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Compound Detail

CHEMBL61998

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COc1cc(C(=O)/C=C/c2ccc(F)cc2)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL61998
Phase Preclinical
Structure Type MOL
InChI Key FVYXBSVIQZHXBW-RMKNXTFCSA-N
13
Targets
14
Activities
2
Assay Types
7
PK Parameters
20
Publications
0
Known Names

Molecular Properties

316.3
MW (Da)
3.75
ALogP
4
HBA
0
HBD
44.8
PSA (Ų)
0.60
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H17FO4
MW 316.33
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.21

Activity Summary

IC50 13 meas. best 5.82
EC50 1 meas. best 5.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
K562
CHEMBL385
 IC50 5.82 5.82 1500.0 1
SiHa
CHEMBL612542
 IC50 5.1 5.1 7920.0 1
HepG2
CHEMBL395
 EC50 5.0 5.0 10000.0 1
HEp-2
CHEMBL614735
 IC50 5.0 5.0 10020.0 1
PC-3
CHEMBL390
 IC50 4.93 4.93 11650.0 1
HCT-15
CHEMBL612263
 IC50 4.93 4.93 11730.0 1
DU-145
CHEMBL613508
 IC50 4.88 4.88 13320.0 1
SNB-78
CHEMBL612543
 IC50 4.86 4.86 13780.0 1
Peritoneal macrophage cell
CHEMBL613703
 IC50 4.75 4.75 17600.0 1
OVCAR-5
CHEMBL614214
 IC50 4.74 4.74 18320.0 1
HepG2
CHEMBL395
 IC50 4.66 4.66 22000.0 1
HOP-62
CHEMBL614643
 IC50 4.61 4.61 24720.0 1
COLO 205
CHEMBL614561
 IC50 4.59 4.59 25700.0 1
L1210
CHEMBL386
 IC50 4.33 4.33 46500.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 57.3 mL.min-1.g-1 Homo sapiens
CL 116.4 mL.min-1.g-1 Rattus norvegicus
CL 339.4 mL.min-1.g-1 Rattus norvegicus
T1/2 4.0 hr -
T1/2 4.0 hr -
T1/2 1.0 hr -
T1/2 0.1667 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
K562 IC50 = 1500.0 nM 5.82 Antiproliferative activity against human K562 cells after 5 days by MTT assay 19837593
SiHa IC50 = 7920.0 nM 5.1 Antiproliferative activity against human SIHA cell line 15893928
HepG2 EC50 = 10000.0 nM 5.0 Toxicity in human HepG2 cells assessed as cell viability 26204510
HEp-2 IC50 = 10020.0 nM 5.0 Antiproliferative activity against human cancer Hep-2 cell line 15893928
HCT-15 IC50 = 11730.0 nM 4.93 Antiproliferative activity against human colon cancer HCT-15 cell line 15893928
PC-3 IC50 = 11650.0 nM 4.93 Antiproliferative activity against prostate cancer PC-3 cell line 15893928
DU-145 IC50 = 13320.0 nM 4.88 Antiproliferative activity against human cancer DU-145 cell line 15893928
SNB-78 IC50 = 13780.0 nM 4.86 Antiproliferative activity against human cancer SNB-78 cell line 15893928
Peritoneal macrophage cell IC50 = 17600.0 nM 4.75 Inhibition of nitric oxide production in LPS/IFN-gamma-stimulated BALB/c mouse p... 19875299
OVCAR-5 IC50 = 18320.0 nM 4.74 Antiproliferative activity against human cancer OVCAR-5 cell line 15893928
HepG2 IC50 = 22000.0 nM 4.66 Growth inhibition of human HepG2 cells after 48 hrs by MTT assay 19875299
HOP-62 IC50 = 24720.0 nM 4.61 Antiproliferative activity against human cancer HOP-62 cell line 15893928
COLO 205 IC50 = 25700.0 nM 4.59 Growth inhibition of human COLO205 cells after 48 hrs by MTT assay 19875299
L1210 IC50 = 46500.0 nM 4.33 Cytotoxicity against mouse L1210 cells after 24 hrs by MTT assay 23524161

Literature References

PubMed DOI Target Context # Activities
26204510 10.1016/j.ejmech.2015.06.029 Mus musculus 20
26204510 10.1016/j.ejmech.2015.06.029 ADMET 8
26204510 10.1016/j.ejmech.2015.06.029 NON-PROTEIN TARGET 7
25666820 10.1016/j.bmcl.2015.01.027 NON-PROTEIN TARGET 6
26204510 10.1016/j.ejmech.2015.06.029 No relevant target 5
26204510 10.1016/j.ejmech.2015.06.029 Caco-2 4
26204510 10.1016/j.ejmech.2015.06.029 MDA-MB-231 4
26204510 10.1016/j.ejmech.2015.06.029 HepG2 4
26204510 10.1016/j.ejmech.2015.06.029 SK-OV-3 3
26204510 10.1016/j.ejmech.2015.06.029 Voltage-gated inwardly rectifying potassium channel KCNH2 3
26204510 10.1016/j.ejmech.2015.06.029 Unchecked 2
26204510 10.1016/j.ejmech.2015.06.029 Plasma 2
26204510 10.1016/j.ejmech.2015.06.029 MCF10 2
26204510 10.1016/j.ejmech.2015.06.029 Liver 2
15893928 10.1016/j.bmcl.2005.03.121 SiHa 1
26204510 10.1016/j.ejmech.2015.06.029 Vascular endothelial growth factor receptor 2 1
15893928 10.1016/j.bmcl.2005.03.121 DU-145 1
15893928 10.1016/j.bmcl.2005.03.121 PC-3 1
15893928 10.1016/j.bmcl.2005.03.121 HCT-15 1
15893928 10.1016/j.bmcl.2005.03.121 SNB-78 1

Data from ChEMBL 36 via Core Engine