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Compound Detail

CHEMBL304818

DOCEBENONE
🧪 Phase II
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🧪 Phase II
CC1=C(C)C(=O)C(CCCCC#CCCCC#CCO)=C(C)C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL304818
Name DOCEBENONE
Phase Phase II
Structure Type MOL
InChI Key WDEABJKSGGRCQA-UHFFFAOYSA-N

Known Names

A-61589 AA-861 Docebenona Docebenone
8
Targets
19
Activities
2
Assay Types
0
PK Parameters
12
Publications
4
Known Names

Molecular Properties

326.4
MW (Da)
3.52
ALogP
3
HBA
1
HBD
54.4
PSA (Ų)
0.46
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Year 1989

Extended Properties

Molecular Formula C21H26O3
MW 326.44
Aromatic Rings 0
Heavy Atoms 24
NP-Likeness 1.28

Activity Summary

IC50 15 meas. best 7.5
EC50 4 meas. best 5.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL5211
 IC50 7.5 7.5 32.0 1
Rattus norvegicus
CHEMBL376
 IC50 7.1 7.1 80.0 1
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL312
 IC50 7.05 6.375 90.0 2
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL215
 IC50 5.77 5.77 1700.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.7 5.2286 1995.3 7
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
 EC50 5.15 4.8667 7100.0 3
Unchecked
CHEMBL612545
 IC50 4.96 4.79 10930.0 2
Leucine aminopeptidase
CHEMBL1293313
 IC50 4.27 4.27 53450.0 1
Unchecked
CHEMBL612545
 EC50 4.02 4.02 94758.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 32.0 nM 7.5 Inhibitory activity against murine lipoxygenase-2. 15109651
Rattus norvegicus IC50 = 80.0 nM 7.1 The compound was tested for inhibitory activity against LBT4 synthesis in rat ma... 1635053
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 90.0 nM 7.05 The concentration required to reduce by 50% the amount of LTB4 formed by RBL-1 c... 1992126
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 1700.0 nM 5.77 Inhibition of 5-LOX assessed as decrease in oxygen concentration using arachidon... 22118829
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 2000.0 nM 5.7 In vitro inhibition of RBL-1 5-lipoxygenase 3681891
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3162.28 nM 5.5 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3981.07 nM 5.4 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Nuclear receptor subfamily 1 group I member 2 EC50 = 7100.0 nM 5.15 Activation of human PXR expressed in human HepG2 (DPX-2) cells assessed as induc... 20966043
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Unchecked IC50 = 10930.0 nM 4.96 PUBCHEM_BIOASSAY: High Throughput Screening Assay used to Identify Novel Compoun... -
Nuclear receptor subfamily 1 group I member 2 EC50 = 12600.0 nM 4.9 Competitive binding affinity to human PXR LBD (111 to 434) by TR-FRET assay 20966043
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Unchecked IC50 = 24010.0 nM 4.62 PUBCHEM_BIOASSAY: A High Throughput Confirmatory Assay used to Identify Novel Co... -
Nuclear receptor subfamily 1 group I member 2 EC50 = 28200.0 nM 4.55 Activation of human PXR expressed in human HepG2 (DPX-2) cells after 24 hrs by l... 20966043
Leucine aminopeptidase IC50 = 53450.0 nM 4.27 PUBCHEM_BIOASSAY: Inhibitors of Plasmodium falciparum M17- Family Leucine Aminop... -
Unchecked EC50 = 94758.0 nM 4.02 PUBCHEM_BIOASSAY: Screen for small molecule probes relevant to Friedreichs ataxi... -

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
20966043 10.1124/dmd.110.035105 Nuclear receptor subfamily 1 group I member 2 7
1992126 10.1021/jm00105a042 Thromboxane-A synthase 3
1992126 10.1021/jm00105a042 Polyunsaturated fatty acid 5-lipoxygenase 3
1992126 10.1021/jm00105a042 Rattus norvegicus 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
1635053 10.1021/jm00092a001 Rattus norvegicus 1
15109651 10.1016/j.bmcl.2004.02.099 Polyunsaturated fatty acid 5-lipoxygenase 1
3681891 10.1021/jm00395a007 Polyunsaturated fatty acid 5-lipoxygenase 1
3681891 10.1021/jm00395a007 Rattus norvegicus 1
22118829 10.1016/j.ejmech.2011.11.003 Polyunsaturated fatty acid 5-lipoxygenase 1
23122865 10.1016/j.bmcl.2012.10.010 Indoleamine 2,3-dioxygenase 2 1

Data from ChEMBL 36 via Core Engine