Compound information
- Natural Products
- ZC2352938
- Molecular Formula
- C18H30O4
- Molecular Weight
- 310.21440944 g/mol
- Structure
-
- IUPAC Name
- (6E,8Z)-18-hydroxy-5-oxo-octadeca-6,8-dienoic acid
- InChI
- InChI=1S/C18H30O4/c19-16-11-9-7-5-3-1-2-4-6-8-10-13-17(20)14-12-15-18(21)22/h6,8,10,13,19H,1-5,7,9,11-12,14-16H2,(H,21,22)/b8-6-,13-10+
- InChI Key
- WUMXVBSMANMBJK-WLPHGBIISA-N
- SMILES
- O=C(O)CCCC(=O)/C=C/C=C\CCCCCCCCCO
- Source
- ZINC000065742970
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 0 |
| Heteroatom Count | 4 | Rotatable Bond Count | 15 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 74.6 Å2 | LogP | 2.901 |
| LogS | -3.099 | LogD | 1.709 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.003 | Pgp substrate | 0.001 |
| HIA | 0.955 | F20 % | 0.989 |
| F30 % | 0.106 | Caco-2 | -4.468 |
| MDCK | -4.916 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.92 | PPB | 89.203 |
| VD | 0.425 | Fu | 0.599 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.03 | CYP1A2 substrate | 0.237 |
| CYP2A6 substrate | 0.277 | CYP2B6 substrate | 0.382 |
| CYP2C19 inhibitor | 0.021 | CYP2C19 substrate | 0.225 |
| CYP2C8 substrate | 0.464 | CYP2C9 inhibitor | 0.089 |
| CYP2C9 substrate | 0.022 | CYP2D6 inhibitor | 0.243 |
| CYP2D6 substrate | 0.105 | CYP2E1 substrate | 0.185 |
| CYP3A4 inhibitor | 0.036 | CYP3A4 substrate | 0.013 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.949 | CL | 2.933 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.689 | Hepatotoxicity | 0.71 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.265 | Skin Sensitization | 0.996 |
| Carcinogenicity | 0.621 | Eye Corrosion | 0.012 |
| Eye Irritation | 0.968 | Respiratory Toxicity | 0.022 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.451 | IGC50 | 4.009 |
| LC50FM | 4.055 | LC50DM | 4.939 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.169 | NR-AR-LBD | 0.234 |
| NR-AhR | 0.004 | NR-Aromatase | 0.027 |
| NR-ER | 0.181 | NR-ER-LBD | 0.26 |
| NR-PPAR-gamma | 0.309 | SR-ARE | 0.106 |
| SR-ATAD5 | 0.166 | SR-HSE | 0.024 |
| SR-MMP | 0.01 | SR-p53 | 0.15 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.