Compound information
- Natural Products
- ZC3039580
- Molecular Formula
- C20H32O3
- Molecular Weight
- 320.235144884 g/mol
- Structure
-
- IUPAC Name
- (5E,8E)-10-[(2S,3S)-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-/m0/s1
- InChI Key
- DXOYQVHGIODESM-QEJFABTCSA-N
- SMILES
- CCCCC/C=C/C[C@@H]1O[C@H]1C/C=C/C/C=C/CCCC(=O)O
- Source
- ZINC000004544317
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 | 5.061 |
| LogS | -5.413 | LogD | 3.678 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.025 | Pgp substrate | 0.008 |
| HIA | 0.904 | F20 % | 0.991 |
| F30 % | 0.03 | Caco-2 | -4.919 |
| MDCK | -5.528 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.003 | PPB | 90.167 |
| VD | 0.596 | Fu | 1.381 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.608 | CYP1A2 substrate | 0.386 |
| CYP2A6 substrate | 0.455 | CYP2B6 substrate | 0.418 |
| CYP2C19 inhibitor | 0.041 | CYP2C19 substrate | 0.847 |
| CYP2C8 substrate | 0.545 | CYP2C9 inhibitor | 0.222 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.117 |
| CYP2D6 substrate | 0.157 | CYP2E1 substrate | 0.748 |
| CYP3A4 inhibitor | 0.149 | CYP3A4 substrate | 0.996 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.853 | CL | 4.055 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.77 | Hepatotoxicity | 0.951 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.001 |
| FDAMDD | 0.486 | Skin Sensitization | 0.991 |
| Carcinogenicity | 0.705 | Eye Corrosion | 1.0 |
| Eye Irritation | 0.994 | Respiratory Toxicity | 0.043 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 3.168 | IGC50 | 5.268 |
| LC50FM | 5.33 | LC50DM | 6.12 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.207 | NR-AR-LBD | 0.804 |
| NR-AhR | 0.003 | NR-Aromatase | 0.051 |
| NR-ER | 0.48 | NR-ER-LBD | 0.867 |
| NR-PPAR-gamma | 0.688 | SR-ARE | 0.984 |
| SR-ATAD5 | 0.462 | SR-HSE | 0.487 |
| SR-MMP | 0.357 | SR-p53 | 0.431 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.