Compound information
- Natural Products
- ZC3059228
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (5Z,8Z,10E,14Z)-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-VXBMJZGYSA-N
- SMILES
- CCCCC/C=C\CC(=O)/C=C/C=C\C/C=C\CCCC(=O)O
- Source
- ZINC000014953043
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 | 3.985 |
| LogS | -4.352 | LogD | 2.735 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.406 | Pgp substrate | 0.0 |
| HIA | 0.961 | F20 % | 0.979 |
| F30 % | 0.073 | Caco-2 | -4.81 |
| MDCK | -5.628 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.026 | PPB | 99.909 |
| VD | 0.457 | Fu | 1.707 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.084 | CYP1A2 substrate | 0.337 |
| CYP2A6 substrate | 0.363 | CYP2B6 substrate | 0.343 |
| CYP2C19 inhibitor | 0.038 | CYP2C19 substrate | 0.323 |
| CYP2C8 substrate | 0.509 | CYP2C9 inhibitor | 0.458 |
| CYP2C9 substrate | 0.05 | CYP2D6 inhibitor | 0.376 |
| CYP2D6 substrate | 0.189 | CYP2E1 substrate | 0.251 |
| CYP3A4 inhibitor | 0.043 | CYP3A4 substrate | 0.03 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.988 | CL | 6.562 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.802 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.853 | Rat Oral Acute Toxicity | 0.01 |
| FDAMDD | 0.55 | Skin Sensitization | 0.993 |
| Carcinogenicity | 0.575 | Eye Corrosion | 0.555 |
| Eye Irritation | 0.926 | Respiratory Toxicity | 0.136 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.232 | IGC50 | 4.186 |
| LC50FM | 3.949 | LC50DM | 5.86 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.13 | NR-AR-LBD | 0.291 |
| NR-AhR | 0.003 | NR-Aromatase | 0.02 |
| NR-ER | 0.144 | NR-ER-LBD | 0.256 |
| NR-PPAR-gamma | 0.554 | SR-ARE | 0.01 |
| SR-ATAD5 | 0.169 | SR-HSE | 0.023 |
| SR-MMP | 0.013 | SR-p53 | 0.139 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.