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Compound Detail

CHEMBL326294

ISATIN
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O=C1Nc2ccccc2C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL326294
Name ISATIN
Phase Preclinical
Structure Type MOL
InChI Key JXDYKVIHCLTXOP-UHFFFAOYSA-N
5
Targets
45
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

147.1
MW (Da)
0.82
ALogP
2
HBA
1
HBD
46.2
PSA (Ų)
0.55
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C8H5NO2
MW 147.13
Aromatic Rings 1
Heavy Atoms 11
NP-Likeness 0.24

Activity Summary

IC50 30 meas. best 5.41
Ki 15 meas. best 7.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Amine oxidase [flavin-containing] B
CHEMBL2039
 Ki 7.48 5.7263 33.0 8
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 5.41 4.7982 3900.0 17
Amine oxidase [flavin-containing] A
CHEMBL1951
 Ki 5.23 4.9283 5940.0 6
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 5.07 4.7157 8430.0 7
Unchecked
CHEMBL612545
 IC50 5.07 5.07 8566.0 1
SK-N-SH
CHEMBL614924
 IC50 5.01 5.01 9840.0 1
Unchecked
CHEMBL612545
 Ki 4.92 4.92 12000.0 1
A549
CHEMBL392
 IC50 4.87 4.87 13500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Amine oxidase [flavin-containing] B Ki = 33.0 nM 7.48 Inhibition of MAO-B 21726069
Amine oxidase [flavin-containing] B Ki = 2000.0 nM 5.7 Competitive inhibition of recombinant human MAO-B expressed in baculovirus infec... 24140951
Amine oxidase [flavin-containing] B Ki = 3000.0 nM 5.52 Inhibition constant against human recombinant Monoamine oxidase-B 16137882
Amine oxidase [flavin-containing] B Ki = 3000.0 nM 5.52 Inhibition of recombinant wild-type MAOB from human liver expressed in Pichia pa... 19342233
Amine oxidase [flavin-containing] B Ki = 3000.0 nM 5.52 Inhibition of human MAOB 21778064
Amine oxidase [flavin-containing] B Ki = 3000.0 nM 5.52 Competitive inhibition of recombinant human MAOB expressed in Pichia pastoris us... -
Amine oxidase [flavin-containing] B IC50 = 3900.0 nM 5.41 Inhibition of human recombinant MAO-B assessed as inhibition of 4-hydroxyquinoli... 36244185
Amine oxidase [flavin-containing] B IC50 = 3900.0 nM 5.41 Inhibition of human recombinant MAO-B assessed as inhibition of 4-hydroxyquinoli... 36179486
Amine oxidase [flavin-containing] B IC50 = 3900.0 nM 5.41 Inhibition of recombinant human MAO-B using using kynuramine as substrate assess... 36307034
Amine oxidase [flavin-containing] B Ki = 5200.0 nM 5.28 Inhibition of recombinant human MAOB using kynuramine as substrate assessed as d... -
Amine oxidase [flavin-containing] B Ki = 5340.0 nM 5.27 Inhibition of human recombinant MAOB expressed in insect cells by fluorescence a... 21134756
Amine oxidase [flavin-containing] A Ki = 5940.0 nM 5.23 Inhibition of recombinant human MAOA using kynuramine as substrate assessed as d... -
Amine oxidase [flavin-containing] B IC50 = 7943.28 nM 5.1 Inhibition of human recombinant MAO-B expressed in baculovirus infected BT1 cell... 20934874
Amine oxidase [flavin-containing] A Ki = 8380.0 nM 5.08 Inhibition of human recombinant MAOA expressed in insect cells by fluorescence a... 21134756
Amine oxidase [flavin-containing] A IC50 = 8430.0 nM 5.07 Inhibition of recombinant human MAO-A using using kynuramine as substrate assess... 36307034
Amine oxidase [flavin-containing] A IC50 = 8430.0 nM 5.07 Inhibition of human recombinant MAO-A assessed as inhibition of 4-hydroxyquinoli... 36179486
Unchecked IC50 = 8566.0 nM 5.07 Inhibition of baboon liver MAOB 19342233
Amine oxidase [flavin-containing] A IC50 = 8430.0 nM 5.07 Inhibition of human recombinant MAO-A assessed as inhibition of 4-hydroxyquinoli... 36244185
SK-N-SH IC50 = 9840.0 nM 5.01 Cytotoxicity against human SK-N-SH cells after 48 hrs by MTT assay 22386528
Amine oxidase [flavin-containing] B IC50 = 12070.0 nM 4.92 Inhibition of recombinant human MAOB using kynuramine as substrate assessed as d... -

Literature References

PubMed DOI Target Context # Activities
19342233 10.1016/j.bmcl.2009.03.030 Unchecked 3
20615716 10.1016/j.bmc.2010.06.007 Amine oxidase [flavin-containing] A 3
20615716 10.1016/j.bmc.2010.06.007 Amine oxidase [flavin-containing] B 3
- 10.1039/C6MD00228E Amine oxidase [flavin-containing] A 3
19926363 10.1016/j.ejmech.2009.11.003 Amine oxidase [flavin-containing] B 3
19651509 10.1016/j.bmcl.2009.03.004 Transthyretin 3
- 10.1039/C6MD00228E Amine oxidase [flavin-containing] B 3
- 10.1007/s00044-013-0811-1 Mus musculus 3
23207410 10.1016/j.ejmech.2012.11.006 Amine oxidase [flavin-containing] B 3
30792039 10.1016/j.bmcl.2019.02.008 Amine oxidase [flavin-containing] B 2
19397322 10.1021/jm800861c NON-PROTEIN TARGET 2
22769561 10.1021/jf302075w Meloidogyne incognita 2
21696156 10.1021/jm2004267 Amine oxidase [flavin-containing] B 2
21838297 10.1021/jf2021607 Brassica rapa subsp. oleifera 2
17378546 10.1021/jm061471k Unchecked 2
21134756 10.1016/j.bmc.2010.11.028 Amine oxidase [flavin-containing] B 2
21134756 10.1016/j.bmc.2010.11.028 Amine oxidase [flavin-containing] A 2
35080396 10.1021/acs.jmedchem.1c01684 Unchecked 2
19342233 10.1016/j.bmcl.2009.03.030 Amine oxidase [flavin-containing] A 1
27543880 10.1016/j.ejmech.2016.08.011 Unchecked 1

Data from ChEMBL 36 via Core Engine