Compound information
- Natural Products
- NACP135008
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- 13-(3-pentyloxiran-2-yl)trideca-5,8,10,12-tetraenoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-10,13,16,18-19H,2-3,5,11-12,14-15,17H2,1H3,(H,21,22)
- InChI Key
- URDQSJSEGRMOIT-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC=CCC=CC=CC=CC1OC1CCCCC
- CAS
- 88852-50-0
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0284215
Warheads
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 1 |
| Heteroatom Count | 3 | Rotatable Bond Count | 13 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 49.83 Å2 | LogP | 5.664 |
| LogS | -4.898 | LogD | 3.971 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.973 | Pgp substrate | 0.001 |
| HIA | 0.968 | F20 % | 0.989 |
| F30 % | 0.884 | Caco-2 | -4.758 |
| MDCK | -4.616 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.986 | PPB | 87.925 |
| VD | 0.869 | Fu | 1.379 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.199 | CYP1A2 substrate | 0.343 |
| CYP2A6 substrate | 0.399 | CYP2B6 substrate | 0.466 |
| CYP2C19 inhibitor | 0.088 | CYP2C19 substrate | 0.329 |
| CYP2C8 substrate | 0.489 | CYP2C9 inhibitor | 0.424 |
| CYP2C9 substrate | 0.044 | CYP2D6 inhibitor | 0.273 |
| CYP2D6 substrate | 0.148 | CYP2E1 substrate | 0.262 |
| CYP3A4 inhibitor | 0.11 | CYP3A4 substrate | 0.028 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.577 | CL | 3.971 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.286 | Hepatotoxicity | 0.667 |
| Mutagenicity | 0.012 | Rat Oral Acute Toxicity | 0.085 |
| FDAMDD | 0.828 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.933 | Eye Corrosion | 0.007 |
| Eye Irritation | 0.906 | Respiratory Toxicity | 0.784 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.822 | IGC50 | 4.311 |
| LC50FM | 6.517 | LC50DM | 6.052 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.303 | NR-AR-LBD | 0.829 |
| NR-AhR | 0.004 | NR-Aromatase | 0.604 |
| NR-ER | 0.195 | NR-ER-LBD | 0.446 |
| NR-PPAR-gamma | 0.949 | SR-ARE | 0.977 |
| SR-ATAD5 | 0.63 | SR-HSE | 0.945 |
| SR-MMP | 0.033 | SR-p53 | 0.933 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.