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Compound Detail

CHEMBL450955

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CCC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3cccc(OC)c3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@H](C=C(C)C)NC(=O)OC(C)(C)C)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL450955
Phase Preclinical
Structure Type MOL
InChI Key LWYWOSNAYMUZAZ-DDQWWYRKSA-N
9
Targets
37
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

872.0
MW (Da)
3.82
ALogP
16
HBA
4
HBD
239.8
PSA (Ų)
0.14
QED
2
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C45H61NO16
MW 871.97
Aromatic Rings 1
Heavy Atoms 62
NP-Likeness 1.93

Activity Summary

IC50 37 meas. best 9.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 9.48 8.7247 0.3 17
MCF7
CHEMBL387
 IC50 9.44 8.995 0.4 4
MIA PaCa-2
CHEMBL614725
 IC50 9.17 9.17 0.7 2
A2780
CHEMBL614004
 IC50 9.12 8.83 0.8 5
CFPAC-1
CHEMBL613506
 IC50 9.05 9.05 0.9 2
BXPC-3
CHEMBL614530
 IC50 8.52 8.52 3.0 2
1A9
CHEMBL614075
 IC50 8.48 8.48 3.3 1
HeLa
CHEMBL399
 IC50 8.32 8.28 4.8 2
PANC-1
CHEMBL614139
 IC50 7.65 7.65 22.6 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 0.33 nM 9.48 Cytotoxicity against multidrug-resistant human NCI/ADR cells after 72 hrs 19239240
NON-PROTEIN TARGET IC50 = 0.33 nM 9.48 Cytotoxicity against multidrug resistant Pgp expressing human NCI/ADR cells afte... 18465846
NON-PROTEIN TARGET IC50 = 0.33 nM 9.48 Cytotoxicity against human MCF7/R cells by MTT assay 25047938
MCF7 IC50 = 0.36 nM 9.44 Cytotoxicity against Pgp deficient human MCF7 cells after 72 hrs by sulforhodami... 18465846
MCF7 IC50 = 0.36 nM 9.44 Cytotoxicity against P-glycoprotein deficient wild type human MCF7 cells after 7... 19239240
MCF7 IC50 = 0.36 nM 9.44 Cytotoxicity against human MCF7 cells by MTT assay 25047938
MIA PaCa-2 IC50 = 0.68 nM 9.17 Cytotoxicity against multidrug resistant human MIAPaCa2 cells after 72 hrs by MT... 18465846
MIA PaCa-2 IC50 = 0.68 nM 9.17 Cytotoxicity against human MIAPaCa2 cells expressing mrp1, mrp2, lrp genes after... 19239240
A2780 IC50 = 0.76 nM 9.12 Cytotoxicity against human A2780 cells 24680057
A2780 IC50 = 0.76 nM 9.12 Cytotoxicity against human A2780 cells after 72 hrs 19239240
A2780 IC50 = 0.76 nM 9.12 Cytotoxicity against human A2780 cells after 72 hrs 18465846
NON-PROTEIN TARGET IC50 = 0.9 nM 9.05 Cytotoxicity against multidrug resistant Pgp expressing human LCC6 cells after 7... 18465846
CFPAC-1 IC50 = 0.89 nM 9.05 Cytotoxicity against multidrug resistant human CFPAC1 cells after 72 hrs by MTT ... 18465846
CFPAC-1 IC50 = 0.89 nM 9.05 Cytotoxicity against human Cf-Pac-1 cells expressing mdr1, mrp1, mrp2, lrp genes... 19239240
NON-PROTEIN TARGET IC50 = 0.9 nM 9.05 Cytotoxicity against human LCC-6 cells expressing P-glycoprotein after 72 hrs 19239240
NON-PROTEIN TARGET IC50 = 1.0 nM 9.0 Cytotoxicity against Pgp deficient human LCC6 cells after 72 hrs by sulforhodami... 18465846
NON-PROTEIN TARGET IC50 = 1.0 nM 9.0 Cytotoxicity against P-glycoprotein deficient wild type human LCC-6 cells after ... 19239240
NON-PROTEIN TARGET IC50 = 2.9 nM 8.54 Cytotoxicity against human 1A9PTX10 cells by MTT assay 25047938
BXPC-3 IC50 = 3.03 nM 8.52 Cytotoxicity against multidrug resistant human BxPC3 cells after 72 hrs by MTT a... 18465846
BXPC-3 IC50 = 3.03 nM 8.52 Cytotoxicity against human BxPC3 cells expressing mrp1, mrp2, lrp genes after 72... 19239240

Literature References

PubMed DOI Target Context # Activities
25047938 10.1016/j.bmc.2014.05.048 Unchecked 10
18465846 10.1021/jm800086e NON-PROTEIN TARGET 5
25047938 10.1016/j.bmc.2014.05.048 NON-PROTEIN TARGET 5
19239240 10.1021/np8006556 NON-PROTEIN TARGET 5
25047938 10.1016/j.bmc.2014.05.048 1A9 4
25047938 10.1016/j.bmc.2014.05.048 A2780 3
24680057 10.1016/j.bmc.2014.02.036 A2780 3
25047938 10.1016/j.bmc.2014.05.048 HeLa 3
19239240 10.1021/np8006556 A2780 3
18465846 10.1021/jm800086e A2780 3
25047938 10.1016/j.bmc.2014.05.048 A549 2
18465846 10.1021/jm800086e MCF7 2
24680057 10.1016/j.bmc.2014.02.036 NON-PROTEIN TARGET 2
19239240 10.1021/np8006556 MCF7 2
25047938 10.1016/j.bmc.2014.05.048 MCF7 2
18465846 10.1021/jm800086e Unchecked 2
25047938 10.1016/j.bmc.2014.05.048 Molecular identity unknown 2
18465846 10.1021/jm800086e MIA PaCa-2 1
19239240 10.1021/np8006556 BXPC-3 1
29468872 10.1021/acs.jnatprod.7b01012 MCF7 1

Data from ChEMBL 36 via Core Engine