Compound information
- Natural Products
- NACP131834
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- 4-(3-tetradeca-1,3,5,8-tetraenyloxiran-2-yl)butanoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-13,15,18-19H,2-5,8,14,16-17H2,1H3,(H,21,22)
- InChI Key
- UFPQIRYSPUYQHK-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC1OC1C=CC=CC=CCC=CCCCCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0141782
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 | 5.643 |
| LogS | -4.888 | LogD | 3.97 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.983 | Pgp substrate | 0.001 |
| HIA | 0.969 | F20 % | 0.989 |
| F30 % | 0.874 | Caco-2 | -4.794 |
| MDCK | -4.609 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.988 | PPB | 88.581 |
| VD | 0.886 | Fu | 1.393 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.22 | CYP1A2 substrate | 0.338 |
| CYP2A6 substrate | 0.4 | CYP2B6 substrate | 0.474 |
| CYP2C19 inhibitor | 0.1 | CYP2C19 substrate | 0.344 |
| CYP2C8 substrate | 0.499 | CYP2C9 inhibitor | 0.441 |
| CYP2C9 substrate | 0.035 | CYP2D6 inhibitor | 0.348 |
| CYP2D6 substrate | 0.151 | CYP2E1 substrate | 0.261 |
| CYP3A4 inhibitor | 0.11 | CYP3A4 substrate | 0.026 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.566 | CL | 3.969 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.284 | Hepatotoxicity | 0.659 |
| Mutagenicity | 0.012 | Rat Oral Acute Toxicity | 0.102 |
| FDAMDD | 0.83 | Skin Sensitization | 0.995 |
| Carcinogenicity | 0.927 | Eye Corrosion | 0.007 |
| Eye Irritation | 0.911 | Respiratory Toxicity | 0.778 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.824 | IGC50 | 4.319 |
| LC50FM | 6.486 | LC50DM | 6.048 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.303 | NR-AR-LBD | 0.829 |
| NR-AhR | 0.004 | NR-Aromatase | 0.608 |
| NR-ER | 0.197 | NR-ER-LBD | 0.45 |
| NR-PPAR-gamma | 0.949 | SR-ARE | 0.976 |
| SR-ATAD5 | 0.628 | SR-HSE | 0.946 |
| SR-MMP | 0.031 | SR-p53 | 0.932 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.