Compound information
- Natural Products
- NACP47961
- Molecular Formula
- C18H28O4
- Molecular Weight
- 308.198759376 g/mol
- Structure
-
- IUPAC Name
- 9,14-dioxooctadeca-10,12-dienoic acid
- InChI
- InChI=1S/C18H28O4/c1-2-3-11-16(19)13-9-10-14-17(20)12-7-5-4-6-8-15-18(21)22/h9-10,13-14H,2-8,11-12,15H2,1H3,(H,21,22)
- InChI Key
- HRYSXCQQEVMPFB-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCCCCCC(=O)C=CC=CC(=O)CCCC
- CAS
- 915024-56-5
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Lineolic acids and derivatives
- Source
- CNP0199511
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 | 14 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 71.44 Å2 | LogP | 3.672 |
| LogS | -3.222 | LogD | 2.148 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.431 | Pgp substrate | 0.002 |
| HIA | 0.967 | F20 % | 0.974 |
| F30 % | 0.011 | Caco-2 | -4.845 |
| MDCK | -4.567 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.991 | PPB | 73.056 |
| VD | 0.506 | Fu | 1.485 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.658 | CYP1A2 substrate | 0.302 |
| CYP2A6 substrate | 0.363 | CYP2B6 substrate | 0.472 |
| CYP2C19 inhibitor | 0.036 | CYP2C19 substrate | 0.372 |
| CYP2C8 substrate | 0.581 | CYP2C9 inhibitor | 0.337 |
| CYP2C9 substrate | 0.027 | CYP2D6 inhibitor | 0.064 |
| CYP2D6 substrate | 0.115 | CYP2E1 substrate | 0.226 |
| CYP3A4 inhibitor | 0.097 | CYP3A4 substrate | 0.034 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.869 | CL | 1.746 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.704 | Hepatotoxicity | 0.831 |
| Mutagenicity | 0.136 | Rat Oral Acute Toxicity | 0.044 |
| FDAMDD | 0.567 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.789 | Eye Corrosion | 0.012 |
| Eye Irritation | 0.932 | Respiratory Toxicity | 0.298 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.612 | IGC50 | 3.935 |
| LC50FM | 5.199 | LC50DM | 5.799 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.274 | NR-AR-LBD | 0.461 |
| NR-AhR | 0.004 | NR-Aromatase | 0.259 |
| NR-ER | 0.176 | NR-ER-LBD | 0.372 |
| NR-PPAR-gamma | 0.944 | SR-ARE | 0.914 |
| SR-ATAD5 | 0.402 | SR-HSE | 0.799 |
| SR-MMP | 0.036 | SR-p53 | 0.602 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.