Compound information
- Natural Products
- ZC3060678
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (5Z,8Z,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-DHZRKZNJSA-N
- SMILES
- CCCCC/C=C/CC(=O)/C=C/C=C\C/C=C\CCCC(=O)O
- Source
- ZINC000005978028
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 | 4.216 |
| LogS | -3.948 | LogD | 2.929 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.058 | Pgp substrate | 0.0 |
| HIA | 0.967 | F20 % | 0.988 |
| F30 % | 0.169 | Caco-2 | -4.625 |
| MDCK | -5.129 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.024 | PPB | 98.283 |
| VD | 0.437 | Fu | 1.167 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.052 | CYP1A2 substrate | 0.325 |
| CYP2A6 substrate | 0.352 | CYP2B6 substrate | 0.347 |
| CYP2C19 inhibitor | 0.031 | CYP2C19 substrate | 0.303 |
| CYP2C8 substrate | 0.501 | CYP2C9 inhibitor | 0.441 |
| CYP2C9 substrate | 0.045 | CYP2D6 inhibitor | 0.427 |
| CYP2D6 substrate | 0.166 | CYP2E1 substrate | 0.234 |
| CYP3A4 inhibitor | 0.036 | CYP3A4 substrate | 0.033 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.98 | CL | 3.815 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.878 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.085 | Rat Oral Acute Toxicity | 0.003 |
| FDAMDD | 0.427 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.624 | Eye Corrosion | 0.787 |
| Eye Irritation | 0.954 | Respiratory Toxicity | 0.094 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.987 | IGC50 | 4.542 |
| LC50FM | 4.423 | LC50DM | 6.036 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.127 | NR-AR-LBD | 0.265 |
| NR-AhR | 0.004 | NR-Aromatase | 0.02 |
| NR-ER | 0.139 | NR-ER-LBD | 0.322 |
| NR-PPAR-gamma | 0.564 | SR-ARE | 0.072 |
| SR-ATAD5 | 0.158 | SR-HSE | 0.03 |
| SR-MMP | 0.015 | SR-p53 | 0.272 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.