA transporter 1 1
1433224 10.1021/jm00100a032 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine