Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL283631

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1cc([C@@H]2c3cc4c(cc3[C@@H](Nc3ccc([N+](=O)[O-])cc3)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL283631
Phase Preclinical
Structure Type MOL
InChI Key DLROLUIVVKTFPW-LVEBQJTPSA-N
8
Targets
13
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

520.5
MW (Da)
4.13
ALogP
10
HBA
2
HBD
138.6
PSA (Ų)
0.28
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H24N2O9
MW 520.49
Aromatic Rings 3
Heavy Atoms 38
NP-Likeness 0.84

Activity Summary

IC50 13 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hypoxia-inducible factor 1-alpha
CHEMBL4261
 IC50 9.0 9.0 1.0 1
MCF7
CHEMBL387
 IC50 7.8 7.8 15.8 1
PC-3
CHEMBL390
 IC50 7.8 7.8 15.8 1
A549
CHEMBL392
 IC50 7.8 7.8 15.8 1
KB
CHEMBL398
 IC50 7.5 6.3975 32.0 4
H9
CHEMBL614806
 IC50 7.16 7.16 70.0 1
ADMET
CHEMBL612558
 IC50 6.31 6.31 490.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.21 5.16 6100.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hypoxia-inducible factor 1-alpha IC50 = 1.0 nM 9.0 Inhibition of HIF-1alpha in human U373 cells 30682255
PC-3 IC50 = 15.8 nM 7.8 Antiproliferative activity against human PC3 cells incubated for 72 hrs by MTT a... 32992133
MCF7 IC50 = 15.8 nM 7.8 Antiproliferative activity against human MCF7 cells incubated for 72 hrs by MTT ... 32992133
A549 IC50 = 15.8 nM 7.8 Antiproliferative activity against human A549 cells incubated for 72 hrs by MTT ... 32992133
KB IC50 = 32.0 nM 7.5 Growth inhibitory activity (antiproliferative) against KB cell lines 8691469
H9 IC50 = 70.0 nM 7.16 Cytotoxicity against H9 cell line -
ADMET IC50 = 490.0 nM 6.31 Concentration required for 50% reduction in KB cell number after 3-day incubatio... 1312600
ADMET IC50 = 490.0 nM 6.31 Concentration required for 50% reduction in KB cell number after 3-day incubatio... 1312601
KB IC50 = 490.0 nM 6.31 Cytotoxicity against human KB cells after 72 hrs by MTT assay 20187635
KB IC50 = 550.0 nM 6.26 Growth inhibitory activity (antiproliferative) against KB/7d cell lines 8691469
KB IC50 = 3000.0 nM 5.52 Cytotoxicity against human vincristine-resistant KB cells after 72 hrs by MTT as... 20187635
NON-PROTEIN TARGET IC50 = 6100.0 nM 5.21 Cytotoxicity against human KB1 cells after 72 hrs by MTT assay 20187635
NON-PROTEIN TARGET IC50 = 7700.0 nM 5.11 Cytotoxicity against human KB-7d cells after 72 hrs by MTT assay 20187635

Literature References

PubMed DOI Target Context # Activities
15125972 10.1016/j.bmcl.2004.02.102 KB 5
15006408 10.1016/j.bmcl.2003.12.096 KB 3
15456257 10.1021/jm030609l KB 3
20187635 10.1021/np900821e NON-PROTEIN TARGET 3
8691469 10.1021/jm950548u Nucleic Acid 3
20187635 10.1021/np900821e KB 3
10395485 10.1021/jm990055f KB 3
- 10.1016/S0960-894X(97)10108-1 H9 2
15456257 10.1021/jm030609l DNA topoisomerase II 2
8691469 10.1021/jm950548u KB 2
1331331 10.1021/np50086a011 DNA topoisomerase 2-alpha 2
8691468 10.1021/jm9503052 DNA topoisomerase II 1
- 10.1016/S0960-894X(97)10108-1 ADMET 1
1662724 10.1021/jm00116a001 DNA topoisomerase II 1
10395485 10.1021/jm990055f SK-MEL-2 1
10395485 10.1021/jm990055f MCF7 1
32992133 10.1016/j.ejmech.2020.112830 A549 1
1312600 10.1021/jm00083a009 DNA topoisomerase II 1
1312600 10.1021/jm00083a009 Nucleic Acid 1
10395485 10.1021/jm990055f HCT-8 1

Data from ChEMBL 36 via Core Engine