Compound information
- Natural Products
- NACP104520
- Molecular Formula
- C18H26O4
- Molecular Weight
- 306.183109312 g/mol
- Structure
-
- IUPAC Name
- 9,16-dioxooctadeca-10,12,14-trienoic acid
- InChI
- InChI=1S/C18H26O4/c1-2-16(19)12-8-6-7-10-14-17(20)13-9-4-3-5-11-15-18(21)22/h6-8,10,12,14H,2-5,9,11,13,15H2,1H3,(H,21,22)
- InChI Key
- PQPRTPXWQQQKJC-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCCCCCC(=O)C=CC=CC=CC(=O)CC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Lineolic acids and derivatives
- Source
- CNP0347221
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 0 |
| Heteroatom Count | 4 | Rotatable Bond Count | 13 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 71.44 Å2 | LogP | 3.235 |
| LogS | -2.889 | LogD | 1.386 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.084 | Pgp substrate | 0.003 |
| HIA | 0.967 | F20 % | 0.983 |
| F30 % | 0.058 | Caco-2 | -4.883 |
| MDCK | -4.607 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.995 | PPB | 66.399 |
| VD | 0.322 | Fu | 1.061 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.361 | CYP1A2 substrate | 0.345 |
| CYP2A6 substrate | 0.358 | CYP2B6 substrate | 0.484 |
| CYP2C19 inhibitor | 0.101 | CYP2C19 substrate | 0.477 |
| CYP2C8 substrate | 0.627 | CYP2C9 inhibitor | 0.417 |
| CYP2C9 substrate | 0.026 | CYP2D6 inhibitor | 0.037 |
| CYP2D6 substrate | 0.132 | CYP2E1 substrate | 0.215 |
| CYP3A4 inhibitor | 0.08 | CYP3A4 substrate | 0.057 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.874 | CL | 1.2 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.814 | Hepatotoxicity | 0.878 |
| Mutagenicity | 0.625 | Rat Oral Acute Toxicity | 0.064 |
| FDAMDD | 0.812 | Skin Sensitization | 0.986 |
| Carcinogenicity | 0.941 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.952 | Respiratory Toxicity | 0.581 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.735 | IGC50 | 4.578 |
| LC50FM | 5.887 | LC50DM | 5.968 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.264 | NR-AR-LBD | 0.851 |
| NR-AhR | 0.004 | NR-Aromatase | 0.302 |
| NR-ER | 0.14 | NR-ER-LBD | 0.51 |
| NR-PPAR-gamma | 0.974 | SR-ARE | 0.96 |
| SR-ATAD5 | 0.464 | SR-HSE | 0.923 |
| SR-MMP | 0.045 | SR-p53 | 0.833 |
Similar covalent drugs
No similar covalent drugs found for this compound.