Compound information
- Natural Products
- ZC2780757
- Molecular Formula
- C18H28O3
- Molecular Weight
- 292.203844756 g/mol
- Structure
-
- IUPAC Name
- (9Z,12Z,14E)-16-oxooctadeca-9,12,14-trienoic acid
- InChI
- InChI=1S/C18H28O3/c1-2-17(19)15-13-11-9-7-5-3-4-6-8-10-12-14-16-18(20)21/h3,5,9,11,13,15H,2,4,6-8,10,12,14,16H2,1H3,(H,20,21)/b5-3-,11-9-,15-13+
- InChI Key
- UDNFCQRCBRMBQF-CGLYFWTESA-N
- SMILES
- CCC(=O)/C=C/C=C\C/C=C\CCCCCCCC(=O)O
- Source
- ZINC000604381430
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 0 |
| Heteroatom Count | 3 | Rotatable Bond Count | 13 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 54.37 Å2 | LogP | 3.822 |
| LogS | -3.437 | LogD | 2.236 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.084 | Pgp substrate | 0.0 |
| HIA | 0.97 | F20 % | 0.988 |
| F30 % | 0.221 | Caco-2 | -4.643 |
| MDCK | -4.766 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.758 | PPB | 99.503 |
| VD | 0.551 | Fu | 0.948 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.042 | CYP1A2 substrate | 0.329 |
| CYP2A6 substrate | 0.419 | CYP2B6 substrate | 0.444 |
| CYP2C19 inhibitor | 0.036 | CYP2C19 substrate | 0.353 |
| CYP2C8 substrate | 0.517 | CYP2C9 inhibitor | 0.174 |
| CYP2C9 substrate | 0.016 | CYP2D6 inhibitor | 0.138 |
| CYP2D6 substrate | 0.118 | CYP2E1 substrate | 0.195 |
| CYP3A4 inhibitor | 0.034 | CYP3A4 substrate | 0.04 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.982 | CL | 6.07 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.804 | Hepatotoxicity | 0.996 |
| Mutagenicity | 0.464 | Rat Oral Acute Toxicity | 0.003 |
| FDAMDD | 0.256 | Skin Sensitization | 0.993 |
| Carcinogenicity | 0.763 | Eye Corrosion | 0.215 |
| Eye Irritation | 0.965 | Respiratory Toxicity | 0.081 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.011 | IGC50 | 4.302 |
| LC50FM | 4.495 | LC50DM | 5.526 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.164 | NR-AR-LBD | 0.273 |
| NR-AhR | 0.005 | NR-Aromatase | 0.023 |
| NR-ER | 0.164 | NR-ER-LBD | 0.244 |
| NR-PPAR-gamma | 0.481 | SR-ARE | 0.05 |
| SR-ATAD5 | 0.161 | SR-HSE | 0.019 |
| SR-MMP | 0.011 | SR-p53 | 0.121 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.