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Compound Detail

CHEMBL126916

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CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](OC(=O)C3CC3)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@H](C=C(C)C)NC(=O)OC(C)(C)C)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL126916
Phase Preclinical
Structure Type MOL
InChI Key WPPTYUSIXLFOKZ-BYOOWSCBSA-N
20
Targets
51
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

854.0
MW (Da)
3.81
ALogP
15
HBA
4
HBD
230.5
PSA (Ų)
0.15
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C45H59NO15
MW 853.96
Aromatic Rings 1
Heavy Atoms 61
NP-Likeness 1.96

Activity Summary

IC50 51 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MCF7
CHEMBL387
 IC50 9.7 9.095 0.2 6
MCF7S
CHEMBL614328
 IC50 9.7 9.7 0.2 1
A121
CHEMBL613106
 IC50 9.59 9.59 0.3 1
HCT-116
CHEMBL394
 IC50 9.55 9.55 0.3 1
HT-29
CHEMBL384
 IC50 9.44 9.44 0.4 1
A2780
CHEMBL614004
 IC50 9.36 8.6725 0.4 4
A549
CHEMBL392
 IC50 9.24 9.24 0.6 1
SK-OV-3
CHEMBL614925
 IC50 9.21 9.025 0.6 2
CFPAC-1
CHEMBL613506
 IC50 9.08 9.08 0.8 2
MIA PaCa-2
CHEMBL614725
 IC50 9.04 9.04 0.9 2
BXPC-3
CHEMBL614530
 IC50 8.98 8.98 1.0 2
MX1
CHEMBL613704
 IC50 8.72 8.72 1.9 1
HeLa
CHEMBL399
 IC50 8.68 8.315 2.1 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.68 8.2462 2.1 13
L1210
CHEMBL386
 IC50 8.57 8.57 2.7 1
PANC-1
CHEMBL614139
 IC50 8.43 8.43 3.7 2
MCF7R
CHEMBL614327
 IC50 8.41 8.41 3.9 1
1A9
CHEMBL614075
 IC50 8.3 8.3 5.0 1
Unchecked
CHEMBL612545
 IC50 7.33 6.2883 46.5 6
HEY
CHEMBL613869
 IC50 6.24 6.24 580.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MCF7 IC50 = 0.2 nM 9.7 Concentration required to inhibit growth of human tumor MCF-7 (breast) cell line... 8831755
MCF7 IC50 = 0.2 nM 9.7 Cytotoxicity against human MCF7 cells by MTT assay 25047938
MCF7 IC50 = 0.2 nM 9.7 Cytotoxicity against P-glycoprotein deficient wild type human MCF7 cells after 7... 19239240
MCF7 IC50 = 0.2 nM 9.7 Cytotoxicity against Pgp deficient human MCF7 cells after 72 hrs by sulforhodami... 18465846
MCF7S IC50 = 0.2 nM 9.7 Cytotoxicity against human mammary tumor cell line MCF7-S 16298526
A121 IC50 = 0.26 nM 9.59 Concentration required to inhibit growth of human tumor A121 (ovarian) cell line... 8831755
HCT-116 IC50 = 0.28 nM 9.55 Cytotoxicity against CD133 positive human HCT116 cells 29468872
HT-29 IC50 = 0.36 nM 9.44 Concentration required to inhibit growth of human tumor HT-29 (colon) cell line. 8831755
A2780 IC50 = 0.44 nM 9.36 Cytotoxicity against human A2780 cells after 72 hrs 18465846
A2780 IC50 = 0.44 nM 9.36 Cytotoxicity against human A2780 cells after 72 hrs 19239240
A549 IC50 = 0.57 nM 9.24 Concentration required to inhibit growth of human tumor A549 (NSCL) cell line. 8831755
SK-OV-3 IC50 = 0.62 nM 9.21 Cytotoxicity against human SKOV3 cells after 72 to 120 hrs by sulforhodamine B a... 29517223
CFPAC-1 IC50 = 0.83 nM 9.08 Cytotoxicity against multidrug resistant human CFPAC1 cells after 72 hrs by MTT ... 18465846
CFPAC-1 IC50 = 0.83 nM 9.08 Cytotoxicity against human Cf-Pac-1 cells expressing mdr1, mrp1, mrp2, lrp genes... 19239240
MIA PaCa-2 IC50 = 0.92 nM 9.04 Cytotoxicity against multidrug resistant human MIAPaCa2 cells after 72 hrs by MT... 18465846
MIA PaCa-2 IC50 = 0.92 nM 9.04 Cytotoxicity against human MIAPaCa2 cells expressing mrp1, mrp2, lrp genes after... 19239240
BXPC-3 IC50 = 1.04 nM 8.98 Cytotoxicity against multidrug resistant human BxPC3 cells after 72 hrs by MTT a... 18465846
BXPC-3 IC50 = 1.04 nM 8.98 Cytotoxicity against human BxPC3 cells expressing mrp1, mrp2, lrp genes after 72... 19239240
SK-OV-3 IC50 = 1.44 nM 8.84 Cytotoxicity against human SKOV3 cells after 72 to 120 hrs in presence of verapa... 29517223
MX1 IC50 = 1.89 nM 8.72 Cytotoxicity against folate receptor over-expressing human MX1 cells after 72 hr... 25819334

Literature References

PubMed DOI Target Context # Activities
29517223 10.1021/acs.jnatprod.7b01047 Unchecked 17
25047938 10.1016/j.bmc.2014.05.048 Unchecked 10
25047938 10.1016/j.bmc.2014.05.048 NON-PROTEIN TARGET 5
18465846 10.1021/jm800086e DLD-1 5
19239240 10.1021/np8006556 DLD-1 5
25047938 10.1016/j.bmc.2014.05.048 1A9 4
19239240 10.1021/np8006556 A2780 3
19239240 10.1021/np8006556 NON-PROTEIN TARGET 3
29517223 10.1021/acs.jnatprod.7b01047 SK-OV-3 3
19239240 10.1021/np8006556 Mus musculus 3
18465846 10.1021/jm800086e A2780 3
18465846 10.1021/jm800086e NON-PROTEIN TARGET 3
25047938 10.1016/j.bmc.2014.05.048 A2780 3
25047938 10.1016/j.bmc.2014.05.048 HeLa 3
18465846 10.1021/jm800086e CFPAC-1 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 Mus musculus 2
8831755 10.1021/jm9604080 MCF7 2

Data from ChEMBL 36 via Core Engine