Compound information
- Natural Products
- NACP157678
- Molecular Formula
- C18H28O4
- Molecular Weight
- 308.198759376 g/mol
- Structure
-
- IUPAC Name
- 5,10-dioxooctadeca-6,8-dienoic acid
- InChI
- InChI=1S/C18H28O4/c1-2-3-4-5-6-7-11-16(19)12-8-9-13-17(20)14-10-15-18(21)22/h8-9,12-13H,2-7,10-11,14-15H2,1H3,(H,21,22)
- InChI Key
- XVRGWTKWKCRREP-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC(=O)C=CC=CC(=O)CCCCCCCC
- CAS
- SuperClass
- Class
- SubClass
- Source
- CNP0475053
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 | 3.684 |
| LogS | -3.234 | LogD | 2.207 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.076 | Pgp substrate | 0.002 |
| HIA | 0.966 | F20 % | 0.985 |
| F30 % | 0.041 | Caco-2 | -4.81 |
| MDCK | -4.554 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.989 | PPB | 70.423 |
| VD | 0.453 | Fu | 1.572 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.623 | CYP1A2 substrate | 0.308 |
| CYP2A6 substrate | 0.332 | CYP2B6 substrate | 0.434 |
| CYP2C19 inhibitor | 0.037 | CYP2C19 substrate | 0.327 |
| CYP2C8 substrate | 0.574 | CYP2C9 inhibitor | 0.432 |
| CYP2C9 substrate | 0.035 | CYP2D6 inhibitor | 0.041 |
| CYP2D6 substrate | 0.11 | CYP2E1 substrate | 0.231 |
| CYP3A4 inhibitor | 0.094 | CYP3A4 substrate | 0.029 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.86 | CL | 1.766 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.683 | Hepatotoxicity | 0.853 |
| Mutagenicity | 0.102 | Rat Oral Acute Toxicity | 0.046 |
| FDAMDD | 0.614 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.766 | Eye Corrosion | 0.013 |
| Eye Irritation | 0.938 | Respiratory Toxicity | 0.343 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.639 | IGC50 | 3.769 |
| LC50FM | 5.167 | LC50DM | 5.773 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.276 | NR-AR-LBD | 0.463 |
| NR-AhR | 0.004 | NR-Aromatase | 0.229 |
| NR-ER | 0.173 | NR-ER-LBD | 0.37 |
| NR-PPAR-gamma | 0.943 | SR-ARE | 0.917 |
| SR-ATAD5 | 0.398 | SR-HSE | 0.799 |
| SR-MMP | 0.034 | SR-p53 | 0.608 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.