Compound information
- Natural Products
- NACP150675
- Molecular Formula
- C21H32O3
- Molecular Weight
- 332.235144884 g/mol
- Structure
-
- IUPAC Name
- methyl 12-oxoicosa-5,8,10,14-tetraenoate
- InChI
- InChI=1S/C21H32O3/c1-3-4-5-6-11-14-17-20(22)18-15-12-9-7-8-10-13-16-19-21(23)24-2/h8-12,14-15,18H,3-7,13,16-17,19H2,1-2H3
- InChI Key
- WWNKVLZQLWQCRW-UHFFFAOYSA-N
- SMILES
- O=C(OC)CCCC=CCC=CC=CC(=O)CC=CCCCCC
- CAS
- 108437-55-4
- SuperClass
- Class
- SubClass
- Source
- CNP0068115
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 0 |
| Heteroatom Count | 3 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 43.37 Å2 | LogP | 5.943 |
| LogS | -6.071 | LogD | 4.475 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.996 | Pgp substrate | 0.001 |
| HIA | 0.975 | F20 % | 0.988 |
| F30 % | 0.414 | Caco-2 | -4.473 |
| MDCK | -4.284 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.959 | PPB | 79.891 |
| VD | 0.802 | Fu | 1.459 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.975 | CYP1A2 substrate | 0.237 |
| CYP2A6 substrate | 0.221 | CYP2B6 substrate | 0.257 |
| CYP2C19 inhibitor | 0.286 | CYP2C19 substrate | 0.227 |
| CYP2C8 substrate | 0.357 | CYP2C9 inhibitor | 0.841 |
| CYP2C9 substrate | 0.035 | CYP2D6 inhibitor | 0.087 |
| CYP2D6 substrate | 0.155 | CYP2E1 substrate | 0.142 |
| CYP3A4 inhibitor | 0.869 | CYP3A4 substrate | 0.009 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.85 | CL | 6.595 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.945 | Hepatotoxicity | 0.915 |
| Mutagenicity | 0.878 | Rat Oral Acute Toxicity | 0.009 |
| FDAMDD | 0.617 | Skin Sensitization | 0.973 |
| Carcinogenicity | 0.833 | Eye Corrosion | 0.892 |
| Eye Irritation | 0.925 | Respiratory Toxicity | 0.758 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.852 | IGC50 | 4.952 |
| LC50FM | 6.034 | LC50DM | 6.409 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.227 | NR-AR-LBD | 0.529 |
| NR-AhR | 0.005 | NR-Aromatase | 0.055 |
| NR-ER | 0.207 | NR-ER-LBD | 0.3 |
| NR-PPAR-gamma | 0.795 | SR-ARE | 0.758 |
| SR-ATAD5 | 0.437 | SR-HSE | 0.851 |
| SR-MMP | 0.082 | SR-p53 | 0.782 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.