Compound information
- Natural Products
- ZC3060588
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (5E,8Z,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-MNYBUBRTSA-N
- SMILES
- CCCCCC(=O)/C=C/C=C/C/C=C\C/C=C/CCCC(=O)O
- Source
- ZINC000150373532
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 | 4.441 |
| LogS | -4.218 | LogD | 3.174 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.01 | Pgp substrate | 0.014 |
| HIA | 0.963 | F20 % | 0.99 |
| F30 % | 0.229 | Caco-2 | -4.718 |
| MDCK | -5.479 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.014 | PPB | 96.489 |
| VD | 0.421 | Fu | 1.955 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.014 | CYP1A2 substrate | 0.348 |
| CYP2A6 substrate | 0.419 | CYP2B6 substrate | 0.354 |
| CYP2C19 inhibitor | 0.033 | CYP2C19 substrate | 0.343 |
| CYP2C8 substrate | 0.56 | CYP2C9 inhibitor | 0.375 |
| CYP2C9 substrate | 0.163 | CYP2D6 inhibitor | 0.34 |
| CYP2D6 substrate | 0.205 | CYP2E1 substrate | 0.224 |
| CYP3A4 inhibitor | 0.029 | CYP3A4 substrate | 0.063 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.985 | CL | 3.275 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.808 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.298 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.418 | Skin Sensitization | 0.995 |
| Carcinogenicity | 0.485 | Eye Corrosion | 0.128 |
| Eye Irritation | 0.959 | Respiratory Toxicity | 0.301 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.097 | IGC50 | 4.676 |
| LC50FM | 4.818 | LC50DM | 6.062 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.121 | NR-AR-LBD | 0.313 |
| NR-AhR | 0.003 | NR-Aromatase | 0.042 |
| NR-ER | 0.206 | NR-ER-LBD | 0.45 |
| NR-PPAR-gamma | 0.816 | SR-ARE | 0.156 |
| SR-ATAD5 | 0.32 | SR-HSE | 0.591 |
| SR-MMP | 0.019 | SR-p53 | 0.244 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.