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picolinic acid

AlkaPlorer ID: AK014021

Synonym: '', 'SMR000814709', 'picolinate', '2-Picolinic acid', 'PYRIDINE-2-CARBOXYLIC ACID', 'MLS001335931', 'MLS001335932', 'Picolinic acid', '2-carboxypyridine', '2-Pyridinecarboxylic acid', 'alpha-picolinic acid', 'MLSMR', 'Pyridine-2-carboxylic acid', 'o-pyridinecarboxylic acid', 'alpha-pyridinecarboxylic acid'

IUPAC Name: pyridine-2-carboxylic acid

Structure

SMILES: O=C(O)C1=CC=CC=N1

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InChI: InChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9)

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InChIKey: SIOXPEMLGUPBBT-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Escherichia coli Escherichia Enterobacteriaceae Enterobacterales Gammaproteobacteria Pseudomonadota None Bacteria

Properties Information

Molecule Weight: 123.11099999999998

TPSA？: 50.19

MolLogP？: 0.7797999999999999

Number of H-Donors: 1

Number of H-Acceptors: 2

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Aeromonas hydrophila Beta-lactamase Activity 8.0 % 10.1128/aac.00866-06
Aeromonas hydrophila Beta-lactamase Ki 5700.0 nM 10.1128/aac.00866-06
Aeromonas hydrophila Beta-lactamase Ki 46000.0 nM 10.1128/aac.00866-06
Aeromonas hydrophila Beta-lactamase Ki 76000.0 nM 10.1128/aac.00866-06
Aeromonas hydrophila Beta-lactamase Ki 440000.0 nM 10.1128/aac.00866-06
Aeromonas hydrophila Beta-lactamase Ki 1100000.0 nM 10.1128/aac.00866-06
Agaricus bisporus Tyrosinase Inhibition 74.0 % 10.1021/jm101266s
Bacillus anthracis Anthrax lethal factor Inhibition 49.0 % 10.1021/jm101266s
Bacillus subtilis 4'-phosphopantetheinyl transferase ffp Potency 25118.9 nM None
Bos taurus Dopamine beta-hydroxylase Inhibition 55.0 % 10.1016/j.bmc.2020.115820
Bos taurus Dopamine beta-hydroxylase Inhibition 83.0 % 10.1016/j.bmc.2020.115820
Escherichia coli K-12 Beta-lactamase AmpC Potency 50118.7 nM None
Escherichia coli K-12 Methionine aminopeptidase Inhibition nan % 10.1021/jm0300532
Homo sapiens 786-0 GI50 100000.0 nM None
Homo sapiens A498 GI50 100000.0 nM None
Homo sapiens A549 GI50 65162.84 nM 10.1016/j.bmc.2008.01.024
Homo sapiens A549 GI50 100000.0 nM None
Homo sapiens A549 LC50 100000.0 nM 10.1016/j.bmc.2008.01.024
Homo sapiens A549 TGI 82035.15 nM 10.1016/j.bmc.2008.01.024
Homo sapiens ACHN GI50 100000.0 nM None
Homo sapiens Arachidonate 5-lipoxygenase Inhibition 16.0 % 10.1021/jm101266s
Homo sapiens Bromodomain adjacent to zinc finger domain protein 2B Potency 2818.4 nM None
Homo sapiens BT-549 GI50 100000.0 nM None
Homo sapiens CAKI-1 GI50 100000.0 nM None
Homo sapiens CCRF-CEM GI50 100000.0 nM None
Homo sapiens COLO 205 GI50 100000.0 nM None
Homo sapiens DNA polymerase iota Potency 14125.4 nM None
Homo sapiens EKVX GI50 100000.0 nM None
Homo sapiens Flap endonuclease 1 Potency 79432.8 nM None
Homo sapiens Geminin Potency 2059.6 nM None
Homo sapiens Geminin Potency 25929.0 nM None
Homo sapiens HCT-116 GI50 100000.0 nM None
Homo sapiens HCT-15 GI50 100000.0 nM None
Homo sapiens Histone deacetylase 6 Inhibition -6.86 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 12.15 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 562.3 nM None
Homo sapiens HL-60 IC50 nan None 10.1016/j.bmc.2008.09.052
Homo sapiens HOP-62 GI50 100000.0 nM None
Homo sapiens HOP-92 GI50 100000.0 nM None
Homo sapiens Hs-578T GI50 100000.0 nM None
Homo sapiens HT-29 GI50 100000.0 nM None
Homo sapiens Hypoxia-inducible factor prolyl 4-hydroxylase IC50 100000.0 nM 10.1021/jm00083a001
Homo sapiens Hypoxia-inducible factor prolyl 4-hydroxylase IC50 111500.0 nM 10.1021/jm00076a014
Homo sapiens IGROV-1 GI50 100000.0 nM None
Homo sapiens K562 GI50 100000.0 nM None
Homo sapiens KM12 GI50 100000.0 nM None
Homo sapiens Lethal(3)malignant brain tumor-like protein 1 Potency 14125.4 nM None
Homo sapiens Lysine-specific demethylase 4A Potency 3981.1 nM None
Homo sapiens M14 GI50 100000.0 nM None
Homo sapiens Matrix metalloproteinase-1 Inhibition 3.0 % 10.1021/jm101266s
Homo sapiens Matrix metalloproteinase-2 Inhibition 25.0 % 10.1021/jm101266s
Homo sapiens Matrix metalloproteinase 3 Inhibition 99.0 % 10.1021/jm101266s
Homo sapiens Matrix metalloproteinase 8 Inhibition 30.0 % 10.1021/jm101266s
Homo sapiens Matrix metalloproteinase 9 Inhibition 0.0 % 10.1021/jm101266s
Homo sapiens MCF7 GI50 100000.0 nM None
Homo sapiens MDA-MB-231 GI50 100000.0 nM None
Homo sapiens MDA-MB-435 GI50 100000.0 nM None
Homo sapiens MDA-N GI50 100000.0 nM None
Homo sapiens MOLT-4 GI50 100000.0 nM None
Homo sapiens NCI/ADR-RES GI50 100000.0 nM None
Homo sapiens NCI-H226 GI50 100000.0 nM None
Homo sapiens NCI-H23 GI50 61801.64 nM 10.1016/j.bmc.2008.01.024
Homo sapiens NCI-H23 GI50 100000.0 nM None
Homo sapiens NCI-H23 LC50 88511.56 nM 10.1016/j.bmc.2008.01.024
Homo sapiens NCI-H23 TGI 73960.53 nM 10.1016/j.bmc.2008.01.024
Homo sapiens NCI-H322M GI50 100000.0 nM None
Homo sapiens NCI-H460 GI50 100000.0 nM None
Homo sapiens NCI-H522 GI50 693.43 nM 10.1016/j.bmc.2008.01.024
Homo sapiens NCI-H522 LC50 10519.62 nM 10.1016/j.bmc.2008.01.024
Homo sapiens NCI-H522 TGI 1054.39 nM 10.1016/j.bmc.2008.01.024
Homo sapiens Nicotinate phosphoribosyltransferase Ki 1.16 nM None
Homo sapiens OVCAR-3 GI50 100000.0 nM None
Homo sapiens OVCAR-4 GI50 100000.0 nM None
Homo sapiens OVCAR-5 GI50 100000.0 nM None
Homo sapiens OVCAR-8 GI50 100000.0 nM None
Homo sapiens PC-3 GI50 100000.0 nM None
Homo sapiens Prelamin-A/C Potency 35481.3 nM None
Homo sapiens Proton-coupled amino acid transporter 1 Ki 18000000.0 nM 10.1016/j.bmc.2011.08.058
Homo sapiens Proton-coupled amino acid transporter 1 pKi -1.26 mM 10.1016/j.bmc.2011.08.058
Homo sapiens RPMI-8226 GI50 100000.0 nM None
Homo sapiens RXF 393 GI50 100000.0 nM None
Homo sapiens SF-268 GI50 100000.0 nM None
Homo sapiens SF-295 GI50 100000.0 nM None
Homo sapiens SF-539 GI50 100000.0 nM None
Homo sapiens SK-MEL-2 GI50 100000.0 nM None
Homo sapiens SK-MEL-28 GI50 100000.0 nM None
Homo sapiens SK-MEL-5 GI50 100000.0 nM None
Homo sapiens SN12C GI50 100000.0 nM None
Homo sapiens SNB-19 GI50 100000.0 nM None
Homo sapiens SNB-75 GI50 100000.0 nM None
Homo sapiens SR GI50 100000.0 nM None
Homo sapiens SW-620 GI50 100000.0 nM None
Homo sapiens T47D GI50 100000.0 nM None
Homo sapiens TK-10 GI50 100000.0 nM None
Homo sapiens U-251 GI50 100000.0 nM None
Homo sapiens UACC-257 GI50 100000.0 nM None
Homo sapiens UACC-62 GI50 100000.0 nM None
Homo sapiens UO-31 GI50 100000.0 nM None
Klebsiella pneumoniae OXA-48 IC50 2000000.0 nM 10.1021/acs.jmedchem.6b00660
Klebsiella pneumoniae OXA-48 Kd 1000000.0 nM 10.1021/acs.jmedchem.6b00660
Mus musculus Mus musculus Activity nan None 10.1016/j.bmc.2008.09.052
Mus musculus Nitric oxide synthase, inducible Inhibition 6.0 % 10.1021/jm101266s
Mycobacterium tuberculosis 1-deoxy-D-xylulose 5-phosphate reductoisomerase Inhibition nan % 10.1021/jm200363d
Mycobacterium tuberculosis variant bovis Mycobacterium tuberculosis variant bovis MIC50 700000.0 nM 10.1016/j.bmc.2022.117046
Plasmodium falciparum Plasmodium falciparum Potency 9528.3 nM None
Plasmodium falciparum Plasmodium falciparum Potency 18526.0 nM None
Pseudomonas aeruginosa Metallo beta-lactamase Activity 31.0 % 10.1128/aac.00866-06
Pseudomonas aeruginosa Metallo beta-lactamase Activity 54.0 % 10.1128/aac.00866-06
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 11.75 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -4.94 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.27 % 10.6019/CHEMBL4495565
Staphylococcus aureus (strain NCTC 8325) ATP-dependent Clp protease proteolytic subunit Inhibition nan % 10.1021/acs.jmedchem.9b01746
Stenotrophomonas maltophilia Beta-lactamase L1 Activity 29.0 % 10.1128/aac.00866-06
Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145) Dihydrodipicolinate synthase IC50 1000000.0 nM 10.1016/0960-894X(94)85023-2
None NON-PROTEIN TARGET IC50 406000.0 nM 10.1016/j.bmc.2008.09.052
None No relevant target pKa 0.99 None 10.1007/s11095-013-1232-z
None Unchecked Activity 59.0 % 10.1128/aac.00866-06
None Unchecked Activity 62.0 % 10.1128/aac.00866-06
None Unchecked Activity 80.0 % 10.1128/aac.00866-06
None Unchecked Activity 95.0 % 10.1128/aac.00866-06
None Unchecked Inhibition -45.0 % 10.1016/j.ejmech.2018.10.027
None Unchecked Inhibition nan % 10.1021/jm200363d
None Unchecked Ki 13000.0 nM 10.1128/aac.00866-06
None Unchecked Ki 301995.17 nM 10.1021/jm200363d

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT015405 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.O=C(O)c1ccccn1>>Cc1ncc(C[n+]2ccccc2C(=O)O)c(=N)[nH]1 enzymemap_40280
AKRT015425 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.O=C(O)c1ccccn1>>Cc1ncc(C[n+]2ccccc2C(=O)O)c(N)n1 enzymemap_40280
AKRT015799 N#Cc1ccccn1>>O=C(O)c1ccccn1 enzymemap_79397
AKRT015814 N/C(=C/C=C\C=O)C(=O)O>>O=C(O)c1ccccn1 R11022
AKRT015823 N/C(=C\C=C\C=O)C(=O)O>>O=C(O)c1ccccn1 RXN-10723
AKRT017285 NC(=O)c1ccccn1>>O=C(O)c1ccccn1 enzymemap_77414
AKRT022002 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O.O=C(O)c1ccccn1>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O.O=C([32S])c1ccccn1 None
AKRT023371 O=C(O)c1ccccn1>>O=C(O)C1=NCCCC1 MNXR132789
AKRT023372 O=C(O)c1ccccn1>>O=C(O)c1cccc(O)n1 RXN-20887
AKRT023373 O=C(O)c1ccccn1>>O=Cc1ccccn1 68908
AKRT023787 O=Cc1ccccn1>>O=C(O)c1ccccn1 retrobiocat_848
AKRT024946 [CoA].O=C(O)c1ccccn1>>O=C([CoA])c1ccccn1 enzymemap_89704