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Compound Detail

CHEMBL3327385

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COc1cc([C@H](CC=C(C)C)OC(=O)C=C(C)C)c(OC)c2c1/C(=N/O)C=C/C2=N\O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3327385
Phase Preclinical
Structure Type MOL
InChI Key RMKGHYFVGRQVJY-IMSPSDRLSA-N
11
Targets
13
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

428.5
MW (Da)
4.54
ALogP
8
HBA
2
HBD
109.9
PSA (Ų)
0.22
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H28N2O6
MW 428.49
Aromatic Rings 1
Heavy Atoms 31
NP-Likeness 1.12

Activity Summary

IC50 13 meas. best 6.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HCT-116
CHEMBL394
 IC50 6.22 6.22 600.0 1
K562
CHEMBL385
 IC50 6.16 6.16 700.0 1
HepG2
CHEMBL395
 IC50 6.05 6.05 900.0 1
MCF7
CHEMBL387
 IC50 6.0 5.9 1000.0 2
PANC-1
CHEMBL614139
 IC50 5.92 5.92 1200.0 1
MDA-MB-231
CHEMBL400
 IC50 5.58 5.58 2600.0 1
SK-OV-3
CHEMBL614925
 IC50 5.29 5.29 5100.0 1
A549
CHEMBL392
 IC50 5.22 5.22 6000.0 1
CWR22R
CHEMBL612657
 IC50 5.13 5.13 7400.0 1
DU-145
CHEMBL613508
 IC50 5.03 4.885 9300.0 2
HUVEC
CHEMBL613979
 IC50 4.21 4.21 61900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HCT-116 IC50 = 600.0 nM 6.22 Anticancer activity against human HCT-116 cells incubated for 24 hrs by MTT assa... 35367708
K562 IC50 = 700.0 nM 6.16 Cytotoxicity against human K562 cells by MTT assay 25127868
HepG2 IC50 = 900.0 nM 6.05 Anticancer activity against human HepG2 cells incubated for 24 hrs by MTT assay 35367708
MCF7 IC50 = 1000.0 nM 6.0 Anticancer activity against human MCF7 cells incubated for 24 hrs by MTT assay 35367708
PANC-1 IC50 = 1200.0 nM 5.92 Anticancer activity against human PANC-1 cells incubated for 24 hrs by MTT assay 35367708
MCF7 IC50 = 1600.0 nM 5.8 Cytotoxicity against human MCF7 cells by MTT assay 25127868
MDA-MB-231 IC50 = 2600.0 nM 5.58 Anticancer activity against human MDA-MB-231 cells incubated for 24 hrs by MTT a... 35367708
SK-OV-3 IC50 = 5100.0 nM 5.29 Anticancer activity against human SK-OV-3 cells incubated for 24 hrs by MTT assa... 35367708
A549 IC50 = 6000.0 nM 5.22 Anticancer activity against human A549 cells incubated for 24 hrs by MTT assay 35367708
CWR22R IC50 = 7400.0 nM 5.13 Anticancer activity against human 22Rv1 cells incubated for 24 hrs by MTT assay 35367708
DU-145 IC50 = 9300.0 nM 5.03 Anticancer activity against human DU-145 cells incubated for 24 hrs by MTT assay 35367708
DU-145 IC50 = 18100.0 nM 4.74 Cytotoxicity against human DU145 cells by MTT assay 25127868
HUVEC IC50 = 61900.0 nM 4.21 Cytotoxicity against human HUVEC cells incubated for 24 hrs by MTT assay 35367708

Literature References

PubMed DOI Target Context # Activities
25127868 10.1016/j.bmcl.2014.07.012 MCF7 3
25127868 10.1016/j.bmcl.2014.07.012 Unchecked 2
25127868 10.1016/j.bmcl.2014.07.012 DU-145 1
25127868 10.1016/j.bmcl.2014.07.012 K562 1
25127868 10.1016/j.bmcl.2014.07.012 ADMET 1
35367708 10.1016/j.ejmech.2022.114314 MCF7 1
35367708 10.1016/j.ejmech.2022.114314 DU-145 1
35367708 10.1016/j.ejmech.2022.114314 CWR22R 1
35367708 10.1016/j.ejmech.2022.114314 A549 1
35367708 10.1016/j.ejmech.2022.114314 HepG2 1
35367708 10.1016/j.ejmech.2022.114314 MDA-MB-231 1
35367708 10.1016/j.ejmech.2022.114314 PANC-1 1
35367708 10.1016/j.ejmech.2022.114314 SK-OV-3 1
35367708 10.1016/j.ejmech.2022.114314 HCT-116 1
35367708 10.1016/j.ejmech.2022.114314 HUVEC 1

Data from ChEMBL 36 via Core Engine