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Compound Detail

CHEMBL1823147

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COc1cc(C(=O)c2c(C)oc3c(O)c(OC)ccc23)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1823147
Phase Preclinical
Structure Type MOL
InChI Key RADMJHVVIZTENA-UHFFFAOYSA-N
15
Targets
21
Activities
1
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

372.4
MW (Da)
3.71
ALogP
7
HBA
1
HBD
87.4
PSA (Ų)
0.66
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20O7
MW 372.37
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness 0.46

Activity Summary

IC50 21 meas. best 11.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 11.0 9.706 0.0 5
A2780
CHEMBL614004
 IC50 10.52 10.52 0.0 1
Calu-6
CHEMBL614535
 IC50 9.8 9.8 0.2 1
LoVo
CHEMBL614721
 IC50 9.62 9.62 0.2 1
HUVEC
CHEMBL613979
 IC50 9.51 8.555 0.3 2
BT-549
CHEMBL614072
 IC50 9.47 9.47 0.3 1
DU-145
CHEMBL613508
 IC50 9.44 9.44 0.4 1
786-0
CHEMBL613102
 IC50 9.41 9.325 0.4 2
SK-OV-3
CHEMBL614925
 IC50 9.23 9.23 0.6 1
MDA-MB-231
CHEMBL400
 IC50 9.2 9.2 0.6 1
A-375
CHEMBL613859
 IC50 8.82 8.82 1.5 1
MCF7
CHEMBL387
 IC50 8.62 8.62 2.4 1
AU565
CHEMBL1075393
 IC50 8.24 8.24 5.8 1
A-431
CHEMBL614069
 IC50 7.73 7.73 18.6 1
Unchecked
CHEMBL612545
 IC50 5.52 5.52 3000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 3.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 0.01 nM 11.0 Cytotoxicity against human A2780cis cells 21774499
A2780 IC50 = 0.03 nM 10.52 Cytotoxicity against human A2780 cells 21774499
NON-PROTEIN TARGET IC50 = 0.06 nM 10.22 Cytotoxicity against human A2780/ADR cells 21774499
NON-PROTEIN TARGET IC50 = 0.1 nM 10.0 Antiproliferative activity against human HAAE1 grown in presence of growth facto... 21774499
Calu-6 IC50 = 0.16 nM 9.8 Antiproliferative activity against human Calu6 after 48 hrs by spectrophotometry 21774499
LoVo IC50 = 0.24 nM 9.62 Antiproliferative activity against human LoVo after 48 hrs by spectrophotometry 21774499
HUVEC IC50 = 0.31 nM 9.51 Antiproliferative activity against HUVEC grown in presence of growth factors aft... 21774499
BT-549 IC50 = 0.34 nM 9.47 Antiproliferative activity against human BT549 after 48 hrs by spectrophotometry 21774499
DU-145 IC50 = 0.36 nM 9.44 Antiproliferative activity against human DU145 after 48 hrs by spectrophotometry 21774499
786-0 IC50 = 0.39 nM 9.41 Antiproliferative activity against MDR-1 overexpressing human 786-0 cells in pre... 21774499
NON-PROTEIN TARGET IC50 = 0.41 nM 9.39 Antiproliferative activity against human U87MG after 48 hrs by spectrophotometry 21774499
786-0 IC50 = 0.58 nM 9.24 Antiproliferative activity against MDR-1 overexpressing human 786-0 cells 21774499
SK-OV-3 IC50 = 0.59 nM 9.23 Antiproliferative activity against human SKOV3 after 48 hrs by spectrophotometry 21774499
MDA-MB-231 IC50 = 0.63 nM 9.2 Antiproliferative activity against human MDA-MB-231 after 48 hrs by spectrophoto... 21774499
A-375 IC50 = 1.5 nM 8.82 Antiproliferative activity against human A375 after 48 hrs by spectrophotometry 21774499
MCF7 IC50 = 2.4 nM 8.62 Antiproliferative activity against human MCF7 cells assessed after 48 hrs by spe... 21774499
AU565 IC50 = 5.8 nM 8.24 Antiproliferative activity against human AU565 after 48 hrs by spectrophotometry 21774499
NON-PROTEIN TARGET IC50 = 12.0 nM 7.92 Antiproliferative activity against human HAAE1 grown in absence of growth factor... 21774499
A-431 IC50 = 18.6 nM 7.73 Antiproliferative activity against human A431 after 48 hrs by spectrophotometry 21774499
HUVEC IC50 = 25.0 nM 7.6 Antiproliferative activity against HUVEC grown in absence of growth factors afte... 21774499

Literature References

PubMed DOI Target Context # Activities
21774499 10.1021/jm200454y NON-PROTEIN TARGET 5
21774499 10.1021/jm200454y HUVEC 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
21774499 10.1021/jm200454y Rattus norvegicus 2
21774499 10.1021/jm200454y Unchecked 2
21774499 10.1021/jm200454y 786-0 2
21774499 10.1021/jm200454y MCF7 1
21774499 10.1021/jm200454y ADMET 1
21774499 10.1021/jm200454y No relevant target 1
21774499 10.1021/jm200454y Plasma 1
21774499 10.1021/jm200454y A2780 1
21774499 10.1021/jm200454y BT-549 1
21774499 10.1021/jm200454y AU565 1
21774499 10.1021/jm200454y LoVo 1
21774499 10.1021/jm200454y DU-145 1
21774499 10.1021/jm200454y Calu-6 1
21774499 10.1021/jm200454y MDA-MB-231 1
21774499 10.1021/jm200454y A-431 1
21774499 10.1021/jm200454y A-375 1

Data from ChEMBL 36 via Core Engine