Compound information
- Natural Products
- ZC3059147
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (6E,8Z,11Z,14Z)-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-XTDASVJISA-N
- SMILES
- CCCCC/C=C\C/C=C\C/C=C\C=C\C(=O)CCCC(=O)O
- Source
- ZINC000004655377
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 | 3.873 |
| LogS | -4.212 | LogD | 2.686 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.165 | Pgp substrate | 0.0 |
| HIA | 0.962 | F20 % | 0.985 |
| F30 % | 0.138 | Caco-2 | -4.669 |
| MDCK | -5.812 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.119 | PPB | 97.389 |
| VD | 0.457 | Fu | 1.496 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.141 | CYP1A2 substrate | 0.362 |
| CYP2A6 substrate | 0.393 | CYP2B6 substrate | 0.345 |
| CYP2C19 inhibitor | 0.039 | CYP2C19 substrate | 0.359 |
| CYP2C8 substrate | 0.555 | CYP2C9 inhibitor | 0.4 |
| CYP2C9 substrate | 0.045 | CYP2D6 inhibitor | 0.532 |
| CYP2D6 substrate | 0.211 | CYP2E1 substrate | 0.239 |
| CYP3A4 inhibitor | 0.041 | CYP3A4 substrate | 0.047 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.991 | CL | 7.835 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.809 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.961 | Rat Oral Acute Toxicity | 0.014 |
| FDAMDD | 0.606 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.546 | Eye Corrosion | 0.022 |
| Eye Irritation | 0.92 | Respiratory Toxicity | 0.132 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.37 | IGC50 | 4.136 |
| LC50FM | 4.316 | LC50DM | 5.745 |
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 | 0.25 |
| NR-PPAR-gamma | 0.532 | SR-ARE | 0.008 |
| SR-ATAD5 | 0.183 | SR-HSE | 0.021 |
| SR-MMP | 0.012 | SR-p53 | 0.141 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.