Compound information
- Natural Products
- ZC3059974
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- (5E,8Z,10E,14E)-12-oxoicosa-5,8,10,14-tetraenoic acid
- InChI
- InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7+,11-8-,13-10+,17-14+
- InChI Key
- GURBRQGDZZKITB-GKVIGXSFSA-N
- SMILES
- CCCCC/C=C/CC(=O)/C=C/C=C\C/C=C/CCCC(=O)O
- Source
- ZINC000299888364
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 | 4.3 |
| LogS | -4.2 | LogD | 3.072 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.013 | Pgp substrate | 0.0 |
| HIA | 0.956 | F20 % | 0.991 |
| F30 % | 0.354 | Caco-2 | -4.495 |
| MDCK | -4.741 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.008 | PPB | 96.18 |
| VD | 0.381 | Fu | 1.113 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.034 | CYP1A2 substrate | 0.316 |
| CYP2A6 substrate | 0.34 | CYP2B6 substrate | 0.352 |
| CYP2C19 inhibitor | 0.023 | CYP2C19 substrate | 0.273 |
| CYP2C8 substrate | 0.498 | CYP2C9 inhibitor | 0.406 |
| CYP2C9 substrate | 0.041 | CYP2D6 inhibitor | 0.401 |
| CYP2D6 substrate | 0.152 | CYP2E1 substrate | 0.229 |
| CYP3A4 inhibitor | 0.029 | CYP3A4 substrate | 0.035 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.945 | CL | 3.338 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.937 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.001 |
| FDAMDD | 0.498 | Skin Sensitization | 0.993 |
| Carcinogenicity | 0.562 | Eye Corrosion | 0.829 |
| Eye Irritation | 0.961 | Respiratory Toxicity | 0.056 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.287 | IGC50 | 4.86 |
| LC50FM | 4.85 | LC50DM | 6.135 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.125 | NR-AR-LBD | 0.23 |
| NR-AhR | 0.005 | NR-Aromatase | 0.022 |
| NR-ER | 0.145 | NR-ER-LBD | 0.368 |
| NR-PPAR-gamma | 0.603 | SR-ARE | 0.953 |
| SR-ATAD5 | 0.194 | SR-HSE | 0.036 |
| SR-MMP | 0.029 | SR-p53 | 0.444 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.