Compound information
- Natural Products
- NACP22112
- Molecular Formula
- C20H32O3
- Molecular Weight
- 320.235144884 g/mol
- Structure
-
- IUPAC Name
- 7-(3-undeca-2,5-dienyloxiran-2-yl)hept-5-enoic acid
- InChI
- InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)
- InChI Key
- DBWQSCSXHFNTMO-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC=CCC1OC1CC=CCC=CCCCCC
- CAS
- 81246-85-7
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0156295
Warheads
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 1 |
| Heteroatom Count | 3 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 49.83 Å2 | LogP | 6.169 |
| LogS | -5.991 | LogD | 4.173 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.997 | Pgp substrate | 0.0 |
| HIA | 0.89 | F20 % | 0.985 |
| F30 % | 0.784 | Caco-2 | -4.65 |
| MDCK | -4.617 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.323 | PPB | 95.078 |
| VD | 1.018 | Fu | 1.522 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.037 | CYP1A2 substrate | 0.285 |
| CYP2A6 substrate | 0.341 | CYP2B6 substrate | 0.43 |
| CYP2C19 inhibitor | 0.018 | CYP2C19 substrate | 0.204 |
| CYP2C8 substrate | 0.471 | CYP2C9 inhibitor | 0.41 |
| CYP2C9 substrate | 0.082 | CYP2D6 inhibitor | 0.057 |
| CYP2D6 substrate | 0.147 | CYP2E1 substrate | 0.392 |
| CYP3A4 inhibitor | 0.269 | CYP3A4 substrate | 0.015 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.815 | CL | 5.93 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.845 | Hepatotoxicity | 0.078 |
| Mutagenicity | 0.015 | Rat Oral Acute Toxicity | 0.006 |
| FDAMDD | 0.293 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.502 | Eye Corrosion | 0.99 |
| Eye Irritation | 0.927 | Respiratory Toxicity | 0.127 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.46 | IGC50 | 3.535 |
| LC50FM | 5.021 | LC50DM | 5.737 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.325 | NR-AR-LBD | 0.196 |
| NR-AhR | 0.007 | NR-Aromatase | 0.066 |
| NR-ER | 0.325 | NR-ER-LBD | 0.46 |
| NR-PPAR-gamma | 0.761 | SR-ARE | 0.051 |
| SR-ATAD5 | 0.301 | SR-HSE | 0.371 |
| SR-MMP | 0.846 | SR-p53 | 0.493 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.