Compound information
- Natural Products
- ZC3038742
- Molecular Formula
- C20H32O3
- Molecular Weight
- 320.235144884 g/mol
- Structure
-
- IUPAC Name
- (5Z,8Z,11Z)-13-[(2S,3R)-3-pentyloxiran-2-yl]trideca-5,8,11-trienoic acid
- InChI
- InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-/t18-,19+/m1/s1
- InChI Key
- JBSCUHKPLGKXKH-KZTFMOQPSA-N
- SMILES
- CCCCC[C@H]1O[C@H]1C/C=C\C/C=C\C/C=C\CCCC(=O)O
- Source
- ZINC000012496298
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 | 4.562 |
| LogS | -6.739 | LogD | 3.711 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.84 | Pgp substrate | 0.009 |
| HIA | 0.804 | F20 % | 0.95 |
| F30 % | 0.001 | Caco-2 | -4.823 |
| MDCK | -5.914 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.005 | PPB | 96.281 |
| VD | 0.512 | Fu | 1.52 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.242 | CYP1A2 substrate | 0.377 |
| CYP2A6 substrate | 0.563 | CYP2B6 substrate | 0.37 |
| CYP2C19 inhibitor | 0.062 | CYP2C19 substrate | 0.415 |
| CYP2C8 substrate | 0.572 | CYP2C9 inhibitor | 0.135 |
| CYP2C9 substrate | 0.983 | CYP2D6 inhibitor | 0.139 |
| CYP2D6 substrate | 0.276 | CYP2E1 substrate | 0.901 |
| CYP3A4 inhibitor | 0.193 | CYP3A4 substrate | 0.764 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.971 | CL | 8.346 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.253 | Hepatotoxicity | 0.995 |
| Mutagenicity | 0.91 | Rat Oral Acute Toxicity | 0.16 |
| FDAMDD | 0.45 | Skin Sensitization | 0.986 |
| Carcinogenicity | 0.253 | Eye Corrosion | 0.55 |
| Eye Irritation | 0.957 | Respiratory Toxicity | 0.067 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.369 | IGC50 | 4.579 |
| LC50FM | 3.897 | LC50DM | 4.265 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.099 | NR-AR-LBD | 0.322 |
| NR-AhR | 0.002 | NR-Aromatase | 0.056 |
| NR-ER | 0.34 | NR-ER-LBD | 0.308 |
| NR-PPAR-gamma | 0.687 | SR-ARE | 0.002 |
| SR-ATAD5 | 0.272 | SR-HSE | 0.839 |
| SR-MMP | 0.014 | SR-p53 | 0.311 |
Similar covalent drugs
No similar covalent drugs found for this compound.