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Compound Detail

CHEMBL101299

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N[C@H]1CCN(c2c(F)cc3c(=O)c(C(=O)O)cn4c3c2Oc2ccccc2-4)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL101299
Phase Preclinical
Structure Type MOL
InChI Key OLNJLTFSGFZCKE-JTQLQIEISA-N
14
Targets
17
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

381.4
MW (Da)
2.47
ALogP
6
HBA
2
HBD
97.8
PSA (Ų)
0.55
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H16FN3O4
MW 381.36
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.36

Activity Summary

IC50 17 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Raji
CHEMBL614628
 IC50 7.3 7.3 50.0 1
Granta
CHEMBL612254
 IC50 7.05 7.05 90.0 1
NCI-H226
CHEMBL614740
 IC50 7.05 7.05 90.0 1
HT-29
CHEMBL384
 IC50 6.8 6.575 160.0 2
MDA-MB-231
CHEMBL400
 IC50 6.8 6.8 160.0 1
DU-145
CHEMBL613508
 IC50 6.8 6.565 160.0 2
B16
CHEMBL381
 IC50 6.77 6.77 170.0 1
RPMI-8226
CHEMBL614882
 IC50 6.57 6.57 270.0 2
NCI-H520
CHEMBL614099
 IC50 6.52 6.52 300.0 1
U-937
CHEMBL612794
 IC50 6.51 6.51 310.0 1
MIA PaCa-2
CHEMBL614725
 IC50 6.38 6.38 420.0 1
DNA topoisomerase II
CHEMBL2094255
 IC50 6.29 6.29 510.0 1
MCF7
CHEMBL387
 IC50 6.18 6.18 660.0 1
HeLa
CHEMBL399
 IC50 6.1 6.1 800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Raji IC50 = 50.0 nM 7.3 The compound was tested for the concentration to inhibit 50% of Raji lymphoma ce... 9784102
NCI-H226 IC50 = 90.0 nM 7.05 The compound was tested for the concentration to inhibit 50% of H226 non-small c... 9784102
Granta IC50 = 90.0 nM 7.05 Inhibitory concentration against Granta lymphoma cancer cell line 12825936
MDA-MB-231 IC50 = 160.0 nM 6.8 The compound was tested for the concentration to inhibit 50% of MDA-231 breast c... 9784102
HT-29 IC50 = 160.0 nM 6.8 The compound was tested for the concentration to inhibit 50% of HT-29 colon cell... 9784102
DU-145 IC50 = 160.0 nM 6.8 The compound was tested for the concentration to inhibit 50% of DU-145 prostate ... 9784102
B16 IC50 = 170.0 nM 6.77 The compound was tested for the concentration to inhibit 50% of B16 murine melan... 9784102
RPMI-8226 IC50 = 270.0 nM 6.57 Inhibitory concentration against 8226/Dox40 (Dox-Re) cancer cell line 12825936
RPMI-8226 IC50 = 270.0 nM 6.57 Inhibitory concentration against 8226 myeloma cancer cell line 12825936
NCI-H520 IC50 = 300.0 nM 6.52 Inhibitory concentration against H522 (NSCLS) cancer cell line 12825936
U-937 IC50 = 310.0 nM 6.51 Inhibitory concentration against U937 lymphoma cancer cell line 12825936
MIA PaCa-2 IC50 = 420.0 nM 6.38 Inhibitory concentration against MIA PaCa pancreas cancer cell line 12825936
HT-29 IC50 = 450.0 nM 6.35 Inhibitory concentration against HT-29 colon cancer cell line 12825936
DU-145 IC50 = 470.0 nM 6.33 Inhibitory concentration against DU145 prostate cancer cell line 12825936
DNA topoisomerase II IC50 = 510.0 nM 6.29 Inhibition of topoisomerase II as conversion of catenated to decatenated KDNA 9784102
MCF7 IC50 = 660.0 nM 6.18 Inhibitory concentration against MCF-7 breast cancer cell line 12825936
HeLa IC50 = 800.0 nM 6.1 Inhibitory concentration against Hela cervix cancer cell line 12825936

Literature References

PubMed DOI Target Context # Activities
36195286 10.1016/j.bmcl.2022.129016 DNA topoisomerase II 3
12825936 10.1021/jm030096i RPMI-8226 2
12825936 10.1021/jm030096i HT-29 1
12825936 10.1021/jm030096i MIA PaCa-2 1
12825936 10.1021/jm030096i Granta 1
12825936 10.1021/jm030096i U-937 1
12825936 10.1021/jm030096i NCI-H520 1
12825936 10.1021/jm030096i MCF7 1
12825936 10.1021/jm030096i HeLa 1
12825936 10.1021/jm030096i DU-145 1
12570378 10.1021/jm0203377 DNA topoisomerase II 1
9784102 10.1021/jm980265c DU-145 1
9784102 10.1021/jm980265c Raji 1
9784102 10.1021/jm980265c HT-29 1
9784102 10.1021/jm980265c NCI-H226 1
9784102 10.1021/jm980265c MDA-MB-231 1
9784102 10.1021/jm980265c B16 1
9784102 10.1021/jm980265c Nucleic Acid 1
9784102 10.1021/jm980265c DNA topoisomerase II 1

Data from ChEMBL 36 via Core Engine