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Compound Detail

CHEMBL112192

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COc1ccc(C=C2c3ccccc3C(=O)c3ccccc32)c(OC)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL112192
Phase Preclinical
Structure Type MOL
InChI Key NNUPYSBSBBSLHI-UHFFFAOYSA-N
14
Targets
21
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

358.4
MW (Da)
4.54
ALogP
4
HBA
1
HBD
55.8
PSA (Ų)
0.58
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H18O4
MW 358.39
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness 0.25

Activity Summary

IC50 20 meas. best 7.4
EC50 1 meas. best 6.63

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SF-268
CHEMBL613977
 IC50 7.4 7.31 40.0 2
L1210
CHEMBL386
 IC50 7.3 7.23 50.0 2
KB
CHEMBL398
 IC50 7.3 7.3 50.0 1
Lung LXF 629L tumor cell line
CHEMBL614689
 IC50 7.3 7.3 50.0 1
RKO
CHEMBL614879
 IC50 7.3 7.3 50.0 1
NCI-H460
CHEMBL396
 IC50 7.22 7.02 60.0 2
SK-OV-3
CHEMBL614925
 IC50 7.22 7.22 60.0 1
LXFL 529
CHEMBL614110
 IC50 7.16 7.16 70.0 1
P388/ADR
CHEMBL614218
 IC50 7.1 7.03 80.0 2
LT12 tumor cell line
CHEMBL614098
 IC50 7.05 6.985 90.0 2
Tubulin
CHEMBL2111354
 IC50 6.66 6.515 220.0 2
K562
CHEMBL385
 EC50 6.63 6.63 234.0 1
K562
CHEMBL385
 IC50 6.6 6.6 250.0 1
Sus scrofa
CHEMBL613488
 IC50 6.37 6.37 430.0 1
MCF7
CHEMBL387
 IC50 5.73 5.73 1850.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SF-268 IC50 = 40.0 nM 7.4 Tested for induction of cellular death in Human ZNS SF-268 tumor cell line in Pr... 12852768
KB IC50 = 50.0 nM 7.3 Cytotoxic activity against cellular metabolic activity of Cervix KB/HeLa tumor c... 12852768
RKO IC50 = 50.0 nM 7.3 Cytotoxic activity against human colon adenocarcinoma RKO cells without ectopic ... 12852768
L1210 IC50 = 50.0 nM 7.3 Antiproliferative activity against L1210 tumor cell line 12852768
Lung LXF 629L tumor cell line IC50 = 50.0 nM 7.3 Tested for induction of cellular death in Human lung LXF 629L tumor cell line in... 12852768
SK-OV-3 IC50 = 60.0 nM 7.22 Cytotoxic activity against cellular metabolic activity of Ovary SKOV3 tumor cell... 12852768
SF-268 IC50 = 60.0 nM 7.22 Cytotoxic activity against cellular metabolic activity of Glioma SF-268 tumor ce... 12852768
NCI-H460 IC50 = 60.0 nM 7.22 Cytotoxic activity against cellular metabolic activity of Lung NCI-H460 tumor ce... 12852768
LXFL 529 IC50 = 70.0 nM 7.16 Tested for induction of cellular death in Human lung LXF 529L tumor cell line in... 12852768
L1210 IC50 = 70.0 nM 7.16 Antiproliferative activity against L1210 phenotype L1210 VCR tumor cell line 12852768
P388/ADR IC50 = 80.0 nM 7.1 Antiproliferative activity against P388 tumor cell line 12852768
LT12 tumor cell line IC50 = 90.0 nM 7.05 Antiproliferative activity against LT12 phenotype LT12 MDR tumor cell line 12852768
P388/ADR IC50 = 110.0 nM 6.96 Antiproliferative activity against P388 phenotype P388 ADR tumor cell line 12852768
LT12 tumor cell line IC50 = 120.0 nM 6.92 Antiproliferative activity against LT12 tumor cell line 12852768
NCI-H460 IC50 = 150.0 nM 6.82 Tested for induction of cellular death in Human lung H-460 tumor cell line in Pr... 12852768
Tubulin IC50 = 220.0 nM 6.66 In vitro inhibitory concentration required to displace [3H]colchicine from its b... 12852768
K562 EC50 = 234.0 nM 6.63 Effective concentration required to arrest propidium iodide stained K562 cells i... 12852768
K562 IC50 = 250.0 nM 6.6 In vitro inhibitory concentration against human chronic myelogenous leukemia K56... 12852768
Tubulin IC50 = 430.0 nM 6.37 In vitro inhibition of maximum porcine tubulin assembly rate after 20 min at 37 ... 12852768
Sus scrofa IC50 = 430.0 nM 6.37 In vitro inhibitory concentration against tubulin assembly 12852768

Literature References

PubMed DOI Target Context # Activities
12852768 10.1021/jm0307685 K562 2
12852768 10.1021/jm0307685 Tubulin 2
12852768 10.1021/jm0307685 SF-268 2
12852768 10.1021/jm0307685 NCI-H460 2
12852768 10.1021/jm0307685 RKO 2
12852768 10.1021/jm0307685 LT12 tumor cell line 2
12852768 10.1021/jm0307685 L1210 2
12852768 10.1021/jm0307685 P388/ADR 2
12852768 10.1021/jm0307685 KB 1
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 MCF7 1
12852768 10.1021/jm0307685 MAXF401 cell line 1
12852768 10.1021/jm0307685 RXF 944 1
12852768 10.1021/jm0307685 Sus scrofa 1

Data from ChEMBL 36 via Core Engine