Compound information
- Natural Products
- ZC3060372
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (6E,8E,11Z,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-WQZINKENSA-N
- SMILES
- CCCCC/C=C/C/C=C\C/C=C/C=C/C(=O)CCCC(=O)O
- Source
- ZINC000150373214
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 | 4.428 |
| LogS | -4.21 | LogD | 3.166 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.007 | Pgp substrate | 0.012 |
| HIA | 0.966 | F20 % | 0.99 |
| F30 % | 0.353 | Caco-2 | -4.704 |
| MDCK | -5.471 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.018 | PPB | 96.433 |
| VD | 0.392 | Fu | 2.018 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.02 | CYP1A2 substrate | 0.349 |
| CYP2A6 substrate | 0.358 | CYP2B6 substrate | 0.356 |
| CYP2C19 inhibitor | 0.037 | CYP2C19 substrate | 0.324 |
| CYP2C8 substrate | 0.548 | CYP2C9 inhibitor | 0.413 |
| CYP2C9 substrate | 0.082 | CYP2D6 inhibitor | 0.315 |
| CYP2D6 substrate | 0.187 | CYP2E1 substrate | 0.218 |
| CYP3A4 inhibitor | 0.03 | CYP3A4 substrate | 0.059 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.984 | CL | 3.24 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.784 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.223 | Rat Oral Acute Toxicity | 0.003 |
| FDAMDD | 0.45 | Skin Sensitization | 0.995 |
| Carcinogenicity | 0.466 | Eye Corrosion | 0.135 |
| Eye Irritation | 0.961 | Respiratory Toxicity | 0.311 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.126 | IGC50 | 4.692 |
| LC50FM | 4.817 | LC50DM | 6.048 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.122 | NR-AR-LBD | 0.309 |
| NR-AhR | 0.003 | NR-Aromatase | 0.042 |
| NR-ER | 0.205 | NR-ER-LBD | 0.448 |
| NR-PPAR-gamma | 0.814 | SR-ARE | 0.152 |
| SR-ATAD5 | 0.316 | SR-HSE | 0.59 |
| SR-MMP | 0.018 | SR-p53 | 0.244 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.