Compound information
- Natural Products
- ZC3059105
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (6Z,8Z,11Z,14Z)-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-KDSVWZCMSA-N
- SMILES
- CCCCC/C=C\C/C=C\C/C=C\C=C/C(=O)CCCC(=O)O
- Source
- ZINC000014953128
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 | 3.516 |
| LogS | -4.075 | LogD | 2.348 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.17 | Pgp substrate | 0.001 |
| HIA | 0.941 | F20 % | 0.981 |
| F30 % | 0.005 | Caco-2 | -4.731 |
| MDCK | -5.827 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.163 | PPB | 96.329 |
| VD | 0.765 | Fu | 1.006 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.426 | CYP1A2 substrate | 0.36 |
| CYP2A6 substrate | 0.426 | CYP2B6 substrate | 0.35 |
| CYP2C19 inhibitor | 0.037 | CYP2C19 substrate | 0.352 |
| CYP2C8 substrate | 0.533 | CYP2C9 inhibitor | 0.408 |
| CYP2C9 substrate | 0.032 | CYP2D6 inhibitor | 0.429 |
| CYP2D6 substrate | 0.197 | CYP2E1 substrate | 0.256 |
| CYP3A4 inhibitor | 0.076 | CYP3A4 substrate | 0.042 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.99 | CL | 8.009 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.68 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.537 | Rat Oral Acute Toxicity | 0.011 |
| FDAMDD | 0.499 | Skin Sensitization | 0.993 |
| Carcinogenicity | 0.527 | Eye Corrosion | 0.045 |
| Eye Irritation | 0.858 | Respiratory Toxicity | 0.037 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.328 | IGC50 | 4.195 |
| LC50FM | 4.025 | LC50DM | 5.761 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.102 | NR-AR-LBD | 0.255 |
| NR-AhR | 0.001 | NR-Aromatase | 0.004 |
| NR-ER | 0.124 | NR-ER-LBD | 0.238 |
| NR-PPAR-gamma | 0.411 | SR-ARE | 0.01 |
| SR-ATAD5 | 0.083 | SR-HSE | 0.0 |
| SR-MMP | 0.009 | SR-p53 | 0.223 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.