Compound information
- Natural Products
- ZC3060565
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (6Z,8E,11E,14E)-5-oxoicosa-6,8,11,14-tetraenoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6+,10-9+,13-12+,16-14-
- InChI Key
- MEASLHGILYBXFO-BGQHDPBISA-N
- SMILES
- CCCCC/C=C/C/C=C/C/C=C/C=C\C(=O)CCCC(=O)O
- Source
- ZINC000256135387
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 0 |
| Heteroatom Count | 3 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 54.37 Å2 | LogP | 3.933 |
| LogS | -3.318 | LogD | 2.75 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.006 | Pgp substrate | 0.009 |
| HIA | 0.959 | F20 % | 0.99 |
| F30 % | 0.064 | Caco-2 | -4.565 |
| MDCK | -4.958 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.007 | PPB | 93.524 |
| VD | 0.476 | Fu | 1.115 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.031 | CYP1A2 substrate | 0.335 |
| CYP2A6 substrate | 0.357 | CYP2B6 substrate | 0.369 |
| CYP2C19 inhibitor | 0.023 | CYP2C19 substrate | 0.283 |
| CYP2C8 substrate | 0.529 | CYP2C9 inhibitor | 0.408 |
| CYP2C9 substrate | 0.034 | CYP2D6 inhibitor | 0.38 |
| CYP2D6 substrate | 0.134 | CYP2E1 substrate | 0.211 |
| CYP3A4 inhibitor | 0.048 | CYP3A4 substrate | 0.055 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.939 | CL | 3.423 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.864 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.001 |
| FDAMDD | 0.547 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.213 | Eye Corrosion | 0.424 |
| Eye Irritation | 0.945 | Respiratory Toxicity | 0.049 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.9 | IGC50 | 4.867 |
| LC50FM | 5.07 | LC50DM | 6.121 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.125 | NR-AR-LBD | 0.223 |
| NR-AhR | 0.005 | NR-Aromatase | 0.015 |
| NR-ER | 0.13 | NR-ER-LBD | 0.358 |
| NR-PPAR-gamma | 0.414 | SR-ARE | 0.998 |
| SR-ATAD5 | 0.115 | SR-HSE | 0.006 |
| SR-MMP | 0.029 | SR-p53 | 0.314 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.