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Compound Detail

CHEMBL375269

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COc1ccc(C(=O)O[C@H]2[C@H](O[C@@H]3[C@@H](OC(C)=O)[C@H](O[C@H]4C[C@H]5[C@@H]6CC=C7C[C@@H](O)CC[C@]7(C)[C@H]6CC[C@]5(C)[C@@]4(O)[C@H](C)C(=O)CCC(C)C)OC[C@@H]3O)OC[C@@H](O)[C@@H]2O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL375269
Phase Preclinical
Structure Type MOL
InChI Key MPXTYZZFIJTPPA-MKQTXCTDSA-N
14
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

873.0
MW (Da)
4.02
ALogP
15
HBA
5
HBD
217.0
PSA (Ų)
0.14
QED
2
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C47H68O15
MW 873.05
Aromatic Rings 1
Heavy Atoms 62
NP-Likeness 1.82

Activity Summary

IC50 15 meas. best 9.7
Ki 2 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
BJ
CHEMBL614358
 IC50 9.7 9.7 0.2 1
HL-60
CHEMBL383
 IC50 9.6 9.6 0.2 1
CCRF-CEM
CHEMBL382
 IC50 9.52 9.52 0.3 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 9.11 8.135 0.8 2
MCF7
CHEMBL387
 IC50 8.62 6.89 2.4 2
HeLa
CHEMBL399
 IC50 8.59 8.53 2.6 2
Oxysterol-binding protein 1
CHEMBL4523203
 Ki 7.8 7.8 16.0 1
A549
CHEMBL392
 IC50 7.57 7.57 27.0 1
Oxysterol-binding protein 2
CHEMBL5465343
 Ki 7.15 7.15 71.0 1
MDA-MB-231
CHEMBL400
 IC50 6.3 6.3 500.0 1
G-361
CHEMBL614036
 IC50 6.0 6.0 1000.0 1
Ishikawa
CHEMBL614649
 IC50 5.52 5.52 3000.0 1
HOS
CHEMBL614736
 IC50 5.09 5.09 8200.0 1
HCT-116
CHEMBL394
 IC50 5.08 5.08 8400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
BJ IC50 = 0.2 nM 9.7 Cytotoxicity against human BJ cells assessed as viable cells after 72 hrs by cal... 21438635
HL-60 IC50 = 0.25 nM 9.6 Cytotoxicity against human HL60 cells after 72 hrs by MTT assay 11170674
CCRF-CEM IC50 = 0.3 nM 9.52 Cytotoxicity against human CEM cells assessed as viable cells after 72 hrs by ca... 21438635
NON-PROTEIN TARGET IC50 = 0.78 nM 9.11 Cytotoxicity against human NCI60 cells 24613377
MCF7 IC50 = 2.4 nM 8.62 Cytotoxicity against human MCF7 cells assessed as viable cells after 72 hrs by c... 21438635
HeLa IC50 = 2.6 nM 8.59 Cytotoxicity against human HeLa cells after 24 hrs by XTT assay 24613377
HeLa IC50 = 3.4 nM 8.47 Cytotoxicity against human HeLa cells assessed as viable cells after 72 hrs by c... 21438635
Oxysterol-binding protein 1 Ki = 16.0 nM 7.8 Displacement of [3H]-25-OHC from human OSBP overexpressed in HEK293T cell lysate... 36916802
A549 IC50 = 27.0 nM 7.57 Cytotoxicity against human A549 cells assessed as viable cells after 72 hrs by c... 21438635
NON-PROTEIN TARGET IC50 = 70.0 nM 7.16 Cytotoxicity against human T98 cells assessed as viable cells after 72 hrs by ca... 21438635
Oxysterol-binding protein 2 Ki = 71.0 nM 7.15 Displacement of [3H]-25-OHC from human ORP4 overexpressed in HEK293T cell lysate... 36916802
MDA-MB-231 IC50 = 500.0 nM 6.3 Inhibition of the necrosis induced by compound in breast cancer MDAMB-231 cell l... 15149699
G-361 IC50 = 1000.0 nM 6.0 Cytotoxicity against human G361 cells assessed as viable cells after 72 hrs by c... 21438635
Ishikawa IC50 = 3000.0 nM 5.52 Inhibition of the necrosis induced by compound in endometrial cancer ishikawa ce... 15149699
MCF7 IC50 = 7000.0 nM 5.16 Inhibition of the necrosis induced by compound in breast cancer MCF-7 cell line 15149699
HOS IC50 = 8200.0 nM 5.09 Cytotoxicity against human HOS cells assessed as viable cells after 72 hrs by ca... 21438635
HCT-116 IC50 = 8400.0 nM 5.08 Cytotoxicity against human HCT116 assessed as viable cells after 72 hrs by calce... 21438635

Literature References

PubMed DOI Target Context # Activities
31126855 10.1016/j.bmcl.2019.05.022 Oxysterol-binding protein 1 14
31126855 10.1016/j.bmcl.2019.05.022 HeLa 10
11170674 10.1021/np0003084 NON-PROTEIN TARGET 9
15149699 10.1016/j.bmcl.2004.03.102 MDA-MB-231 6
15149699 10.1016/j.bmcl.2004.03.102 Ishikawa 6
15149699 10.1016/j.bmcl.2004.03.102 MCF7 6
11170674 10.1021/np0003084 HL-60 4
11170674 10.1021/np0003084 HOP-62 3
11170674 10.1021/np0003084 EKVX 3
11170674 10.1021/np0003084 A549 3
11170674 10.1021/np0003084 SR 3
11170674 10.1021/np0003084 MOLT-4 3
11170674 10.1021/np0003084 K562 3
11170674 10.1021/np0003084 CCRF-CEM 3
11170674 10.1021/np0003084 HOP-92 3
11170674 10.1021/np0003084 HCC 2998 3
11170674 10.1021/np0003084 COLO 205 3
11170674 10.1021/np0003084 NCI-H322M 3
11170674 10.1021/np0003084 HCT-116 3
11170674 10.1021/np0003084 NCI-H460 3

Data from ChEMBL 36 via Core Engine