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Compound Detail

CHEMBL515155

ISOINDIGO
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O=C1Nc2ccccc2/C1=C1\C(=O)Nc2ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL515155
Name ISOINDIGO
Phase Preclinical
Structure Type MOL
InChI Key MLCPSWPIYHDOKG-BUHFOSPRSA-N
7
Targets
8
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

262.3
MW (Da)
2.50
ALogP
2
HBA
2
HBD
58.2
PSA (Ų)
0.72
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 C16H10N2O2
MW 262.27
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.06

Activity Summary

IC50 7 meas. best 5.92
Ki 1 meas. best 4.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Replicase polyprotein 1ab
CHEMBL4523582
 IC50 5.92 5.92 1200.0 1
KB
CHEMBL398
 IC50 5.8 5.8 1600.0 1
K562
CHEMBL385
 IC50 5.17 5.17 6700.0 1
Protein-glutamine gamma-glutamyltransferase
CHEMBL2730
 IC50 5.1 5.1 8000.0 1
ADMET
CHEMBL612558
 IC50 4.79 4.79 16300.0 1
HL-60
CHEMBL383
 IC50 4.78 4.78 16600.0 1
Huh-7
CHEMBL614039
 IC50 4.54 4.54 28900.0 1
Protein-glutamine gamma-glutamyltransferase
CHEMBL2730
 Ki 4.39 4.39 41000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Replicase polyprotein 1ab IC50 = 1200.0 nM 5.92 Inhibition of recombinant SARS-CoV-2 main protease expressed in Escherichia coli... 38762916
KB IC50 = 1600.0 nM 5.8 Antiproliferative activity against human KB cells after 72 hrs by MTS test 17628214
K562 IC50 = 6700.0 nM 5.17 Antiproliferative activity against human K562 cells after 72 hrs by MTT assay 19783149
Protein-glutamine gamma-glutamyltransferase IC50 = 8000.0 nM 5.1 Inhibition of human transglutaminase 2 using Cbz-Gln-Gly as a substrate by GDH-c... 21215619
ADMET IC50 = 16300.0 nM 4.79 Antiproliferative activity against human IMR90 cells after 72 hrs by MTT assay 19783149
HL-60 IC50 = 16600.0 nM 4.78 Antiproliferative activity against human HL60 cells after 5 days by MTT assay 19783149
Huh-7 IC50 = 28900.0 nM 4.54 Antiproliferative activity against human HuH7 cells after 72 hrs by MTT assay 19783149
Protein-glutamine gamma-glutamyltransferase Ki = 41000.0 nM 4.39 Inhibition of human transglutaminase 2 using Cbz-Gln-Gly as a substrate by GDH-c... 21215619

Literature References

PubMed DOI Target Context # Activities
17628214 10.1016/j.ejmech.2007.05.012 KB 2
19200740 10.1016/j.bmc.2008.12.052 NAD(P)H dehydrogenase [quinone] 1 2
21215619 10.1016/j.bmcl.2010.12.037 Protein-glutamine gamma-glutamyltransferase 2
38762916 10.1016/j.ejmech.2024.116498 Replicase polyprotein 1ab 2
17628214 10.1016/j.ejmech.2007.05.012 HL-60 1
17628214 10.1016/j.ejmech.2007.05.012 K562 1
19200740 10.1016/j.bmc.2008.12.052 ADMET 1
19200740 10.1016/j.bmc.2008.12.052 Cytochrome P450 1A1 1
19200740 10.1016/j.bmc.2008.12.052 Unchecked 1
19783149 10.1016/j.bmc.2009.09.008 K562 1
19783149 10.1016/j.bmc.2009.09.008 ADMET 1
19783149 10.1016/j.bmc.2009.09.008 HL-60 1
19783149 10.1016/j.bmc.2009.09.008 Huh-7 1
19783149 10.1016/j.bmc.2009.09.008 HCT-116 1
19783149 10.1016/j.bmc.2009.09.008 Cyclin-dependent kinase 2/cyclin A 1
24314672 10.1016/j.bmcl.2013.11.024 Mycobacterium tuberculosis 1

Data from ChEMBL 36 via Core Engine