Compound information
- Natural Products
- ZC3059031
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (5Z,8Z,11Z,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+
- InChI Key
- YGJTUEISKATQSM-USWFWKISSA-N
- SMILES
- CCCCCC(=O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)O
- Source
- ZINC000004629855
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 | 3.882 |
| LogS | -4.264 | LogD | 2.699 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.385 | Pgp substrate | 0.0 |
| HIA | 0.954 | F20 % | 0.983 |
| F30 % | 0.056 | Caco-2 | -4.686 |
| MDCK | -5.824 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.08 | PPB | 97.478 |
| VD | 0.466 | Fu | 1.442 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.101 | CYP1A2 substrate | 0.365 |
| CYP2A6 substrate | 0.469 | CYP2B6 substrate | 0.341 |
| CYP2C19 inhibitor | 0.038 | CYP2C19 substrate | 0.385 |
| CYP2C8 substrate | 0.565 | CYP2C9 inhibitor | 0.352 |
| CYP2C9 substrate | 0.07 | CYP2D6 inhibitor | 0.558 |
| CYP2D6 substrate | 0.238 | CYP2E1 substrate | 0.256 |
| CYP3A4 inhibitor | 0.041 | CYP3A4 substrate | 0.05 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.991 | CL | 7.86 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.814 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.965 | Rat Oral Acute Toxicity | 0.011 |
| FDAMDD | 0.577 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.558 | Eye Corrosion | 0.021 |
| Eye Irritation | 0.915 | Respiratory Toxicity | 0.117 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.321 | IGC50 | 4.166 |
| LC50FM | 4.258 | LC50DM | 5.77 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.129 | NR-AR-LBD | 0.291 |
| NR-AhR | 0.002 | NR-Aromatase | 0.019 |
| NR-ER | 0.14 | NR-ER-LBD | 0.249 |
| NR-PPAR-gamma | 0.533 | SR-ARE | 0.008 |
| SR-ATAD5 | 0.185 | SR-HSE | 0.021 |
| SR-MMP | 0.012 | SR-p53 | 0.139 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.