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Compound Detail

CHEMBL231594

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COc1ccc2c(CN3CCC(CO)CC3)cc3cc4c(cc3c2c1)OCO4
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL231594
Phase Preclinical
Structure Type MOL
InChI Key GFBRRLPJNPKOEJ-UHFFFAOYSA-N
5
Targets
11
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

379.5
MW (Da)
3.93
ALogP
5
HBA
1
HBD
51.2
PSA (Ų)
0.70
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H25NO4
MW 379.46
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.11

Activity Summary

IC50 11 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
DU-145
CHEMBL613508
 IC50 7.52 7.07 30.0 2
ZR-75-1
CHEMBL614393
 IC50 7.52 7.52 30.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.1 6.9433 80.0 3
A549
CHEMBL392
 IC50 7.1 6.9833 80.0 3
KB
CHEMBL398
 IC50 6.75 6.685 180.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
DU-145 IC50 = 30.0 nM 7.52 Cytotoxicity against human DU145 cells by SRB microtiter plate assay 17585747
ZR-75-1 IC50 = 30.0 nM 7.52 Cytotoxicity against human ZR751cells by SRB microtiter plate assay 17585747
A549 IC50 = 80.0 nM 7.1 Cytotoxicity against human A549 cells by SRB microtiter plate assay 17585747
NON-PROTEIN TARGET IC50 = 80.0 nM 7.1 Cytotoxicity against human KBVIN cells 19645447
A549 IC50 = 80.0 nM 7.1 Cytotoxicity against human A549 cells 20187635
NON-PROTEIN TARGET IC50 = 90.0 nM 7.05 Cytotoxicity against multidrug resistant human KB-Vin cells by SRB microtiter pl... 17585747
KB IC50 = 180.0 nM 6.75 Anticancer activity against human KB cells after 72 hrs by SRB assay 19645447
A549 IC50 = 180.0 nM 6.75 Anticancer activity against human A549 cells after 72 hrs by SRB assay 19645447
NON-PROTEIN TARGET IC50 = 210.0 nM 6.68 Anticancer activity against human KBVIN cells after 72 hrs by SRB assay 19645447
KB IC50 = 240.0 nM 6.62 Cytotoxicity against human KB cells by SRB microtiter plate assay 17585747
DU-145 IC50 = 240.0 nM 6.62 Anticancer activity against human DU145 cells after 72 hrs by SRB assay 19645447

Literature References

PubMed DOI Target Context # Activities
19284764 10.1021/jm801344j CL1-0 37
19284764 10.1021/jm801344j Molecular identity unknown 17
24428777 10.1021/jm401686b HSP90 and hnRNPA2/B1 6
19284764 10.1021/jm801344j NON-PROTEIN TARGET 5
24428777 10.1021/jm401686b NON-PROTEIN TARGET 4
19284764 10.1021/jm801344j A549 4
34917259 10.1021/acsmedchemlett.1c00505 MDA-MB-231 4
24428777 10.1021/jm401686b Mus musculus 3
19645447 10.1021/jm9009263 NON-PROTEIN TARGET 2
19284764 10.1021/jm801344j RAC-alpha serine/threonine-protein kinase 2
19284764 10.1021/jm801344j Unchecked 1
17585747 10.1021/jm061366a A549 1
19645447 10.1021/jm9009263 A549 1
19284764 10.1021/jm801344j Inhibitor of nuclear factor kappa-B kinase subunit beta 1
19284764 10.1021/jm801344j Inhibitor of nuclear factor kappa-B kinase subunit alpha 1
34917259 10.1021/acsmedchemlett.1c00505 MCF7 1
17585747 10.1021/jm061366a KB 1
17585747 10.1021/jm061366a DU-145 1
19284764 10.1021/jm801344j PC-9 1
19284764 10.1021/jm801344j NCI-H460 1

Data from ChEMBL 36 via Core Engine