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Compound Detail

CHEMBL2325503

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CS(=O)(=O)c1ccc(-c2nnc(/C=C/c3nnc(-c4ccc(C#N)cc4)o3)n2-c2ccccc2Cl)nc1

Basic Information

ChEMBL ID CHEMBL2325503
Phase Preclinical
Structure Type MOL
InChI Key HIWVLHPKZNBSBE-OUKQBFOZSA-N
4
Targets
12
Activities
1
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

530.0
MW (Da)
4.48
ALogP
10
HBA
0
HBD
140.4
PSA (Ų)
0.31
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H16ClN7O3S
MW 529.97
Aromatic Rings 5
Heavy Atoms 37
NP-Likeness -1.74

Activity Summary

IC50 12 meas. best 8.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tankyrase 1/2
CHEMBL3038515
IC50 8.35 7.828 4.5 5
Poly [ADP-ribose] polymerase tankyrase-2
CHEMBL6154
IC50 7.6 7.2467 25.0 3
Poly [ADP-ribose] polymerase tankyrase-1
CHEMBL6164
IC50 7.34 7.2733 46.0 3
Sulfotransferase 2A1
CHEMBL2077
IC50 6.0 6.0 1010.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 14095.0 ng.hr.mL-1 Mus musculus
AUC 11193.0 ng.hr.mL-1 Mus musculus
AUC 6750.0 ng.hr.mL-1 Mus musculus
AUC 8269.0 ng.hr.mL-1 Mus musculus
AUC 2305.0 ng.hr.mL-1 Mus musculus
AUC 1677.0 ng.hr.mL-1 Mus musculus
AUC 14061.0 ng.hr.mL-1 Mus musculus
AUC 11157.0 ng.hr.mL-1 Mus musculus
AUC 6739.0 ng.hr.mL-1 Mus musculus
AUC 8254.0 ng.hr.mL-1 Mus musculus
AUC 1854.0 ng.hr.mL-1 Mus musculus
AUC 1423.0 ng.hr.mL-1 Mus musculus
AUC 1234.83 ng.hr.mL-1 Rattus norvegicus
AUC 418.68 ng.hr.mL-1 Rattus norvegicus
AUC 1234.83 ng.hr.mL-1 Rattus norvegicus
CL 7.167 mL.min-1.kg-1 Mus musculus
CL 10.0 mL.min-1.kg-1 Mus musculus
CL 3.0 mL.min-1.g-1 Homo sapiens
CL 39.67 mL.min-1.kg-1 Rattus norvegicus
CL 39.67 mL.min-1.kg-1 Rattus norvegicus
Cmax 4449.31 nM Mus musculus
Cmax 1643.49 nM Mus musculus
Cmax 1824.63 nM Mus musculus
Cmax 871.75 nM Mus musculus
Cmax 818.91 nM Mus musculus
Cmax 5028.59 nM Mus musculus
Cmax 230.0 nM Rattus norvegicus
Cmax 230.0 nM Rattus norvegicus
F 122.0 % Mus musculus
F 133.0 % Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tankyrase 1/2 IC50 = 4.5 nM 8.35 Inhibition of TNKS/TNKS2 (unknown origin) expressed in HEK293 cells assessed as ... 32202790
Tankyrase 1/2 IC50 = 4.5 nM 8.35 Inhibition of TNKS/TNKS2 (unknown origin) expressed in HEK293 cells assessed as ... 30883102
Poly [ADP-ribose] polymerase tankyrase-2 IC50 = 25.0 nM 7.6 Inhibition of TNKS2 (unknown origin) by NAD+-dependent autopoly(ADP ribosyl)lati... 23473363
Tankyrase 1/2 IC50 = 26.7 nM 7.57 Inhibition of TNKS/TNKS2 (unknown origin) expressed in human DLD1 cells assessed... 32202790
Tankyrase 1/2 IC50 = 26.7 nM 7.57 Inhibition of TNKS/TNKS2 (unknown origin) expressed in human DLD1 cells assessed... 30883102
Poly [ADP-ribose] polymerase tankyrase-1 IC50 = 46.0 nM 7.34 Inhibition of TNSK1 (unknown origin) by NAD+-dependent autopoly(ADP ribosyl)lati... 23473363
Tankyrase 1/2 IC50 = 50.0 nM 7.3 Inhibition of TNKS1/2 in HEK293 cells assessed as inhibition of Wnt/beta-casein ... 23473363
Poly [ADP-ribose] polymerase tankyrase-1 IC50 = 58.1 nM 7.24 Inhibition of recombinant human N-terminal TEV cleavage site-fused/FLAG-poly his... 32202790
Poly [ADP-ribose] polymerase tankyrase-1 IC50 = 58.1 nM 7.24 Inhibition of recombinant human N-terminal TEV cleavage site-fused/FLAG-poly his... 30883102
Poly [ADP-ribose] polymerase tankyrase-2 IC50 = 85.8 nM 7.07 Inhibition of recombinant human N-terminal TEV cleavage site-fused/FLAG-poly his... 32202790
Poly [ADP-ribose] polymerase tankyrase-2 IC50 = 85.5 nM 7.07 Inhibition of recombinant human N-terminal TEV cleavage site-fused/FLAG-poly his... 30883102
Sulfotransferase 2A1 IC50 = 1010.0 nM 6.0 Inhibition of ST (unknown origin) 33822624

Literature References

PubMed DOI Target Context # Activities
23473363 10.1021/jm4000566 Mus musculus 48
32202790 10.1021/acs.jmedchem.0c00045 ADMET 15
30883102 10.1021/acs.jmedchem.8b01888 ADMET 15
30883102 10.1021/acs.jmedchem.8b01888 Tankyrase 1/2 6
32202790 10.1021/acs.jmedchem.0c00045 Tankyrase 1/2 4
30883102 10.1021/acs.jmedchem.8b01888 COLO 320DM 3
30883102 10.1021/acs.jmedchem.8b01888 Unchecked 3
23473363 10.1021/jm4000566 Tankyrase 1/2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
35306814 10.1021/acs.jmedchem.1c02139 ADMET 2
30883102 10.1021/acs.jmedchem.8b01888 No relevant target 2
32202790 10.1021/acs.jmedchem.0c00045 No relevant target 2
32202790 10.1021/acs.jmedchem.0c00045 COLO 320DM 2
23473363 10.1021/jm4000566 Poly [ADP-ribose] polymerase tankyrase-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL3301361 ADMET 2
32202790 10.1021/acs.jmedchem.0c00045 Poly [ADP-ribose] polymerase tankyrase-1 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
23473363 10.1021/jm4000566 Liver microsomes 1
23473363 10.1021/jm4000566 Poly [ADP-ribose] polymerase tankyrase-1 1

Data from ChEMBL 36 via Core Engine