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Compound Detail

CHEMBL253465

DIHYDROOROXYLIN A
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COc1c(O)cc2c(c1O)C(=O)C[C@@H](c1ccccc1)O2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL253465
Name DIHYDROOROXYLIN A
Phase Preclinical
Structure Type MOL
InChI Key QUAPPCXFYKSDSV-LBPRGKRZSA-N
4
Targets
6
Activities
1
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

286.3
MW (Da)
2.81
ALogP
5
HBA
2
HBD
76.0
PSA (Ų)
0.89
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H14O5
MW 286.28
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 1.74

Activity Summary

IC50 6 meas. best 4.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A549
CHEMBL392
 IC50 4.42 4.42 38000.0 1
HeLa
CHEMBL399
 IC50 4.41 4.41 39300.0 1
HT-1080
CHEMBL614580
 IC50 4.32 4.32 47600.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.31 4.1767 49000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A549 IC50 = 38000.0 nM 4.42 Cytotoxicity against human A549 cells after 72 hrs by MTT assay 18440233
HeLa IC50 = 39300.0 nM 4.41 Cytotoxicity against human HeLa cells after 72 hrs by MTT assay 18440233
HT-1080 IC50 = 47600.0 nM 4.32 Cytotoxicity against human HT1080 cells after 72 hrs by MTT assay 18440233
NON-PROTEIN TARGET IC50 = 49000.0 nM 4.31 Cytotoxicity against mouse colon 26-L5 cells after 72 hrs by MTT assay 18440233
NON-PROTEIN TARGET IC50 = 72600.0 nM 4.14 Cytotoxicity against mouse B16-BL6 cells after 72 hrs by MTT assay 18440233
NON-PROTEIN TARGET IC50 = 82700.0 nM 4.08 Cytotoxicity against mouse LLC cells after 72 hrs by MTT assay 18440233

Literature References

PubMed DOI Target Context # Activities
19948405 10.1016/j.bmcl.2009.11.024 Rattus norvegicus 4
18440233 10.1016/j.bmc.2008.04.016 NON-PROTEIN TARGET 3
17950610 10.1016/j.bmc.2007.10.004 PANC-1 1
18440233 10.1016/j.bmc.2008.04.016 A549 1
18440233 10.1016/j.bmc.2008.04.016 HeLa 1
18440233 10.1016/j.bmc.2008.04.016 HT-1080 1
19555121 10.1021/np900068t Vero 1
19555121 10.1021/np900068t ADMET 1
19555121 10.1021/np900068t HepG2 1
19555121 10.1021/np900068t SK-MEL 1
19555121 10.1021/np900068t KB 1
19555121 10.1021/np900068t BT-549 1
19555121 10.1021/np900068t SK-OV-3 1
19555121 10.1021/np900068t SW1353 1
19555121 10.1021/np900068t Transcription factor Sp1 1
21542597 10.1021/np1008575 Mycobacterium tuberculosis 1

Data from ChEMBL 36 via Core Engine