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Compound Detail

CHEMBL1800908

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COc1ccc(C2=C(c3cc(OC)c(OC)c(OC)c3)CCC2)cc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1800908
Phase Preclinical
Structure Type MOL
InChI Key PEHUPCREGWXBCS-UHFFFAOYSA-N
11
Targets
13
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

356.4
MW (Da)
4.52
ALogP
5
HBA
1
HBD
57.1
PSA (Ų)
0.82
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 C21H24O5
MW 356.42
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 0.54

Activity Summary

IC50 13 meas. best 7.63

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
K562
CHEMBL385
 IC50 7.63 7.63 23.2 1
CCRF-CEM
CHEMBL382
 IC50 7.61 7.61 24.5 1
A549
CHEMBL392
 IC50 7.61 7.61 24.5 1
SH-SY5Y
CHEMBL614910
 IC50 7.43 7.43 37.0 1
BJ
CHEMBL614358
 IC50 7.15 7.15 70.2 1
U2OS
CHEMBL615023
 IC50 7.03 7.03 92.5 1
HCT-116
CHEMBL394
 IC50 6.9 6.845 126.0 2
HUVEC
CHEMBL613979
 IC50 6.84 6.84 146.0 1
Unchecked
CHEMBL612545
 IC50 6.59 6.525 255.0 2
HeLa
CHEMBL399
 IC50 6.52 6.52 300.0 1
CEM-DNR
CHEMBL614547
 IC50 5.72 5.72 1890.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
K562 IC50 = 23.2 nM 7.63 Cytotoxicity against human K562 cells assessed as reduction in cell viability in... 31401010
A549 IC50 = 24.5 nM 7.61 Cytotoxicity against human A549 cells assessed as reduction in cell viability in... 31401010
CCRF-CEM IC50 = 24.5 nM 7.61 Cytotoxicity against human CCRF-CEM cells assessed as reduction in cell viabilit... 31401010
SH-SY5Y IC50 = 37.0 nM 7.43 Cytotoxicity against human SH-SY5Y cells assessed as cell viability after 48 hrs... 21696175
BJ IC50 = 70.2 nM 7.15 Cytotoxicity against human BJ cells assessed as reduction in cell viability incu... 31401010
U2OS IC50 = 92.5 nM 7.03 Cytotoxicity against human U2OS cells assessed as reduction in cell viability in... 31401010
HCT-116 IC50 = 126.0 nM 6.9 Cytotoxicity against human HCT116 cells assessed as reduction in cell viability ... 31401010
HUVEC IC50 = 146.0 nM 6.84 Cytotoxicity against HUVEC assessed as reduction in cell viability incubated for... 31401010
HCT-116 IC50 = 164.0 nM 6.79 Cytotoxicity against p53 deficient human HCT116 cells assessed as reduction in c... 31401010
Unchecked IC50 = 255.0 nM 6.59 Cytotoxicity against human MCR5 cells assessed as reduction in cell viability in... 31401010
HeLa IC50 = 300.0 nM 6.52 Cytotoxicity against human HeLa cells assessed as cell viability after 48 hrs by... 21696175
Unchecked IC50 = 349.0 nM 6.46 Cytotoxicity against human K562-TAX cells assessed as reduction in cell viabilit... 31401010
CEM-DNR IC50 = 1890.0 nM 5.72 Cytotoxicity against human CEM/DNR cells assessed as reduction in cell viability... 31401010

Literature References

PubMed DOI Target Context # Activities
31401010 10.1016/j.bmc.2019.07.048 CCRF-CEM 15
31401010 10.1016/j.bmc.2019.07.048 Unchecked 5
21696175 10.1021/jm200555r Tubulin alpha 3
21696175 10.1021/jm200555r SH-SY5Y 2
21696175 10.1021/jm200555r HeLa 2
21696175 10.1021/jm200555r Liver microsomes 2
31401010 10.1016/j.bmc.2019.07.048 HCT-116 2
31401010 10.1016/j.bmc.2019.07.048 Tubulin 2
31401010 10.1016/j.bmc.2019.07.048 BJ 1
31401010 10.1016/j.bmc.2019.07.048 HUVEC 1
31401010 10.1016/j.bmc.2019.07.048 A549 1
31401010 10.1016/j.bmc.2019.07.048 U2OS 1
31401010 10.1016/j.bmc.2019.07.048 K562 1
31401010 10.1016/j.bmc.2019.07.048 CEM-DNR 1

Data from ChEMBL 36 via Core Engine