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Compound Detail

CHEMBL230741

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COc1cc(C(=O)c2ccc3c(ccn3C)c2)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL230741
Phase Preclinical
Structure Type MOL
InChI Key ZACNDXXBCBNGMV-UHFFFAOYSA-N
17
Targets
28
Activities
1
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

325.4
MW (Da)
3.44
ALogP
5
HBA
0
HBD
49.7
PSA (Ų)
0.67
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H19NO4
MW 325.36
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.28

Activity Summary

IC50 28 meas. best 8.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MCF7
CHEMBL387
 IC50 8.04 8.04 9.2 1
HT-29
CHEMBL384
 IC50 7.98 7.775 10.5 2
MKN-45
CHEMBL614354
 IC50 7.95 7.95 11.2 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.9 7.86 12.5 2
TSGH
CHEMBL615018
 IC50 7.87 7.87 13.4 1
KB
CHEMBL398
 IC50 7.87 7.87 13.6 1
NCI-H460
CHEMBL396
 IC50 7.85 7.85 14.1 1
MOLT-3
CHEMBL614176
 IC50 7.75 7.75 18.0 1
CCRF-CEM
CHEMBL382
 IC50 7.75 7.75 18.0 1
Bel-7402
CHEMBL614279
 IC50 7.68 7.68 21.0 1
PC-3
CHEMBL390
 IC50 7.6 7.6 25.0 1
HeLa
CHEMBL399
 IC50 7.6 7.5 25.0 4
DU-145
CHEMBL613508
 IC50 7.58 7.58 26.0 1
HL-60
CHEMBL383
 IC50 7.57 7.57 27.0 1
A549
CHEMBL392
 IC50 6.92 6.87 120.0 4
Tubulin
CHEMBL2095182
 IC50 5.96 5.96 1100.0 1
Unchecked
CHEMBL612545
 IC50 5.16 5.115 6900.0 4

Pharmacokinetic Data

Parameter Value Units Species
Ka 2.16 10'6/M Bos taurus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MCF7 IC50 = 9.2 nM 8.04 Antiproliferative activity against human MCF7 cells 17482458
HT-29 IC50 = 10.5 nM 7.98 Growth inhibition of human HT29 cells after 72 hrs by methylene blue dye assay 17685504
MKN-45 IC50 = 11.2 nM 7.95 Growth inhibition of human MKN45 cells after 72 hrs by methylene blue dye assay 17685504
NON-PROTEIN TARGET IC50 = 12.5 nM 7.9 Growth inhibition of human KB-vin10 cells after 72 hrs by methylene blue dye ass... 17685504
KB IC50 = 13.6 nM 7.87 Growth inhibition of human KB cells after 72 hrs by methylene blue dye assay 17685504
TSGH IC50 = 13.4 nM 7.87 Growth inhibition of human TSGH cells after 72 hrs by methylene blue dye assay 17685504
NCI-H460 IC50 = 14.1 nM 7.85 Growth inhibition of human H460 cells after 72 hrs by methylene blue dye assay 17685504
NON-PROTEIN TARGET IC50 = 15.0 nM 7.82 Antiproliferative activity against human DND1 cells 17482458
CCRF-CEM IC50 = 18.0 nM 7.75 Antiproliferative activity against human CEM cells 17482458
MOLT-3 IC50 = 18.0 nM 7.75 Antiproliferative activity against human Molt3 cells 17482458
Bel-7402 IC50 = 21.0 nM 7.68 Antiproliferative activity against human Bel7402 cells 17482458
PC-3 IC50 = 25.0 nM 7.6 Antiproliferative activity against human PC3 cells 17482458
HeLa IC50 = 25.0 nM 7.6 Cytotoxicity against human HeLa cells assessed as growth inhibition after 72 hrs... 23470139
DU-145 IC50 = 26.0 nM 7.58 Antiproliferative activity against human DU145 cells 17482458
HT-29 IC50 = 27.0 nM 7.57 Cytotoxicity against human HT-29 cells assessed as growth inhibition after 72 hr... 23470139
HL-60 IC50 = 27.0 nM 7.57 Cytotoxicity against human HL60 cells assessed as growth inhibition after 72 hrs... 23470139
HeLa IC50 = 34.0 nM 7.47 Cytotoxicity against human HeLa cells after 72 hrs by XTT method 18502133
HeLa IC50 = 34.0 nM 7.47 Cytotoxicity against human HeLa cells after 72 hrs by XTT assay 19939521
HeLa IC50 = 35.0 nM 7.46 Cytotoxicity against human HeLa cells after 72 hrs by XTT assay 19647439
A549 IC50 = 120.0 nM 6.92 Cytotoxicity against human A549 cells after 72 hrs by XTT method 18502133

Literature References

PubMed DOI Target Context # Activities
23470139 10.1021/jm3015603 Unchecked 3
19647439 10.1016/j.bmc.2009.07.012 Unchecked 2
19939521 10.1016/j.ejmech.2009.10.047 Unchecked 2
17685504 10.1021/jm070557q Tubulin 2
18502133 10.1016/j.bmc.2008.04.054 Unchecked 2
17482458 10.1016/j.bmcl.2007.04.048 MCF7 1
19939521 10.1016/j.ejmech.2009.10.047 HeLa 1
18502133 10.1016/j.bmc.2008.04.054 A549 1
23470139 10.1021/jm3015603 HL-60 1
17482458 10.1016/j.bmcl.2007.04.048 NON-PROTEIN TARGET 1
17482458 10.1016/j.bmcl.2007.04.048 PC-3 1
17482458 10.1016/j.bmcl.2007.04.048 DU-145 1
17685504 10.1021/jm070557q KB 1
17482458 10.1016/j.bmcl.2007.04.048 Bel-7402 1
17482458 10.1016/j.bmcl.2007.04.048 MOLT-3 1
17482458 10.1016/j.bmcl.2007.04.048 CCRF-CEM 1
17685504 10.1021/jm070557q MKN-45 1
17685504 10.1021/jm070557q TSGH 1
17685504 10.1021/jm070557q HT-29 1
17685504 10.1021/jm070557q NCI-H460 1

Data from ChEMBL 36 via Core Engine