Compound information
- Natural Products
- ZC3040566
- Molecular Formula
- C20H32O3
- Molecular Weight
- 320.235144884 g/mol
- Structure
-
- IUPAC Name
- (5E,8E,11E)-13-[(2R,3S)-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+/m0/s1
- InChI Key
- JBSCUHKPLGKXKH-JFWCGFLMSA-N
- SMILES
- CCCCC[C@@H]1O[C@@H]1C/C=C/C/C=C/C/C=C/CCCC(=O)O
- Source
- ZINC000028895840
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 | 4.87 |
| LogS | -4.921 | LogD | 3.592 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.016 | Pgp substrate | 0.003 |
| HIA | 0.939 | F20 % | 0.992 |
| F30 % | 0.014 | Caco-2 | -4.821 |
| MDCK | -5.605 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.001 | PPB | 90.406 |
| VD | 0.837 | Fu | 1.222 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.08 | CYP1A2 substrate | 0.38 |
| CYP2A6 substrate | 0.456 | CYP2B6 substrate | 0.38 |
| CYP2C19 inhibitor | 0.029 | CYP2C19 substrate | 0.32 |
| CYP2C8 substrate | 0.51 | CYP2C9 inhibitor | 0.179 |
| CYP2C9 substrate | 0.943 | CYP2D6 inhibitor | 0.141 |
| CYP2D6 substrate | 0.09 | CYP2E1 substrate | 0.913 |
| CYP3A4 inhibitor | 0.106 | CYP3A4 substrate | 0.698 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.84 | CL | 4.371 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.776 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.0 |
| FDAMDD | 0.483 | Skin Sensitization | 0.995 |
| Carcinogenicity | 0.522 | Eye Corrosion | 1.0 |
| Eye Irritation | 0.989 | Respiratory Toxicity | 0.04 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 3.545 | IGC50 | 5.149 |
| LC50FM | 5.271 | LC50DM | 6.227 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.169 | NR-AR-LBD | 0.361 |
| NR-AhR | 0.003 | NR-Aromatase | 0.161 |
| NR-ER | 0.24 | NR-ER-LBD | 0.591 |
| NR-PPAR-gamma | 0.736 | SR-ARE | 0.994 |
| SR-ATAD5 | 0.497 | SR-HSE | 0.844 |
| SR-MMP | 0.505 | SR-p53 | 0.563 |
Similar covalent drugs
No similar covalent drugs found for this compound.