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Compound Detail

CHEMBL2377825

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Nc1nc(Nc2ccc(S(N)(=O)=O)cc2)sc1C(=O)c1ccccc1[N+](=O)[O-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2377825
Phase Preclinical
Structure Type MOL
InChI Key JXJHPQHLHQTQQI-UHFFFAOYSA-N
23
Targets
31
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

419.4
MW (Da)
2.26
ALogP
9
HBA
3
HBD
171.3
PSA (Ų)
0.31
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H13N5O5S2
MW 419.44
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.87

Activity Summary

IC50 30 meas. best 8.96
EC50 1 meas. best 6.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
 IC50 8.96 8.96 1.1 1
CDK2/Cyclin A2
CHEMBL3038469
 IC50 8.96 8.4933 1.1 3
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
 IC50 8.82 8.82 1.5 1
CDK2/Cyclin A1
CHEMBL3038470
 IC50 8.74 8.74 1.8 1
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
 IC50 8.4 8.4 4.0 2
CDK6/cyclin D1
CHEMBL2111455
 IC50 8.18 8.18 6.6 1
Cyclin-dependent kinase 1/cyclin B1
CHEMBL1907602
 IC50 8.12 8.12 7.6 1
CDK1/Cyclin A
CHEMBL3038467
 IC50 8.12 8.12 7.6 1
CDK9/Cyclin K
CHEMBL3038475
 IC50 7.89 7.89 13.0 1
CDK3/Cyclin E
CHEMBL3038471
 IC50 7.42 7.42 38.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 6.97 6.97 107.0 1
A673
CHEMBL614517
 IC50 6.57 6.57 270.0 1
MDA-MB-468
CHEMBL614335
 IC50 6.52 6.52 300.0 1
A673
CHEMBL614517
 EC50 6.39 6.39 410.0 1
SK-BR-3
CHEMBL613834
 IC50 6.31 6.31 490.0 1
T47D
CHEMBL614361
 IC50 6.3 6.3 500.0 1
SK-ES1
CHEMBL613970
 IC50 6.25 6.25 560.0 1
SK-UT-1
CHEMBL2366316
 IC50 5.85 5.85 1400.0 1
MDA-MB-231
CHEMBL400
 IC50 5.82 5.82 1500.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.8 5.21 1600.0 5
U-266
CHEMBL2366315
 IC50 5.75 5.75 1800.0 1
HOS-TE85
CHEMBL614038
 IC50 5.52 5.52 3000.0 1
MCF7
CHEMBL387
 IC50 5.51 5.51 3100.0 1
SW872
CHEMBL2366302
 IC50 5.16 5.16 6900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CDK2/Cyclin A2 IC50 = 1.1 nM 8.96 Inhibition of CDK2/Cyclin A (unknown origin)-mediated phosphorylation of peptide... 23600925
Cyclin-dependent kinase 2/cyclin E1 IC50 = 1.1 nM 8.96 Inhibition of GST-tagged CDK2/Cyclin E (unknown origin) expressed in baculovirus... 30543440
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 1.5 nM 8.82 Inhibition of CDK5/P25 (unknown origin)-mediated phosphorylation of peptide subs... 23600925
CDK2/Cyclin A2 IC50 = 1.5 nM 8.82 Inhibition of human CDK2/Cyclin A2 using PKTPKKAKKL as substrate by P33-radiolab... 23600925
CDK2/Cyclin A1 IC50 = 1.8 nM 8.74 Inhibition of CDK2/Cyclin A1 (unknown origin)-mediated phosphorylation of peptid... 23600925
Cyclin-dependent kinase 4/cyclin D1 IC50 = 4.0 nM 8.4 Inhibition of CDK4/Cyclin D1 (unknown origin)-mediated phosphorylation of peptid... 23600925
Cyclin-dependent kinase 4/cyclin D1 IC50 = 4.0 nM 8.4 Inhibition of GST-tagged CDK4/Cyclin D1 (unknown origin) expressed in baculoviru... 30543440
CDK6/cyclin D1 IC50 = 6.6 nM 8.18 Inhibition of CDK6/Cyclin D1 (unknown origin)-mediated phosphorylation of peptid... 23600925
CDK1/Cyclin A IC50 = 7.6 nM 8.12 Inhibition of CDK1/Cyclin A (unknown origin)-mediated phosphorylation of peptide... 23600925
Cyclin-dependent kinase 1/cyclin B1 IC50 = 7.6 nM 8.12 Inhibition of GST-tagged CDK1/cyclin B1 (unknown origin) expressed in baculoviru... 30543440
CDK9/Cyclin K IC50 = 13.0 nM 7.89 Inhibition of CDK9/Cyclin K (unknown origin)-mediated phosphorylation of peptide... 23600925
CDK2/Cyclin A2 IC50 = 20.0 nM 7.7 Inhibition of human CDK2/Cyclin A2 using PKTPKKAKKL as substrate by fluorescence... 23600925
CDK3/Cyclin E IC50 = 38.0 nM 7.42 Inhibition of CDK3/Cyclin E (unknown origin)-mediated phosphorylation of peptide... 23600925
Glycogen synthase kinase-3 beta IC50 = 107.0 nM 6.97 Inhibition of GSK3beta (unknown origin)-mediated phosphorylation of peptide subs... 23600925
A673 IC50 = 270.0 nM 6.57 Cytotoxicity against human A673 cells after 72 hrs by resazurin/resorufin-based ... 23600925
MDA-MB-468 IC50 = 300.0 nM 6.52 Cytotoxicity against human MDA-MB-468 cells after 72 hrs by MTT assay 23600925
A673 EC50 = 410.0 nM 6.39 Induction of apoptosis in human A673 cells assessed as caspase-3 activation afte... 23600925
SK-BR-3 IC50 = 490.0 nM 6.31 Cytotoxicity against human SK-BR-3 cells after 72 hrs by resazurin/resorufin-bas... 23600925
T47D IC50 = 500.0 nM 6.3 Cytotoxicity against human T47D cells after 72 hrs by resazurin/resorufin-based ... 23600925
SK-ES1 IC50 = 560.0 nM 6.25 Cytotoxicity against human SK-ES-1 cells after 72 hrs by resazurin/resorufin-bas... 23600925

Literature References

PubMed DOI Target Context # Activities
23600925 10.1021/jm301234k NON-PROTEIN TARGET 6
23600925 10.1021/jm301234k CDK2/Cyclin A2 4
23600925 10.1021/jm301234k Cyclin-dependent kinase 5/CDK5 activator 1 3
23600925 10.1021/jm301234k A673 3
23600925 10.1021/jm301234k Cyclin-dependent kinase 2 2
23600925 10.1021/jm301234k CDK6/cyclin D1 2
23600925 10.1021/jm301234k Cyclin-dependent kinase 4/cyclin D1 2
23600925 10.1021/jm301234k CDK2/Cyclin A1 2
23600925 10.1021/jm301234k CDK9/Cyclin K 2
23600925 10.1021/jm301234k Glycogen synthase kinase-3 beta 2
23600925 10.1021/jm301234k CDK1/Cyclin A 2
23600925 10.1021/jm301234k SK-UT-1 1
23600925 10.1021/jm301234k T47D 1
23600925 10.1021/jm301234k SK-ES1 1
23600925 10.1021/jm301234k SK-BR-3 1
23600925 10.1021/jm301234k MDA-MB-231 1
23600925 10.1021/jm301234k U-266 1
23600925 10.1021/jm301234k HOS-TE85 1
23600925 10.1021/jm301234k SW872 1
23600925 10.1021/jm301234k BT-549 1

Data from ChEMBL 36 via Core Engine