Compound information
- Natural Products
- ZC3059916
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (5Z,8E,10E,14E)-12-oxoicosa-5,8,10,14-tetraenoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8+,13-10+,17-14+
- InChI Key
- GURBRQGDZZKITB-YQWSQZCVSA-N
- SMILES
- CCCCC/C=C/CC(=O)/C=C/C=C/C/C=C\CCCC(=O)O
- Source
- ZINC000299888365
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 | 4.584 |
| LogS | -4.142 | LogD | 3.189 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.01 | Pgp substrate | 0.01 |
| HIA | 0.965 | F20 % | 0.991 |
| F30 % | 0.224 | Caco-2 | -4.708 |
| MDCK | -5.066 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.013 | PPB | 98.845 |
| VD | 0.404 | Fu | 2.0 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.015 | CYP1A2 substrate | 0.32 |
| CYP2A6 substrate | 0.329 | CYP2B6 substrate | 0.353 |
| CYP2C19 inhibitor | 0.037 | CYP2C19 substrate | 0.298 |
| CYP2C8 substrate | 0.493 | CYP2C9 inhibitor | 0.427 |
| CYP2C9 substrate | 0.085 | CYP2D6 inhibitor | 0.274 |
| CYP2D6 substrate | 0.166 | CYP2E1 substrate | 0.222 |
| CYP3A4 inhibitor | 0.031 | CYP3A4 substrate | 0.04 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.979 | CL | 2.762 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.781 | Hepatotoxicity | 0.997 |
| Mutagenicity | 0.142 | Rat Oral Acute Toxicity | 0.003 |
| FDAMDD | 0.376 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.645 | Eye Corrosion | 0.839 |
| Eye Irritation | 0.965 | Respiratory Toxicity | 0.37 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.11 | IGC50 | 4.577 |
| LC50FM | 4.669 | LC50DM | 6.088 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.123 | NR-AR-LBD | 0.31 |
| NR-AhR | 0.003 | NR-Aromatase | 0.043 |
| NR-ER | 0.21 | NR-ER-LBD | 0.465 |
| NR-PPAR-gamma | 0.827 | SR-ARE | 0.233 |
| SR-ATAD5 | 0.32 | SR-HSE | 0.579 |
| SR-MMP | 0.019 | SR-p53 | 0.274 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.