Compound information
- Natural Products
- ZC3060468
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (6E,8E,11E,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-SSTLJLGOSA-N
- SMILES
- CCCCC/C=C/C/C=C/C/C=C/C=C/C(=O)CCCC(=O)O
- Source
- ZINC000033838799
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 | 4.394 |
| LogS | -4.187 | LogD | 3.14 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.001 | Pgp substrate | 0.024 |
| HIA | 0.958 | F20 % | 0.993 |
| F30 % | 0.246 | Caco-2 | -4.641 |
| MDCK | -4.856 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.006 | PPB | 94.63 |
| VD | 0.379 | Fu | 1.459 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.013 | CYP1A2 substrate | 0.334 |
| CYP2A6 substrate | 0.338 | CYP2B6 substrate | 0.36 |
| CYP2C19 inhibitor | 0.027 | CYP2C19 substrate | 0.284 |
| CYP2C8 substrate | 0.548 | CYP2C9 inhibitor | 0.401 |
| CYP2C9 substrate | 0.068 | CYP2D6 inhibitor | 0.231 |
| CYP2D6 substrate | 0.162 | CYP2E1 substrate | 0.219 |
| CYP3A4 inhibitor | 0.025 | CYP3A4 substrate | 0.061 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.942 | CL | 3.079 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.865 | Hepatotoxicity | 0.996 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.001 |
| FDAMDD | 0.552 | Skin Sensitization | 0.992 |
| Carcinogenicity | 0.278 | Eye Corrosion | 0.351 |
| Eye Irritation | 0.97 | Respiratory Toxicity | 0.185 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.496 | IGC50 | 5.037 |
| LC50FM | 5.184 | LC50DM | 6.147 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.127 | NR-AR-LBD | 0.266 |
| NR-AhR | 0.004 | NR-Aromatase | 0.047 |
| NR-ER | 0.204 | NR-ER-LBD | 0.561 |
| NR-PPAR-gamma | 0.802 | SR-ARE | 0.994 |
| SR-ATAD5 | 0.391 | SR-HSE | 0.593 |
| SR-MMP | 0.072 | SR-p53 | 0.368 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.