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Compound Detail

CHEMBL279998

ISONIPECOTIC ACID
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O=C(O)C1CCNCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL279998
Name ISONIPECOTIC ACID
Phase Preclinical
Structure Type MOL
InChI Key SRJOCJYGOFTFLH-UHFFFAOYSA-N
7
Targets
21
Activities
3
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 0.18

Activity Summary

EC50 12 meas. best 5.55
IC50 6 meas. best 6.48
Ki 3 meas. best 6.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL1907607
 IC50 6.48 6.48 330.0 1
GABA-A receptor; anion channel
CHEMBL2093872
 Ki 6.3 6.295 501.2 2
Unchecked
CHEMBL612545
 EC50 5.55 5.545 2800.0 2
Plasmodium falciparum
CHEMBL364
 IC50 4.8 4.8 15848.9 4
GABA A receptor alpha-3/beta-2/gamma-2
CHEMBL2111339
 EC50 4.77 4.77 16982.4 2
GABA A receptor alpha-2/beta-2/gamma-2
CHEMBL2111413
 EC50 4.62 4.62 23988.3 2
Glutamate receptor ionotropic, NMDA 1
CHEMBL330
 IC50 4.03 4.03 94100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; anion channel IC50 = 330.0 nM 6.48 Inhibition of [3H]GABA binding to Gamma-aminobutyric acid receptor of rat brain ... 6292417
GABA-A receptor; anion channel Ki = 501.19 nM 6.3 Displacement of [3H]muscimol from GABAA receptor in SPRD rat brain synaptic memb... 25038482
GABA-A receptor; anion channel Ki = 510.0 nM 6.29 Displacement of [3H]muscimol from GABAA receptor in SPRD rat brain synaptic memb... 25038482
Unchecked EC50 = 2800.0 nM 5.55 Agonist activity at human GABAAalpha5beta2gamma2S receptor expressed in tsA-201c... 25038482
Unchecked EC50 = 2884.03 nM 5.54 Agonist activity at human GABAAalpha5beta2gamma2S receptor expressed in tsA-201c... 25038482
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
GABA A receptor alpha-3/beta-2/gamma-2 EC50 = 17000.0 nM 4.77 Agonist activity at human GABAAalpha3beta2gamma2S receptor expressed in tsA-201c... 25038482
GABA A receptor alpha-3/beta-2/gamma-2 EC50 = 16982.44 nM 4.77 Agonist activity at human GABAAalpha3beta2gamma2S receptor expressed in tsA-201c... 25038482
GABA A receptor alpha-2/beta-2/gamma-2 EC50 = 24000.0 nM 4.62 Agonist activity at human GABAAalpha2beta2gamma2S receptor expressed in tsA-201c... 25038482
GABA A receptor alpha-2/beta-2/gamma-2 EC50 = 23988.33 nM 4.62 Agonist activity at human GABAAalpha2beta2gamma2S receptor expressed in tsA-201c... 25038482
Glutamate receptor ionotropic, NMDA 1 IC50 = 94100.0 nM 4.03 Inhibitory concentration required to inhibit [3H]strychnine binding to N-methyl-... 1310117

Literature References

PubMed DOI Target Context # Activities
10762036 10.1016/s0960-894x(00)00064-0 Mus musculus 4
1310117 10.1021/jm00080a006 Mus musculus 4
19734910 10.1038/nchembio.215 Plasmodium falciparum 4
25038482 10.1016/j.ejmech.2014.07.039 GABA A receptor alpha-3/beta-2/gamma-2 3
25038482 10.1016/j.ejmech.2014.07.039 GABA A receptor alpha-2/beta-2/gamma-2 3
25038482 10.1016/j.ejmech.2014.07.039 Gamma-aminobutyric acid receptor subunit rho-1 3
25038482 10.1016/j.ejmech.2014.07.039 Unchecked 3
11412984 10.1016/s0960-894x(01)00184-6 GABA A receptor alpha-4/beta-3/gamma-2 2
25038482 10.1016/j.ejmech.2014.07.039 GABA-A receptor; alpha-1/beta-2/gamma-2 2
25038482 10.1016/j.ejmech.2014.07.039 GABA-A receptor; anion channel 2
21955456 10.1016/j.bmc.2011.08.058 Proton-coupled amino acid transporter 1 2
11412984 10.1016/s0960-894x(01)00184-6 GABA-A receptor; alpha-6/beta-3/gamma-2 2
11412984 10.1016/s0960-894x(01)00184-6 GABA-A receptor; alpha-5/beta-3/gamma-2 2
11412984 10.1016/s0960-894x(01)00184-6 GABA-A receptor; alpha-3/beta-3/gamma-2 2
11412984 10.1016/s0960-894x(01)00184-6 GABA-A receptor; alpha-2/beta-3/gamma-2 2
11412984 10.1016/s0960-894x(01)00184-6 GABA-A receptor; alpha-1/beta-3/gamma-2 2
6292417 10.1021/jm00352a012 No relevant target 2
10780899 10.1021/jm9904349 GABA-C receptor 1
1310117 10.1021/jm00080a006 Glutamate receptor ionotropic, NMDA 1 1
6292417 10.1021/jm00352a012 GABA transporter 1

Data from ChEMBL 36 via Core Engine