Compound information
- Natural Products
- NACP100756
- Molecular Formula
- C15H18O3
- Molecular Weight
- 246.125594436 g/mol
- Structure
-
- IUPAC Name
- 3,8a-dimethyl-5-methylene-3,3a,4,4a,9,9a-hexahydrobenzo[f]benzofuran-2,6-dione
- InChI
- InChI=1S/C15H18O3/c1-8-10-6-11-9(2)12(16)4-5-15(11,3)7-13(10)18-14(8)17/h4-5,8,10-11,13H,2,6-7H2,1,3H3
- InChI Key
- PCTOUSAHXOXMBC-UHFFFAOYSA-N
- SMILES
- O=C1C=CC2(C)CC3OC(=O)C(C)C3CC2C1=C
- CAS
- 36170-17-9
- SuperClass
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- SubClass
- Terpene lactones
- Source
- CNP0292418
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 18 | Ring Count | 3 |
| Heteroatom Count | 3 | Rotatable Bond Count | 0 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 43.37 Å2 | LogP | 1.455 |
| LogS | -2.578 | LogD | 1.862 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.998 | Pgp substrate | 0.005 |
| HIA | 0.964 | F20 % | 0.982 |
| F30 % | 0.557 | Caco-2 | -4.706 |
| MDCK | -4.528 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.981 | PPB | 76.069 |
| VD | 1.042 | Fu | 0.659 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.032 | CYP1A2 substrate | 0.37 |
| CYP2A6 substrate | 0.423 | CYP2B6 substrate | 0.509 |
| CYP2C19 inhibitor | 0.272 | CYP2C19 substrate | 0.398 |
| CYP2C8 substrate | 0.307 | CYP2C9 inhibitor | 0.095 |
| CYP2C9 substrate | 0.063 | CYP2D6 inhibitor | 0.023 |
| CYP2D6 substrate | 0.215 | CYP2E1 substrate | 0.353 |
| CYP3A4 inhibitor | 0.336 | CYP3A4 substrate | 0.874 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.349 | CL | 11.29 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.143 | Hepatotoxicity | 0.983 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.198 |
| FDAMDD | 0.961 | Skin Sensitization | 0.37 |
| Carcinogenicity | 0.726 | Eye Corrosion | 0.014 |
| Eye Irritation | 0.206 | Respiratory Toxicity | 0.935 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 2.511 | IGC50 | 4.302 |
| LC50FM | 6.318 | LC50DM | 6.088 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.281 | NR-AR-LBD | 0.804 |
| NR-AhR | 0.005 | NR-Aromatase | 0.953 |
| NR-ER | 0.265 | NR-ER-LBD | 0.77 |
| NR-PPAR-gamma | 0.902 | SR-ARE | 0.889 |
| SR-ATAD5 | 0.684 | SR-HSE | 0.945 |
| SR-MMP | 0.905 | SR-p53 | 0.868 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.