Compound information
- Natural Products
- ZC3040409
- Molecular Formula
- C20H32O3
- Molecular Weight
- 320.235144884 g/mol
- Structure
-
- IUPAC Name
- (5E,8Z,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-QRQXYFQZSA-N
- SMILES
- CCCCC[C@@H]1O[C@@H]1C/C=C/C/C=C\C/C=C/CCCC(=O)O
- Source
- ZINC000150373517
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 | 4.911 |
| LogS | -5.212 | LogD | 3.693 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.089 | Pgp substrate | 0.002 |
| HIA | 0.826 | F20 % | 0.987 |
| F30 % | 0.029 | Caco-2 | -4.953 |
| MDCK | -5.881 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.001 | PPB | 93.07 |
| VD | 0.5 | Fu | 1.241 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.097 | CYP1A2 substrate | 0.395 |
| CYP2A6 substrate | 0.503 | CYP2B6 substrate | 0.368 |
| CYP2C19 inhibitor | 0.039 | CYP2C19 substrate | 0.334 |
| CYP2C8 substrate | 0.527 | CYP2C9 inhibitor | 0.19 |
| CYP2C9 substrate | 0.956 | CYP2D6 inhibitor | 0.137 |
| CYP2D6 substrate | 0.129 | CYP2E1 substrate | 0.926 |
| CYP3A4 inhibitor | 0.125 | CYP3A4 substrate | 0.667 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.93 | CL | 4.447 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.458 | Hepatotoxicity | 1.0 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.353 | Skin Sensitization | 0.997 |
| Carcinogenicity | 0.499 | Eye Corrosion | 0.999 |
| Eye Irritation | 0.985 | Respiratory Toxicity | 0.049 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 2.794 | IGC50 | 4.985 |
| LC50FM | 4.704 | LC50DM | 6.145 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.128 | NR-AR-LBD | 0.315 |
| NR-AhR | 0.003 | NR-Aromatase | 0.13 |
| NR-ER | 0.262 | NR-ER-LBD | 0.521 |
| NR-PPAR-gamma | 0.722 | SR-ARE | 0.301 |
| SR-ATAD5 | 0.424 | SR-HSE | 0.854 |
| SR-MMP | 0.133 | SR-p53 | 0.53 |
Similar covalent drugs
No similar covalent drugs found for this compound.