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Compound Detail

CHEMBL4544616

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COC1=C(c2ccc(OC)cc2)C(=O)C=C(c2ccc(OC)cc2)C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4544616
Phase Preclinical
Structure Type MOL
InChI Key ZDZJKLAKFKESOU-UHFFFAOYSA-N
21
Targets
21
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

350.4
MW (Da)
3.30
ALogP
5
HBA
0
HBD
61.8
PSA (Ų)
0.77
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C21H18O5
MW 350.37
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 0.96

Activity Summary

IC50 21 meas. best 6.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MV4-11
CHEMBL613835
 IC50 6.8 6.8 160.0 1
HL-60
CHEMBL383
 IC50 6.77 6.77 170.0 1
HuCCT-1
CHEMBL614581
 IC50 6.7 6.7 200.0 1
HCC1954
CHEMBL1075459
 IC50 6.32 6.32 480.0 1
A549
CHEMBL392
 IC50 6.32 6.32 480.0 1
MKN-45
CHEMBL614354
 IC50 6.31 6.31 490.0 1
DU-145
CHEMBL613508
 IC50 6.28 6.28 520.0 1
NCI-H1299
CHEMBL612255
 IC50 6.14 6.14 720.0 1
A673
CHEMBL614517
 IC50 6.12 6.12 760.0 1
B16-F10
CHEMBL612656
 IC50 6.12 6.12 760.0 1
NCI-H2228
CHEMBL1075536
 IC50 6.03 6.03 940.0 1
NCI-N87
CHEMBL614197
 IC50 6.0 6.0 1000.0 1
MDA-MB-468
CHEMBL614335
 IC50 5.96 5.96 1100.0 1
HCT-116
CHEMBL394
 IC50 5.72 5.72 1900.0 1
Unchecked
CHEMBL612545
 IC50 5.7 5.7 2000.0 1
MDA-MB-231
CHEMBL400
 IC50 5.7 5.7 2000.0 1
NCI-H1975
CHEMBL614348
 IC50 5.51 5.51 3100.0 1
BT-474
CHEMBL614529
 IC50 5.44 5.44 3600.0 1
U-251
CHEMBL615022
 IC50 5.33 5.33 4700.0 1
K562
CHEMBL385
 IC50 5.32 5.32 4800.0 1
143B
CHEMBL614508
 IC50 5.3 5.3 5000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MV4-11 IC50 = 160.0 nM 6.8 Cytotoxicity against human MV4-11 cells measured after 72 hrs by Celltiter-Glo a... 31820976
HL-60 IC50 = 170.0 nM 6.77 Cytotoxicity against human HL60 cells measured after 72 hrs by Celltiter-Glo ass... 31820976
HuCCT-1 IC50 = 200.0 nM 6.7 Cytotoxicity against human HuCCT1 cells measured after 72 hrs by Celltiter-Glo a... 31820976
A549 IC50 = 480.0 nM 6.32 Cytotoxicity against human A549 cells measured after 72 hrs by Celltiter-Glo ass... 31820976
HCC1954 IC50 = 480.0 nM 6.32 Cytotoxicity against human HCC1954 cells measured after 72 hrs by Celltiter-Glo ... 31820976
MKN-45 IC50 = 490.0 nM 6.31 Cytotoxicity against human MKN45 cells measured after 72 hrs by Celltiter-Glo as... 31820976
DU-145 IC50 = 520.0 nM 6.28 Cytotoxicity against human DU145 cells measured after 72 hrs by Celltiter-Glo as... 31820976
NCI-H1299 IC50 = 720.0 nM 6.14 Cytotoxicity against human H1299 cells measured after 72 hrs by Celltiter-Glo as... 31820976
A673 IC50 = 760.0 nM 6.12 Cytotoxicity against human A673 cells measured after 72 hrs by Celltiter-Glo ass... 31820976
B16-F10 IC50 = 760.0 nM 6.12 Cytotoxicity against mouse B16/F10 cells measured after 72 hrs by Celltiter-Glo ... 31820976
NCI-H2228 IC50 = 940.0 nM 6.03 Cytotoxicity against human NCI-H2228 cells measured after 72 hrs by Celltiter-Gl... 31820976
NCI-N87 IC50 = 1000.0 nM 6.0 Cytotoxicity against human NCI-N87 cells measured after 72 hrs by Celltiter-Glo ... 31820976
MDA-MB-468 IC50 = 1100.0 nM 5.96 Cytotoxicity against human MDA-MB-468 cells measured after 72 hrs by Celltiter-G... 31820976
HCT-116 IC50 = 1900.0 nM 5.72 Cytotoxicity against human HCT116 cells measured after 72 hrs by Celltiter-Glo a... 31820976
Unchecked IC50 = 2000.0 nM 5.7 Cytotoxicity against human SPC-A1 cells overexpressing maspin protein measured a... 31820976
MDA-MB-231 IC50 = 2000.0 nM 5.7 Cytotoxicity against human MDA-MB-231 cells measured after 72 hrs by Celltiter-G... 31820976
NCI-H1975 IC50 = 3100.0 nM 5.51 Cytotoxicity against human NCI-H1975 cells harboring EGFR double L858R/T790M mut... 31820976
BT-474 IC50 = 3600.0 nM 5.44 Cytotoxicity against human BT474 cells measured after 72 hrs by Celltiter-Glo as... 31820976
U-251 IC50 = 4700.0 nM 5.33 Cytotoxicity against human U251 cells measured after 72 hrs by Celltiter-Glo ass... 31820976
K562 IC50 = 4800.0 nM 5.32 Cytotoxicity against human K562 cells measured after 72 hrs by Celltiter-Glo ass... 31820976

Literature References

PubMed DOI Target Context # Activities
31820976 10.1021/acs.jnatprod.9b00963 MDA-MB-468 1
31820976 10.1021/acs.jnatprod.9b00963 Hep 3B2 1
31820976 10.1021/acs.jnatprod.9b00963 Unchecked 1
31820976 10.1021/acs.jnatprod.9b00963 DU-145 1
31820976 10.1021/acs.jnatprod.9b00963 MKN-45 1
31820976 10.1021/acs.jnatprod.9b00963 MCF7 1
31820976 10.1021/acs.jnatprod.9b00963 HCC1954 1
31820976 10.1021/acs.jnatprod.9b00963 U-251 1
31820976 10.1021/acs.jnatprod.9b00963 A-431 1
31820976 10.1021/acs.jnatprod.9b00963 HL-60 1
31820976 10.1021/acs.jnatprod.9b00963 NCI-H1975 1
31820976 10.1021/acs.jnatprod.9b00963 HeLa 1
31820976 10.1021/acs.jnatprod.9b00963 B16-F10 1
31820976 10.1021/acs.jnatprod.9b00963 HuCCT-1 1
31820976 10.1021/acs.jnatprod.9b00963 NCI-H1299 1
31820976 10.1021/acs.jnatprod.9b00963 BT-474 1
31820976 10.1021/acs.jnatprod.9b00963 A549 1
31820976 10.1021/acs.jnatprod.9b00963 K562 1
31820976 10.1021/acs.jnatprod.9b00963 MV4-11 1
31820976 10.1021/acs.jnatprod.9b00963 A673 1

Data from ChEMBL 36 via Core Engine