Compound information
- Natural Products
- ZC3060176
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (5E,8E,11E,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4+,10-8+,11-9+,17-14+
- InChI Key
- YGJTUEISKATQSM-NLORQXDXSA-N
- SMILES
- CCCCCC(=O)/C=C/C=C/C/C=C/C/C=C/CCCC(=O)O
- Source
- ZINC000033838764
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 | 4.408 |
| LogS | -4.177 | LogD | 3.138 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.002 | Pgp substrate | 0.031 |
| HIA | 0.957 | F20 % | 0.993 |
| F30 % | 0.178 | Caco-2 | -4.657 |
| MDCK | -4.86 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.005 | PPB | 94.59 |
| VD | 0.397 | Fu | 1.449 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.01 | CYP1A2 substrate | 0.329 |
| CYP2A6 substrate | 0.401 | CYP2B6 substrate | 0.358 |
| CYP2C19 inhibitor | 0.024 | CYP2C19 substrate | 0.307 |
| CYP2C8 substrate | 0.561 | CYP2C9 inhibitor | 0.363 |
| CYP2C9 substrate | 0.122 | CYP2D6 inhibitor | 0.253 |
| CYP2D6 substrate | 0.184 | CYP2E1 substrate | 0.23 |
| CYP3A4 inhibitor | 0.024 | CYP3A4 substrate | 0.065 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.945 | CL | 3.088 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.883 | Hepatotoxicity | 0.996 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.001 |
| FDAMDD | 0.512 | Skin Sensitization | 0.992 |
| Carcinogenicity | 0.295 | Eye Corrosion | 0.326 |
| Eye Irritation | 0.969 | Respiratory Toxicity | 0.174 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.514 | IGC50 | 5.012 |
| LC50FM | 5.197 | LC50DM | 6.161 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.126 | NR-AR-LBD | 0.269 |
| NR-AhR | 0.004 | NR-Aromatase | 0.046 |
| NR-ER | 0.205 | NR-ER-LBD | 0.559 |
| NR-PPAR-gamma | 0.806 | SR-ARE | 0.994 |
| SR-ATAD5 | 0.396 | SR-HSE | 0.591 |
| SR-MMP | 0.084 | SR-p53 | 0.369 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.