Navigation

name Structure Reference Source Properties Activities Metabolism

1H-Indole-2,3-dione 

AlkaPlorer ID: AK019507

Synonym: 2,3-Indolinedione, Isatin

IUPAC Name: 1H-indole-2,3-dione

Structure

SMILES: O=C1NC2=CC=CC=C2C1=O

copy

InChI: InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11)

copy

InChIKey: JXDYKVIHCLTXOP-UHFFFAOYSA-N

copy

Properties Information

Molecule Weight: 147.13299999999995

TPSA？: 46.17

MolLogP？: 0.8213999999999999

Number of H-Donors: 1

Number of H-Acceptors: 2

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Arabidopsis thaliana Acetolactate synthase Inhibition 70.0 % 10.1021/jf2021607
Brassica rapa subsp. oleifera Brassica rapa subsp. oleifera Inhibition 24.0 % 10.1021/jf2021607
Brassica rapa subsp. oleifera Brassica rapa subsp. oleifera Inhibition 52.0 % 10.1021/jf2021607
Electrophorus electricus Acetylcholinesterase IC50 1000000.0 nM 10.1016/j.bmcl.2022.129037
Equus caballus Cholinesterase IC50 1000000.0 nM 10.1016/j.bmcl.2022.129037
Homo sapiens A549 IC50 13500.0 nM 10.1016/j.bmcl.2012.02.011
Homo sapiens Acetylcholinesterase Ki 100000.0 nM 10.1021/jm061471k
Homo sapiens Acyl coenzyme A:cholesterol acyltransferase Ki 100000.0 nM 10.1021/jm061471k
Homo sapiens ASPC1 Activity nan None 10.1016/j.ejmech.2013.10.045
Homo sapiens Butyrylcholinesterase Ki 100000.0 nM 10.1021/jm061471k
Homo sapiens Caspase-3 IC50 100000.0 nM 10.1039/C6MD00228E
Homo sapiens D-amino-acid oxidase Inhibition 19.0 % 10.1016/j.bmc.2018.02.004
Homo sapiens Geminin Potency 20596.2 nM None
Homo sapiens HepG2 IC50 10000.0 nM 10.1016/j.bmcl.2013.12.001
Homo sapiens HepG2 IC50 10000.0 nM 10.1016/j.ejmech.2018.07.032
Homo sapiens HT-29 IC50 10000.0 nM 10.1016/j.bmcl.2013.12.001
Homo sapiens Jurkat IC50 10000.0 nM 10.1016/j.ejmech.2015.12.050
Homo sapiens K562 IC50 10000.0 nM 10.1016/j.bmcl.2013.12.001
Homo sapiens K562 IC50 10000.0 nM 10.1016/j.ejmech.2018.07.032
Homo sapiens MCF7 Activity nan None 10.1016/j.ejmech.2013.10.045
Homo sapiens MDA-MB-231 IC50 100000.0 nM 10.1016/j.bmcl.2012.02.011
Homo sapiens Monoamine oxidase A Activity 64.71 % 10.1016/j.bmcl.2014.12.001
Homo sapiens Monoamine oxidase A IC50 8430.0 nM 10.1016/j.bmc.2022.117030
Homo sapiens Monoamine oxidase A IC50 8430.0 nM 10.1016/j.bmcl.2022.129038
Homo sapiens Monoamine oxidase A IC50 8430.0 nM 10.1016/j.ejmech.2022.114828
Homo sapiens Monoamine oxidase A IC50 22540.0 nM 10.1039/C6MD00228E
Homo sapiens Monoamine oxidase A IC50 31800.0 nM 10.1016/j.bmc.2010.11.028
Homo sapiens Monoamine oxidase A IC50 40000.0 nM 10.1021/jm100120s
Homo sapiens Monoamine oxidase A IC50 56234.13 nM 10.1016/j.bmcl.2010.09.061
Homo sapiens Monoamine oxidase A IC50 500000.0 nM 10.1016/j.bmcl.2019.02.008
Homo sapiens Monoamine oxidase A Inhibition 12.1 % 10.1016/j.bmc.2010.06.007
Homo sapiens Monoamine oxidase A Inhibition 40.0 % 10.1016/j.bmc.2010.06.007
Homo sapiens Monoamine oxidase A Inhibition 40.0 % 10.1016/j.ejmech.2009.11.003
Homo sapiens Monoamine oxidase A Inhibition 40.0 % 10.1016/j.ejmech.2011.07.017
Homo sapiens Monoamine oxidase A Inhibition 40.0 % 10.1016/j.ejmech.2012.10.032
Homo sapiens Monoamine oxidase A Inhibition 40.0 % 10.1016/j.ejmech.2012.11.006
Homo sapiens Monoamine oxidase A Inhibition 40.0 % 10.1039/C0MD00014K
Homo sapiens Monoamine oxidase A Inhibition 40.32 % 10.1016/j.bmc.2010.06.007
Homo sapiens Monoamine oxidase A Inhibition nan % 10.1016/j.bmc.2010.05.070
Homo sapiens Monoamine oxidase A Inhibition nan % 10.1016/j.bmc.2014.03.042
Homo sapiens Monoamine oxidase A Inhibition nan % 10.1016/j.ejmech.2016.03.081
Homo sapiens Monoamine oxidase A Ki 16.0 10^3nM 10.1021/acsmedchemlett.1c00238
Homo sapiens Monoamine oxidase A Ki 5940.0 nM 10.1039/C6MD00228E
Homo sapiens Monoamine oxidase A Ki 8380.0 nM 10.1016/j.bmc.2010.11.028
Homo sapiens Monoamine oxidase A Ki 15000.0 nM 10.1016/j.bmc.2011.06.070
Homo sapiens Monoamine oxidase A Ki 15000.0 nM 10.1016/j.bmcl.2009.03.030
Homo sapiens Monoamine oxidase A Ki 15000.0 nM 10.1039/C6MD00228E
Homo sapiens Monoamine oxidase A Ki 16000.0 nM 10.1016/j.ejmech.2013.07.005
Homo sapiens Monoamine oxidase B Activity 88.63 % 10.1016/j.ejmech.2017.07.045
Homo sapiens Monoamine oxidase B Activity 88.63 % 10.1039/C7MD00311K
Homo sapiens Monoamine oxidase B IC50 3900.0 nM 10.1016/j.bmc.2022.117030
Homo sapiens Monoamine oxidase B IC50 3900.0 nM 10.1016/j.bmcl.2022.129038
Homo sapiens Monoamine oxidase B IC50 3900.0 nM 10.1016/j.ejmech.2022.114828
Homo sapiens Monoamine oxidase B IC50 7943.28 nM 10.1016/j.bmcl.2010.09.061
Homo sapiens Monoamine oxidase B IC50 12070.0 nM 10.1039/C6MD00228E
Homo sapiens Monoamine oxidase B IC50 12400.0 nM 10.1016/j.bmc.2010.11.028
Homo sapiens Monoamine oxidase B IC50 18750.0 nM 10.1016/j.bmc.2010.06.007
Homo sapiens Monoamine oxidase B IC50 18750.0 nM 10.1016/j.bmc.2014.03.042
Homo sapiens Monoamine oxidase B IC50 18750.0 nM 10.1016/j.ejmech.2009.11.003
Homo sapiens Monoamine oxidase B IC50 18750.0 nM 10.1016/j.ejmech.2011.07.017
Homo sapiens Monoamine oxidase B IC50 18750.0 nM 10.1016/j.ejmech.2012.10.032
Homo sapiens Monoamine oxidase B IC50 18750.0 nM 10.1021/jm100120s
Homo sapiens Monoamine oxidase B IC50 18750.0 nM 10.1039/C0MD00014K
Homo sapiens Monoamine oxidase B IC50 18754.0 nM 10.1016/j.bmc.2010.05.070
Homo sapiens Monoamine oxidase B IC50 21070.0 nM 10.1016/j.ejmech.2012.11.006
Homo sapiens Monoamine oxidase B IC50 34390.0 nM 10.1016/j.ejmech.2016.03.081
Homo sapiens Monoamine oxidase B IC50 368400.0 nM 10.1016/j.bmcl.2019.02.008
Homo sapiens Monoamine oxidase B Inhibition 0.0 % 10.1021/jm2004267
Homo sapiens Monoamine oxidase B Inhibition 3.4 % 10.1016/j.bmcl.2019.02.008
Homo sapiens Monoamine oxidase B Inhibition 16.62 % 10.1016/j.bmc.2010.06.007
Homo sapiens Monoamine oxidase B Inhibition 16.62 % 10.1016/j.ejmech.2009.11.003
Homo sapiens Monoamine oxidase B Inhibition 31.22 % 10.1016/j.ejmech.2012.11.006
Homo sapiens Monoamine oxidase B Inhibition 47.55 % 10.1021/jm2004267
Homo sapiens Monoamine oxidase B Inhibition 64.31 % 10.1016/j.ejmech.2012.11.006
Homo sapiens Monoamine oxidase B Inhibition 84.36 % 10.1016/j.bmc.2010.06.007
Homo sapiens Monoamine oxidase B Inhibition 84.36 % 10.1016/j.ejmech.2009.11.003
Homo sapiens Monoamine oxidase B Inhibition nan % 10.1016/j.ejmech.2020.112911
Homo sapiens Monoamine oxidase B Ki 4.0 10^3nM 10.1021/acsmedchemlett.1c00238
Homo sapiens Monoamine oxidase B Ki 33.0 nM 10.1021/jm2006782
Homo sapiens Monoamine oxidase B Ki 2000.0 nM 10.1016/j.ejmech.2013.07.005
Homo sapiens Monoamine oxidase B Ki 3000.0 nM 10.1016/j.bmc.2011.06.070
Homo sapiens Monoamine oxidase B Ki 3000.0 nM 10.1016/j.bmcl.2005.07.043
Homo sapiens Monoamine oxidase B Ki 3000.0 nM 10.1016/j.bmcl.2009.03.030
Homo sapiens Monoamine oxidase B Ki 3000.0 nM 10.1039/C6MD00228E
Homo sapiens Monoamine oxidase B Ki 5200.0 nM 10.1039/C6MD00228E
Homo sapiens Monoamine oxidase B Ki 5340.0 nM 10.1016/j.bmc.2010.11.028
Homo sapiens MRC5 IC50 100000.0 nM 10.1016/j.bmcl.2012.02.011
Homo sapiens NCI-H460 Activity nan None 10.1016/j.ejmech.2013.10.045
Homo sapiens PC-3 Activity nan None 10.1016/j.ejmech.2013.10.045
Homo sapiens Protein-glutamine gamma-glutamyltransferase IC50 250000.0 nM 10.1016/j.bmcl.2010.12.037
Homo sapiens SK-N-SH IC50 9840.0 nM 10.1016/j.bmcl.2012.02.011
Homo sapiens SW-620 Activity nan None 10.1016/j.ejmech.2013.10.045
Homo sapiens Transthyretin Activity 24.0 % 10.1016/j.bmcl.2009.03.004
Homo sapiens Transthyretin Activity nan None 10.1016/j.bmcl.2009.03.004
Homo sapiens Transthyretin IC50 50000.0 nM 10.1016/j.bmcl.2009.03.004
Homo sapiens U-937 IC50 562341.33 nM 10.1016/j.ejmech.2009.12.010
Homo sapiens U-937 IC50 565000.0 nM 10.1016/j.bmc.2006.10.035
Homo sapiens U-937 IC50 565000.0 nM 10.1016/j.bmc.2011.01.015
Meloidogyne incognita Meloidogyne incognita EC50 250.0 ug.mL-1 10.1021/jf302075w
Mus musculus Mus musculus Activity nan None 10.1007/s00044-013-0811-1
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 340130.0 nM 10.1016/j.bmc.2017.02.001
Plasmodium falciparum Falcipain 2 IC50 nan nM 10.1016/s0960-894x(03)00756-x
Plasmodium falciparum Plasmodium falciparum IC50 100000.0 nM 10.1016/j.bmcl.2010.02.017
Trypanosoma cruzi Cruzipain IC50 10000.0 nM 10.1016/s0960-894x(03)00756-x
None NON-PROTEIN TARGET IC50 50000.0 nM 10.1021/jm800861c
None Unchecked Delta Tm 1.0 degrees C 10.1021/acs.jmedchem.1c01684
None Unchecked Delta Tm 3.5 degrees C 10.1021/acs.jmedchem.1c01684
None Unchecked IC50 8566.0 nM 10.1016/j.bmcl.2009.03.030
None Unchecked IC50 20000.0 nM 10.1016/j.bmcl.2010.02.017
None Unchecked Inhibition 35.0 % 10.1016/j.ejmech.2016.08.011
None Unchecked Ki 12000.0 nM 10.1016/j.bmcl.2009.03.030
None Unchecked Ki 100000.0 nM 10.1021/jm061471k
None Unchecked Ratio IC50 0.18 None 10.1039/C0MD00014K
None Unchecked Ratio IC50 0.54 None 10.1039/C6MD00228E
None Unchecked Ratio IC50 1.36 None 10.1016/j.bmcl.2019.02.008
None Unchecked Ratio IC50 3.0 None 10.1016/j.ejmech.2016.03.081
None Unchecked Ratio IC50 4.7 None 10.1016/j.ejmech.2012.11.006
None Unchecked Ratio IC50 5.0 None 10.1016/j.bmc.2010.05.070
None Unchecked Ratio IC50 5.3 None 10.1016/j.bmc.2010.06.007
None Unchecked Ratio IC50 5.3 None 10.1016/j.bmc.2014.03.042
None Unchecked Ratio IC50 5.3 None 10.1016/j.ejmech.2009.11.003
None Unchecked Ratio IC50 5.3 None 10.1016/j.ejmech.2011.07.017
None Unchecked Ratio IC50 5.3 None 10.1016/j.ejmech.2012.10.032
None Unchecked Ratio IC50 5.3 None 10.1021/jm100120s
None Unchecked Ratio Ki 1.57 None 10.1016/j.bmc.2010.11.028
None Unchecked Ratio Ki 4.0 None 10.1021/acsmedchemlett.1c00238
None Unchecked Ratio Ki 5.0 None 10.1016/j.bmcl.2009.03.030
None Unchecked Ratio Ki 8.0 None 10.1016/j.ejmech.2013.07.005

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT023615 O=C1Nc2ccccc2C1=O>>Nc1ccccc1C(=O)C(=O)O RXN-3944
AKRT023616 O=C1Nc2ccccc2C1=O>>O=C1Nc2ccccc2C1O 68608
AKRT023617 O=C1Nc2ccccc2C1=O>>O=C1Nc2ccccc2[C@H]1O enzymemap_5048
AKRT023618 O=C1Nc2ccccc2C1=O>>Oc1[nH]c2ccccc2c1O MNXR130109
AKRT023619 O=C1Nc2ccccc2C1O>>O=C1Nc2ccccc2C1=O RXN-3943