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Compound Detail

CHEMBL4089840

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O=C(COc1cccc2c(=O)[nH]ccc12)c1ccccc1

Basic Information

ChEMBL ID CHEMBL4089840
Phase Preclinical
Structure Type MOL
InChI Key JJWMRRNGWSITSQ-UHFFFAOYSA-N
8
Targets
15
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

279.3
MW (Da)
2.79
ALogP
3
HBA
1
HBD
59.2
PSA (Ų)
0.75
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H13NO3
MW 279.30
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness -0.77

Activity Summary

IC50 15 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Poly [ADP-ribose] polymerase 1
CHEMBL3105
IC50 7.0 6.8933 100.0 3
Poly [ADP-ribose] polymerase 2
CHEMBL5366
IC50 6.0 5.985 1000.0 2
Protein mono-ADP-ribosyltransferase PARP3
CHEMBL5083
IC50 5.89 5.89 1288.2 2
Poly [ADP-ribose] polymerase tankyrase-1
CHEMBL6164
IC50 5.51 5.51 3090.3 2
Protein mono-ADP-ribosyltransferase PARP14
CHEMBL2176777
IC50 5.24 5.24 5700.0 2
Protein mono-ADP-ribosyltransferase PARP10
CHEMBL2429708
IC50 5.15 5.15 7079.5 2
Rho-associated protein kinase 1
CHEMBL3231
IC50 5.03 5.03 9300.0 1
Rho-associated protein kinase 2
CHEMBL2973
IC50 4.69 4.69 20500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Poly [ADP-ribose] polymerase 1 IC50 = 100.0 nM 7.0 Inhibition of PARP1 (unknown origin) 34998039
Poly [ADP-ribose] polymerase 1 IC50 = 144.54 nM 6.84 Inhibition of full length recombinant human His6-tagged PARP1 expressed in Esche... 28001384
Poly [ADP-ribose] polymerase 1 IC50 = 145.0 nM 6.84 Inhibition of full length recombinant human His6-tagged PARP1 expressed in Esche... 28001384
Poly [ADP-ribose] polymerase 2 IC50 = 1000.0 nM 6.0 Inhibition of full length recombinant human His6-tagged PARP2 expressed in Esche... 28001384
Poly [ADP-ribose] polymerase 2 IC50 = 1071.52 nM 5.97 Inhibition of full length recombinant human His6-tagged PARP2 expressed in Esche... 28001384
Protein mono-ADP-ribosyltransferase PARP3 IC50 = 1288.25 nM 5.89 Inhibition of full length recombinant human His6-tagged PARP3 expressed in Esche... 28001384
Protein mono-ADP-ribosyltransferase PARP3 IC50 = 1300.0 nM 5.89 Inhibition of full length recombinant human His6-tagged PARP3 expressed in Esche... 28001384
Poly [ADP-ribose] polymerase tankyrase-1 IC50 = 3100.0 nM 5.51 Inhibition of recombinant human TNKS1 ADP-ribosyltransferase/sterile alpha motif... 28001384
Poly [ADP-ribose] polymerase tankyrase-1 IC50 = 3090.3 nM 5.51 Inhibition of recombinant human TNKS1 ADP-ribosyltransferase/sterile alpha motif... 28001384
Protein mono-ADP-ribosyltransferase PARP14 IC50 = 5700.0 nM 5.24 Inhibition of recombinant human His6-tagged PARP14 ADP-ribosyltransferase domain... 28001384
Protein mono-ADP-ribosyltransferase PARP14 IC50 = 5754.4 nM 5.24 Inhibition of recombinant human His6-tagged PARP14 ADP-ribosyltransferase domain... 28001384
Protein mono-ADP-ribosyltransferase PARP10 IC50 = 7100.0 nM 5.15 Inhibition of full length recombinant human His6-tagged PARP10 expressed in Esch... 28001384
Protein mono-ADP-ribosyltransferase PARP10 IC50 = 7079.46 nM 5.15 Inhibition of full length recombinant human His6-tagged PARP10 expressed in Esch... 28001384
Rho-associated protein kinase 1 IC50 = 9300.0 nM 5.03 Inhibition of ROCK1 (unknown origin) 34998039
Rho-associated protein kinase 2 IC50 = 20500.0 nM 4.69 Inhibition of ROCK2 (unknown origin) 34998039

Literature References

PubMed DOI Target Context # Activities
33691794 10.1186/s13148-021-01037-1 A549 4
28001384 10.1021/acs.jmedchem.6b00990 Protein mono-ADP-ribosyltransferase PARP3 2
28001384 10.1021/acs.jmedchem.6b00990 Poly [ADP-ribose] polymerase 1 2
28001384 10.1021/acs.jmedchem.6b00990 Poly [ADP-ribose] polymerase 2 2
28001384 10.1021/acs.jmedchem.6b00990 Protein mono-ADP-ribosyltransferase PARP14 2
28001384 10.1021/acs.jmedchem.6b00990 Protein mono-ADP-ribosyltransferase PARP10 2
28001384 10.1021/acs.jmedchem.6b00990 Poly [ADP-ribose] polymerase tankyrase-1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
34998039 10.1016/j.ejmech.2021.114094 Poly [ADP-ribose] polymerase 1 1
34998039 10.1016/j.ejmech.2021.114094 Rho-associated protein kinase 1 1
34998039 10.1016/j.ejmech.2021.114094 Rho-associated protein kinase 2 1

Data from ChEMBL 36 via Core Engine