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Compound Detail

CHEMBL116173

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COc1ccc(C=C2c3ccccc3C(=O)c3ccccc32)cc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL116173
Phase Preclinical
Structure Type MOL
InChI Key MQLACMBJVPINKE-UHFFFAOYSA-N
13
Targets
21
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

328.4
MW (Da)
4.53
ALogP
3
HBA
1
HBD
46.5
PSA (Ų)
0.59
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H16O3
MW 328.37
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness 0.19

Activity Summary

IC50 19 meas. best 7.7
EC50 2 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
K562
CHEMBL385
 IC50 7.7 7.7 20.0 2
SF-268
CHEMBL613977
 IC50 7.52 7.41 30.0 2
SK-OV-3
CHEMBL614925
 IC50 7.3 7.3 50.0 1
RKO
CHEMBL614879
 IC50 7.22 7.22 60.0 1
NCI-H460
CHEMBL396
 IC50 7.16 7.16 70.0 1
KB
CHEMBL398
 IC50 7.05 7.05 90.0 1
L1210
CHEMBL386
 IC50 6.89 6.87 130.0 2
P388/ADR
CHEMBL614218
 IC50 6.8 6.69 160.0 2
LT12 tumor cell line
CHEMBL614098
 IC50 6.72 6.61 190.0 2
Molecular identity unknown
CHEMBL612546
 EC50 6.7 6.7 200.0 1
K562
CHEMBL385
 EC50 6.69 6.69 206.0 1
Tubulin
CHEMBL2111354
 IC50 6.43 6.3 370.0 2
LXFL 529
CHEMBL614110
 IC50 6.28 6.28 520.0 1
Sus scrofa
CHEMBL613488
 IC50 6.17 6.165 670.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
K562 IC50 = 20.0 nM 7.7 In vitro inhibitory concentration against human chronic myelogenous leukemia K56... 12852768
K562 IC50 = 20.0 nM 7.7 Antiproliferative activity against human K562 cells after 48 hrs by hemocytomete... 21705223
SF-268 IC50 = 30.0 nM 7.52 Tested for induction of cellular death in Human ZNS SF-268 tumor cell line in Pr... 12852768
SK-OV-3 IC50 = 50.0 nM 7.3 Cytotoxic activity against cellular metabolic activity of Ovary SKOV3 tumor cell... 12852768
SF-268 IC50 = 50.0 nM 7.3 Cytotoxic activity against cellular metabolic activity of Glioma SF-268 tumor ce... 12852768
RKO IC50 = 60.0 nM 7.22 Cytotoxic activity against human colon adenocarcinoma RKO cells without ectopic ... 12852768
NCI-H460 IC50 = 70.0 nM 7.16 Cytotoxic activity against cellular metabolic activity of Lung NCI-H460 tumor ce... 12852768
KB IC50 = 90.0 nM 7.05 Cytotoxic activity against cellular metabolic activity of Cervix KB/HeLa tumor c... 12852768
L1210 IC50 = 130.0 nM 6.89 Antiproliferative activity against L1210 phenotype L1210 VCR tumor cell line 12852768
L1210 IC50 = 140.0 nM 6.85 Antiproliferative activity against L1210 tumor cell line 12852768
P388/ADR IC50 = 160.0 nM 6.8 Antiproliferative activity against P388 tumor cell line 12852768
LT12 tumor cell line IC50 = 190.0 nM 6.72 Antiproliferative activity against LT12 phenotype LT12 MDR tumor cell line 12852768
Molecular identity unknown EC50 = 200.0 nM 6.7 Cell cycle arrest in KB/HeLa cells assessed as accumulation at G2/M phase after ... 17973361
K562 EC50 = 206.0 nM 6.69 Effective concentration required to arrest propidium iodide stained K562 cells i... 12852768
P388/ADR IC50 = 260.0 nM 6.58 Antiproliferative activity against P388 phenotype P388 ADR tumor cell line 12852768
LT12 tumor cell line IC50 = 320.0 nM 6.5 Antiproliferative activity against LT12 tumor cell line 12852768
Tubulin IC50 = 370.0 nM 6.43 In vitro inhibitory concentration required to displace [3H]colchicine from its b... 12852768
LXFL 529 IC50 = 520.0 nM 6.28 Tested for induction of cellular death in Human lung LXF 529L tumor cell line in... 12852768
Tubulin IC50 = 670.0 nM 6.17 In vitro inhibition of maximum porcine tubulin assembly rate after 20 min at 37 ... 12852768
Sus scrofa IC50 = 670.0 nM 6.17 In vitro inhibitory concentration against tubulin assembly 12852768

Literature References

PubMed DOI Target Context # Activities
12852768 10.1021/jm0307685 MCF7 4
12852768 10.1021/jm0307685 Tubulin 2
12852768 10.1021/jm0307685 Sus scrofa 2
12852768 10.1021/jm0307685 P388/ADR 2
12852768 10.1021/jm0307685 L1210 2
12852768 10.1021/jm0307685 LT12 tumor cell line 2
12852768 10.1021/jm0307685 RKO 2
12852768 10.1021/jm0307685 NCI-H460 2
12852768 10.1021/jm0307685 SF-268 2
12852768 10.1021/jm0307685 K562 2
12852768 10.1021/jm0307685 SK-OV-3 1
12852768 10.1021/jm0307685 Lung LXF 629L tumor cell line 1
12852768 10.1021/jm0307685 LXFL 529 1
12852768 10.1021/jm0307685 KB 1
12852768 10.1021/jm0307685 MAXF401 cell line 1
12852768 10.1021/jm0307685 RXF 944 1
17973361 10.1021/jm0708984 Molecular identity unknown 1
21705223 10.1016/j.bmc.2011.06.010 K562 1

Data from ChEMBL 36 via Core Engine