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Compound Detail

CHEMBL411491

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NS(=O)(=O)c1ccc(N/N=C2\C(=O)Nc3ccc(Br)cc32)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL411491
Phase Preclinical
Structure Type MOL
InChI Key ODZNNZYRBRRREX-UHFFFAOYSA-N
15
Targets
21
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

395.2
MW (Da)
1.86
ALogP
5
HBA
3
HBD
113.7
PSA (Ų)
0.69
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H11BrN4O3S
MW 395.24
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -1.56

Activity Summary

IC50 14 meas. best 7.51
Ki 5 meas. best 7.61
EC50 2 meas. best 6.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 9
CHEMBL3594
 Ki 7.61 7.61 24.8 1
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
 IC50 7.51 7.51 31.0 1
CDK2/Cyclin A2
CHEMBL3038469
 IC50 7.39 7.39 41.0 1
Cyclin-dependent kinase 2
CHEMBL301
 IC50 7.22 7.22 60.0 5
Carbonic anhydrase 12
CHEMBL3242
 Ki 7.18 7.18 65.9 1
Carbonic anhydrase 2
CHEMBL205
 Ki 7.02 7.02 95.6 1
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
 Ki 6.97 6.97 107.2 1
Unchecked
CHEMBL612545
 EC50 6.9 6.9 127.0 1
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
 IC50 6.13 6.13 738.0 1
Cyclin-dependent kinase 1
CHEMBL308
 IC50 6.11 6.11 780.0 2
Spiral organ of cochlea
CHEMBL4296537
 EC50 6.0 6.0 1000.0 1
CDK9/cyclin T1
CHEMBL2111389
 IC50 5.96 5.96 1100.0 1
Cyclin-dependent kinase 1/cyclin B1
CHEMBL1907602
 IC50 5.89 5.89 1300.0 1
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
 IC50 5.55 5.55 2800.0 1
Carbonic anhydrase 1
CHEMBL261
 Ki 5.43 5.43 3713.2 1
CDK7/Cyclin H/MNAT1
CHEMBL3038473
 IC50 4.71 4.71 19700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 9 Ki = 24.8 nM 7.61 Inhibition of recombinant human carbonic anhydrase 9 preincubated for 15 mins by... 31629164
Cyclin-dependent kinase 2/cyclin E1 IC50 = 31.0 nM 7.51 Inhibition of His-tagged CDK2/cyclin E (unknown origin) expressed in Baculovirus... 30234987
CDK2/Cyclin A2 IC50 = 41.0 nM 7.39 Inhibition of GST-tagged CDK2/cyclin A2 (unknown origin) expressed in Escherichi... 30234987
Cyclin-dependent kinase 2 IC50 = 60.0 nM 7.22 Evaluated for inhibition of human cyclin dependent kinase 2 15115396
Cyclin-dependent kinase 2 IC50 = 60.0 nM 7.22 Inhibitory activity against human cyclin-dependent kinase 2 (CDK2) 11728181
Cyclin-dependent kinase 2 IC50 = 60.0 nM 7.22 Inhibition of CDK2 18271520
Cyclin-dependent kinase 2 IC50 = 60.0 nM 7.22 Inhibition of CDK2 (unknown origin) 27391135
Cyclin-dependent kinase 2 IC50 = 60.0 nM 7.22 Inhibition of CDK2 (unknown origin) 30543440
Carbonic anhydrase 12 Ki = 65.9 nM 7.18 Inhibition of recombinant human carbonic anhydrase 12 preincubated for 15 mins b... 31629164
Carbonic anhydrase 2 Ki = 95.6 nM 7.02 Inhibition of recombinant human carbonic anhydrase 2 preincubated for 15 mins by... 31629164
Cyclin-dependent kinase 2/cyclin E1 Ki = 107.15 nM 6.97 Inhibition of human recombinant CDK2/CycE using HHASPRK as substrate by ESI-MS a... 22289061
Unchecked EC50 = 127.0 nM 6.9 Protection against cisplatin-induced cell death in neonatal mouse HEI-OC1 cells ... 30091915
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 738.0 nM 6.13 Inhibition of GST-tagged CDK5/p25 (unknown origin) expressed in Baculovirus infe... 30234987
Cyclin-dependent kinase 1 IC50 = 780.0 nM 6.11 Inhibitory activity against human cyclin-dependent kinase 1 (CDK1) 11728181
Cyclin-dependent kinase 1 IC50 = 780.0 nM 6.11 Inhibition of CDK1 18271520
Spiral organ of cochlea EC50 = 1000.0 nM 6.0 Protection against cisplatin-induced toxicity in P3 mouse cochlear explants asse... 30091915
CDK9/cyclin T1 IC50 = 1100.0 nM 5.96 Inhibition of GST-tagged CDK9/CyclinT1 (unknown origin) expressed in Baculovirus... 30234987
Cyclin-dependent kinase 1/cyclin B1 IC50 = 1300.0 nM 5.89 Inhibition of His-tagged CDK1/cyclin B1 (unknown origin) expressed in Baculoviru... 30234987
Cyclin-dependent kinase 4/cyclin D1 IC50 = 2800.0 nM 5.55 Inhibition of GST-tagged CDK4/cyclin D1 (unknown origin) expressed in Baculoviru... 30234987
Carbonic anhydrase 1 Ki = 3713.2 nM 5.43 Inhibition of recombinant human carbonic anhydrase 1 preincubated for 15 mins by... 31629164

Literature References

PubMed DOI Target Context # Activities
30234987 10.1021/acs.jmedchem.8b00049 Cyclin-dependent kinase 5/CDK5 activator 1 2
30091915 10.1021/acs.jmedchem.8b00669 Unchecked 1
30543440 10.1021/acs.jmedchem.8b01469 Cyclin-dependent kinase 2 1
31629164 10.1016/j.ejmech.2019.111768 Carbonic anhydrase 1 1
30234987 10.1021/acs.jmedchem.8b00049 HCT-116 1
30234987 10.1021/acs.jmedchem.8b00049 CDK9/cyclin T1 1
30234987 10.1021/acs.jmedchem.8b00049 CDK7/Cyclin H/MNAT1 1
30234987 10.1021/acs.jmedchem.8b00049 Cyclin-dependent kinase 4/cyclin D1 1
30234987 10.1021/acs.jmedchem.8b00049 CDK2/Cyclin A2 1
30234987 10.1021/acs.jmedchem.8b00049 Cyclin-dependent kinase 2/cyclin E1 1
30234987 10.1021/acs.jmedchem.8b00049 Cyclin-dependent kinase 1/cyclin B1 1
15115396 10.1021/jm0304358 Cyclin-dependent kinase 2 1
30091915 10.1021/acs.jmedchem.8b00669 Spiral organ of cochlea 1
27391135 10.1016/j.ejmech.2016.06.034 Cyclin-dependent kinase 2 1
22289061 10.1021/jm200979x Protein-tyrosine kinase 2-beta 1
22289061 10.1021/jm200979x Tyrosine-protein kinase ZAP-70 1
22289061 10.1021/jm200979x Cyclin-dependent kinase 2/cyclin E1 1
18271520 10.1021/jm070654j Cyclin-dependent kinase 2 1
18271520 10.1021/jm070654j Cyclin-dependent kinase 1 1
11728181 10.1021/jm010117d Cyclin-dependent kinase 2 1

Data from ChEMBL 36 via Core Engine