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Compound Detail

CHEMBL494264

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COc1ccc(/C=C/C(=O)c2c(O)cc(O)cc2OC)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL494264
Phase Preclinical
Structure Type MOL
InChI Key YROJPKUFDFWHAO-VMPITWQZSA-N
5
Targets
7
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

300.3
MW (Da)
3.01
ALogP
5
HBA
2
HBD
76.0
PSA (Ų)
0.66
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C17H16O5
MW 300.31
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 0.82

Activity Summary

IC50 7 meas. best 5.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania braziliensis
CHEMBL612878
 IC50 5.12 5.12 7600.0 1
Leishmania amazonensis
CHEMBL612877
 IC50 5.0 4.92 10000.0 2
HepG2
CHEMBL395
 IC50 4.74 4.74 18100.0 1
Leishmania peruviana
CHEMBL613215
 IC50 4.64 4.64 23000.0 1
HeLa
CHEMBL399
 IC50 4.32 4.32 47700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leishmania braziliensis IC50 = 7600.0 nM 5.12 Antileishmanial activity against Leishmania braziliensis MHOM/PE/PER006 promasti... 19962891
Leishmania amazonensis IC50 = 10000.0 nM 5.0 Antileishmanial activity against Leishmania amazonensis MHOM/BR/76/LTB-012 amast... 19962891
Leishmania amazonensis IC50 = 14300.0 nM 4.84 Antileishmanial activity against Leishmania amazonensis LMA CL1 amastigotes infe... 19962891
HepG2 IC50 = 18100.0 nM 4.74 Cytotoxicity against human HepG2 cells assessed as inhibition of cell proliferat... 25629304
Leishmania peruviana IC50 = 23000.0 nM 4.64 Antileishmanial activity against Leishmania peruviana MHOM/PE/LCA08 promastigote... 19962891
HeLa IC50 = 47700.0 nM 4.32 Cytotoxicity against human HeLa cells assessed as inhibition of cell proliferati... 25629304

Literature References

PubMed DOI Target Context # Activities
19962891 10.1016/j.bmcl.2009.11.033 Leishmania amazonensis 2
18798609 10.1021/jm800812k Trypanosoma cruzi 1
25629304 10.1021/jm5016507 HepG2 1
25629304 10.1021/jm5016507 A549 1
25629304 10.1021/jm5016507 HeLa 1
19962891 10.1016/j.bmcl.2009.11.033 Leishmania braziliensis 1
19962891 10.1016/j.bmcl.2009.11.033 Leishmania peruviana 1
19962891 10.1016/j.bmcl.2009.11.033 ADMET 1
19962891 10.1016/j.bmcl.2009.11.033 Unchecked 1
18798609 10.1021/jm800812k K562 1
18798609 10.1021/jm800812k Vero 1
18798609 10.1021/jm800812k NIH3T3 1
18798609 10.1021/jm800812k NCI-H460 1
18798609 10.1021/jm800812k DU-145 1
18798609 10.1021/jm800812k MCF7 1
18798609 10.1021/jm800812k M14 1
18798609 10.1021/jm800812k HT-29 1
18798609 10.1021/jm800812k PC-3 1

Data from ChEMBL 36 via Core Engine