Compound information
- Natural Products
- NACP628
- Molecular Formula
- C18H28O3
- Molecular Weight
- 292.203844756 g/mol
- Structure
-
- IUPAC Name
- 9-oxooctadeca-10,12,15-trienoic acid
- InChI
- InChI=1S/C18H28O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h3-4,6,8,11,14H,2,5,7,9-10,12-13,15-16H2,1H3,(H,20,21)
- InChI Key
- ACHDMUPTZYZIGR-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCCCCCC(=O)C=CC=CCC=CCC
- CAS
- 125559-74-2
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Lineolic acids and derivatives
- Source
- CNP0256961
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 | 4.898 |
| LogS | -4.009 | LogD | 3.018 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.957 | Pgp substrate | 0.001 |
| HIA | 0.972 | F20 % | 0.988 |
| F30 % | 0.431 | Caco-2 | -4.75 |
| MDCK | -4.593 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.976 | PPB | 78.556 |
| VD | 0.536 | Fu | 1.409 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.818 | CYP1A2 substrate | 0.341 |
| CYP2A6 substrate | 0.394 | CYP2B6 substrate | 0.469 |
| CYP2C19 inhibitor | 0.052 | CYP2C19 substrate | 0.356 |
| CYP2C8 substrate | 0.533 | CYP2C9 inhibitor | 0.663 |
| CYP2C9 substrate | 0.022 | CYP2D6 inhibitor | 0.154 |
| CYP2D6 substrate | 0.161 | CYP2E1 substrate | 0.221 |
| CYP3A4 inhibitor | 0.087 | CYP3A4 substrate | 0.029 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.905 | CL | 2.895 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.583 | Hepatotoxicity | 0.933 |
| Mutagenicity | 0.048 | Rat Oral Acute Toxicity | 0.009 |
| FDAMDD | 0.47 | Skin Sensitization | 0.995 |
| Carcinogenicity | 0.847 | Eye Corrosion | 0.059 |
| Eye Irritation | 0.961 | Respiratory Toxicity | 0.408 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.85 | IGC50 | 4.069 |
| LC50FM | 5.347 | LC50DM | 6.044 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.218 | NR-AR-LBD | 0.382 |
| NR-AhR | 0.004 | NR-Aromatase | 0.071 |
| NR-ER | 0.241 | NR-ER-LBD | 0.327 |
| NR-PPAR-gamma | 0.902 | SR-ARE | 0.915 |
| SR-ATAD5 | 0.37 | SR-HSE | 0.811 |
| SR-MMP | 0.027 | SR-p53 | 0.539 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.