Compound information
- Natural Products
- ZC3039147
- Molecular Formula
- C20H32O3
- Molecular Weight
- 320.235144884 g/mol
- Structure
-
- IUPAC Name
- (5E,8E)-10-[(2R,3R)-3-[(E)-oct-2-enyl]oxiran-2-yl]deca-5,8-dienoic acid
- InChI
- InChI=1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b8-6+,12-9+,13-10+/t18-,19-/m1/s1
- InChI Key
- DXOYQVHGIODESM-TUJVUJAKSA-N
- SMILES
- CCCCC/C=C/C[C@H]1O[C@@H]1C/C=C/C/C=C/CCCC(=O)O
- Source
- ZINC000004544319
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 | 4.892 |
| LogS | -5.014 | LogD | 3.755 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.052 | Pgp substrate | 0.007 |
| HIA | 0.951 | F20 % | 0.991 |
| F30 % | 0.072 | Caco-2 | -4.824 |
| MDCK | -5.52 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.001 | PPB | 91.996 |
| VD | 0.896 | Fu | 1.413 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.042 | CYP1A2 substrate | 0.342 |
| CYP2A6 substrate | 0.439 | CYP2B6 substrate | 0.376 |
| CYP2C19 inhibitor | 0.045 | CYP2C19 substrate | 0.224 |
| CYP2C8 substrate | 0.441 | CYP2C9 inhibitor | 0.098 |
| CYP2C9 substrate | 0.668 | CYP2D6 inhibitor | 0.058 |
| CYP2D6 substrate | 0.091 | CYP2E1 substrate | 0.946 |
| CYP3A4 inhibitor | 0.155 | CYP3A4 substrate | 0.104 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.821 | CL | 4.052 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.941 | Hepatotoxicity | 0.846 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.001 |
| FDAMDD | 0.37 | Skin Sensitization | 0.995 |
| Carcinogenicity | 0.512 | Eye Corrosion | 0.994 |
| Eye Irritation | 0.979 | Respiratory Toxicity | 0.037 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 3.614 | IGC50 | 5.333 |
| LC50FM | 5.01 | LC50DM | 6.189 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.148 | NR-AR-LBD | 0.232 |
| NR-AhR | 0.003 | NR-Aromatase | 0.078 |
| NR-ER | 0.16 | NR-ER-LBD | 0.531 |
| NR-PPAR-gamma | 0.661 | SR-ARE | 0.985 |
| SR-ATAD5 | 0.485 | SR-HSE | 0.87 |
| SR-MMP | 0.662 | SR-p53 | 0.531 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.