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Compound Detail

CHEMBL190474

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COc1ccc(/C=C/C(=O)c2cc(OC)c(OC)c(OC)c2)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL190474
Phase Preclinical
Structure Type MOL
InChI Key XCTVYGILKGHJLX-SOFGYWHQSA-N
21
Targets
26
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

358.4
MW (Da)
3.63
ALogP
6
HBA
0
HBD
63.2
PSA (Ų)
0.53
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H22O6
MW 358.39
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 0.15

Activity Summary

IC50 26 meas. best 6.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
K562
CHEMBL385
 IC50 6.52 6.52 300.0 1
CCRF-CEM
CHEMBL382
 IC50 5.72 5.72 1900.0 1
HeLa
CHEMBL399
 IC50 5.7 5.7 2000.0 1
MOLT-4
CHEMBL614177
 IC50 5.51 5.51 3100.0 1
Peritoneal macrophage cell
CHEMBL613703
 IC50 5.35 5.35 4500.0 1
SW-620
CHEMBL612262
 IC50 5.24 5.24 5800.0 1
SK-OV-3
CHEMBL614925
 IC50 5.21 5.21 6090.0 1
HEp-2
CHEMBL614735
 IC50 5.21 5.21 6150.0 1
HT-29
CHEMBL384
 IC50 5.18 5.18 6640.0 1
A549
CHEMBL392
 IC50 5.16 5.16 6900.0 1
RAW264.7
CHEMBL612557
 IC50 5.15 5.0483 7100.0 6
PC-3
CHEMBL390
 IC50 5.11 5.11 7850.0 1
HCT-15
CHEMBL612263
 IC50 5.1 5.1 7950.0 1
HOP-62
CHEMBL614643
 IC50 5.09 5.09 8120.0 1
L1210
CHEMBL386
 IC50 5.09 5.09 8100.0 1
OVCAR-5
CHEMBL614214
 IC50 5.08 5.08 8300.0 1
DU-145
CHEMBL613508
 IC50 5.04 5.04 9210.0 1
SiHa
CHEMBL612542
 IC50 5.03 5.03 9350.0 1
FM3A
CHEMBL614297
 IC50 5.0 5.0 10000.0 1
HepG2
CHEMBL395
 IC50 4.69 4.69 20300.0 1
SNB-78
CHEMBL612543
 IC50 4.64 4.64 22810.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
K562 IC50 = 300.0 nM 6.52 Antiproliferative activity against human K562 cells after 5 days by MTT assay 19837593
CCRF-CEM IC50 = 1900.0 nM 5.72 Antiproliferative activity against human CEM cells after 2 days 18440234
HeLa IC50 = 2000.0 nM 5.7 Antiproliferative activity against human HeLa cells after 2 days 18440234
MOLT-4 IC50 = 3100.0 nM 5.51 Antiproliferative activity against human MOLT4 cells after 2 days 18440234
Peritoneal macrophage cell IC50 = 4500.0 nM 5.35 Inhibition of nitric oxide production in LPS/IFN-gamma-stimulated BALB/c mouse p... 19875299
SW-620 IC50 = 5800.0 nM 5.24 Inhibitory concentration against human colon cancer SW-620 cell line 15893928
SK-OV-3 IC50 = 6090.0 nM 5.21 Antiproliferative activity against human cancer SKOV-3 cell line 15893928
HEp-2 IC50 = 6150.0 nM 5.21 Antiproliferative activity against human cancer Hep-2 cell line 15893928
HT-29 IC50 = 6640.0 nM 5.18 Antiproliferative activity against Colon cancer HT-29 cell line 15893928
A549 IC50 = 6900.0 nM 5.16 Antiproliferative activity against human cancer A-549 cell line 15893928
RAW264.7 IC50 = 7100.0 nM 5.15 Antiinflammatory activity in LPS-induced mouse RAW264.7 cells assessed as inhibi... 38911149
RAW264.7 IC50 = 7600.0 nM 5.12 Antiinflammatory activity in LPS-induced mouse RAW264.7 cells assessed as inhibi... 38911149
PC-3 IC50 = 7850.0 nM 5.11 Antiproliferative activity against prostate cancer PC-3 cell line 15893928
HCT-15 IC50 = 7950.0 nM 5.1 Antiproliferative activity against human colon cancer HCT-15 cell line 15893928
HOP-62 IC50 = 8120.0 nM 5.09 Antiproliferative activity against human cancer HOP-62 cell line 15893928
L1210 IC50 = 8100.0 nM 5.09 Antiproliferative activity against mouse L1210 cells after 2 days 18440234
OVCAR-5 IC50 = 8300.0 nM 5.08 Antiproliferative activity against human cancer OVCAR-5 cell line 15893928
RAW264.7 IC50 = 8400.0 nM 5.08 Antiinflammatory activity in LPS-induced mouse RAW264.7 cells assessed as inhibi... 38911149
DU-145 IC50 = 9210.0 nM 5.04 Antiproliferative activity against human cancer DU-145 cell line 15893928
SiHa IC50 = 9350.0 nM 5.03 Antiproliferative activity against human SIHA cell line 15893928

Literature References

PubMed DOI Target Context # Activities
38911149 10.1039/d4md00011k RAW264.7 20
19837593 10.1016/j.bmc.2009.09.039 K562 4
38911149 10.1039/d4md00011k Unchecked 2
19837593 10.1016/j.bmc.2009.09.039 Unchecked 2
15893928 10.1016/j.bmcl.2005.03.121 PC-3 1
18440234 10.1016/j.bmc.2008.04.026 HeLa 1
18440234 10.1016/j.bmc.2008.04.026 CCRF-CEM 1
18440234 10.1016/j.bmc.2008.04.026 MOLT-4 1
18440234 10.1016/j.bmc.2008.04.026 FM3A 1
18440234 10.1016/j.bmc.2008.04.026 L1210 1
15893928 10.1016/j.bmcl.2005.03.121 DU-145 1
15893928 10.1016/j.bmcl.2005.03.121 HT-29 1
15893928 10.1016/j.bmcl.2005.03.121 SiHa 1
15893928 10.1016/j.bmcl.2005.03.121 HEp-2 1
15893928 10.1016/j.bmcl.2005.03.121 HOP-62 1
15893928 10.1016/j.bmcl.2005.03.121 A549 1
15893928 10.1016/j.bmcl.2005.03.121 SW-620 1
15893928 10.1016/j.bmcl.2005.03.121 HCT-15 1
15893928 10.1016/j.bmcl.2005.03.121 SNB-78 1
15893928 10.1016/j.bmcl.2005.03.121 OVCAR-5 1

Data from ChEMBL 36 via Core Engine