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Compound Detail

CHEMBL394882

NOR-BETA-LAPACHONE
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CC1(C)CC2=C(O1)c1ccccc1C(=O)C2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL394882
Name NOR-BETA-LAPACHONE
Phase Preclinical
Structure Type MOL
InChI Key DMSVAEFGRLMACV-UHFFFAOYSA-N
19
Targets
44
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

228.2
MW (Da)
2.36
ALogP
3
HBA
0
HBD
43.4
PSA (Ų)
0.64
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H12O3
MW 228.25
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 1.41

Activity Summary

IC50 44 meas. best 6.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-435
CHEMBL614697
 IC50 6.51 6.51 310.0 3
Leishmania infantum
CHEMBL612848
 IC50 5.94 5.87 1140.0 2
OVCAR-8
CHEMBL612555
 IC50 5.9 5.45 1250.0 3
HCT-8
CHEMBL613510
 IC50 5.87 5.87 1360.0 3
Jurkat
CHEMBL397
 IC50 5.87 5.87 1340.0 1
DU-145
CHEMBL613508
 IC50 5.86 5.74 1386.0 2
HCT-116
CHEMBL394
 IC50 5.85 5.5933 1410.0 3
SF-295
CHEMBL614908
 IC50 5.84 5.695 1447.0 6
PC-3
CHEMBL390
 IC50 5.84 5.785 1453.0 2
Leishmania amazonensis
CHEMBL612877
 IC50 5.8 5.705 1590.0 2
HL-60
CHEMBL383
 IC50 5.76 5.76 1750.0 4
PBMC
CHEMBL613107
 IC50 5.68 5.2267 2100.0 3
K562
CHEMBL385
 IC50 5.64 5.64 2280.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.62 5.19 2400.0 2
PC-3M
CHEMBL4296484
 IC50 5.34 5.195 4587.0 2
A549
CHEMBL392
 IC50 5.0 4.85 10000.0 2
V79
CHEMBL614074
 IC50 4.89 4.89 13000.0 1
MOLT-4
CHEMBL614177
 IC50 4.87 4.87 13600.0 1
CCRF-CEM
CHEMBL382
 IC50 4.82 4.82 15200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-435 IC50 = 310.0 nM 6.51 Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTT assay 19947600
MDA-MB-435 IC50 = 310.0 nM 6.51 Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viabil... 33158575
MDA-MB-435 IC50 = 310.0 nM 6.51 Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTT assay 21115213
Leishmania infantum IC50 = 1140.0 nM 5.94 Antileishmanial activity against antimony-sensitive Leishmania infantum MCAN/BR/... 23535320
OVCAR-8 IC50 = 1250.0 nM 5.9 Cytotoxicity against human OVCAR8 cells after 72 hrs by MTT assay -
HCT-8 IC50 = 1360.0 nM 5.87 Cytotoxicity against human HCT8 cells after 72 hrs by MTT assay 19947600
HCT-8 IC50 = 1360.0 nM 5.87 Cytotoxicity against human HCT8 cells after 72 hrs by MTT assay 21115213
HCT-8 IC50 = 1360.0 nM 5.87 Cytotoxicity against human HCT-8 cells assessed as reduction in cell viability i... 33158575
Jurkat IC50 = 1340.0 nM 5.87 Cytotoxicity against human Jurkat cells assessed as reduction in cell viability ... 33158575
DU-145 IC50 = 1386.0 nM 5.86 Cytotoxicity against human DU145 cells assessed as decrease in cell viability af... 30108718
HCT-116 IC50 = 1410.0 nM 5.85 Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay -
SF-295 IC50 = 1447.0 nM 5.84 Cytotoxicity against human SF295 cells assessed as decrease in cell viability af... 30108718
PC-3 IC50 = 1453.0 nM 5.84 Cytotoxicity against human PC3 cells assessed as decrease in cell viability afte... 30108718
SF-295 IC50 = 1580.0 nM 5.8 Cytotoxicity against human SF295 cells after 72 hrs by MTT assay 19947600
SF-295 IC50 = 1580.0 nM 5.8 Cytotoxicity against human SF-295 cells assessed as reduction in cell viability ... 33158575
HCT-116 IC50 = 1575.0 nM 5.8 Cytotoxicity against human HCT116 cells assessed as decrease in cell viability a... 30108718
SF-295 IC50 = 1580.0 nM 5.8 Cytotoxicity against human SF295 cells after 72 hrs by MTT assay -
Leishmania amazonensis IC50 = 1590.0 nM 5.8 Antileishmanial activity against antimony-resistant Leishmania amazonensis MHOM/... 23535320
SF-295 IC50 = 1580.0 nM 5.8 Cytotoxicity against human SF295 cells after 72 hrs by MTT assay 21115213
Leishmania infantum IC50 = 1600.0 nM 5.8 Antileishmanial activity against antimony-resistant Leishmania infantum MCAN/BR/... 23535320

Literature References

PubMed DOI Target Context # Activities
35436747 10.1016/j.bmc.2022.116749 Nakaseomyces glabratus 31
35436747 10.1016/j.bmc.2022.116749 Saccharomyces cerevisiae 14
30108718 10.1039/C7MD00196G PC-3M 8
35436747 10.1016/j.bmc.2022.116749 Unchecked 8
30108718 10.1039/C7MD00196G DU-145 6
30108718 10.1039/C7MD00196G PC-3 6
21115213 10.1016/j.ejmech.2010.11.006 HL-60 5
21115213 10.1016/j.ejmech.2010.11.006 MDA-MB-435 5
21115213 10.1016/j.ejmech.2010.11.006 HCT-8 5
21115213 10.1016/j.ejmech.2010.11.006 SF-295 5
23535320 10.1016/j.ejmech.2013.02.038 Unchecked 4
- 10.1039/C0MD00074D Candida albicans 3
31378595 10.1016/j.bmc.2019.07.045 Unchecked 3
31378595 10.1016/j.bmc.2019.07.045 Mycobacterium tuberculosis 3
25677663 10.1016/j.bmcl.2015.01.057 A549 3
- 10.1039/C0MD00074D ADMET 2
30108718 10.1039/C7MD00196G HCT-116 2
35436747 10.1016/j.bmc.2022.116749 Erythrocyte 2
30108718 10.1039/C7MD00196G PBMC 2
- 10.1039/C0MD00074D Candida parapsilosis 2

Data from ChEMBL 36 via Core Engine