Compound information
- Natural Products
- NACP100780
- Molecular Formula
- C20H30O3
- Molecular Weight
- 318.21949482 g/mol
- Structure
-
- IUPAC Name
- 10-hydroxy-5,9,12,13,16-pentamethyl-4-oxatricyclo[10.3.1.03,5]hexadeca-1(15),8-dien-2-one
- InChI
- InChI=1S/C20H30O3/c1-12-7-6-10-20(5)18(23-20)17(22)15-9-8-13(2)19(4,14(15)3)11-16(12)21/h7,9,13-14,16,18,21H,6,8,10-11H2,1-5H3
- InChI Key
- PCWBJBXZOODNTG-UHFFFAOYSA-N
- SMILES
- O=C1C2=CCC(C)C(C)(CC(O)C(=CCCC3(OC13)C)C)C2C
- CAS
- SuperClass
- Organic oxygen compounds
- Class
- Organooxygen compounds
- SubClass
- Alcohols and polyols
- Source
- CNP0086681
Warheads
- Michael Acceptor
-
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 3 |
| Heteroatom Count | 3 | Rotatable Bond Count | 0 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 49.83 Å2 | LogP | 4.092 |
| LogS | -4.214 | LogD | 3.567 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.999 | Pgp substrate | 0.016 |
| HIA | 0.956 | F20 % | 0.986 |
| F30 % | 0.925 | Caco-2 | -4.522 |
| MDCK | -4.635 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.995 | PPB | 62.087 |
| VD | 0.924 | Fu | 0.862 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.002 | CYP1A2 substrate | 0.344 |
| CYP2A6 substrate | 0.37 | CYP2B6 substrate | 0.462 |
| CYP2C19 inhibitor | 0.083 | CYP2C19 substrate | 0.416 |
| CYP2C8 substrate | 0.342 | CYP2C9 inhibitor | 0.069 |
| CYP2C9 substrate | 0.04 | CYP2D6 inhibitor | 0.014 |
| CYP2D6 substrate | 0.103 | CYP2E1 substrate | 0.277 |
| CYP3A4 inhibitor | 0.284 | CYP3A4 substrate | 0.995 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.443 | CL | 15.979 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.941 | Hepatotoxicity | 0.045 |
| Mutagenicity | 0.009 | Rat Oral Acute Toxicity | 0.08 |
| FDAMDD | 0.96 | Skin Sensitization | 0.569 |
| Carcinogenicity | 0.068 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.007 | Respiratory Toxicity | 0.987 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.755 | IGC50 | 3.803 |
| LC50FM | 6.489 | LC50DM | 6.515 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.241 | NR-AR-LBD | 0.258 |
| NR-AhR | 0.014 | NR-Aromatase | 0.502 |
| NR-ER | 0.259 | NR-ER-LBD | 0.664 |
| NR-PPAR-gamma | 0.387 | SR-ARE | 0.148 |
| SR-ATAD5 | 0.378 | SR-HSE | 0.263 |
| SR-MMP | 0.956 | SR-p53 | 0.219 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.