Compound information
- Natural Products
- NACP100613
- Molecular Formula
- C22H32O3
- Molecular Weight
- 344.235144884 g/mol
- Structure
-
- IUPAC Name
- (5,9-dimethyl-14-methylene-15-oxo-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl)methyl acetate
- InChI
- InChI=1S/C22H32O3/c1-14-16-6-7-18-21(4)10-5-9-20(3,13-25-15(2)23)17(21)8-11-22(18,12-16)19(14)24/h16-18H,1,5-13H2,2-4H3
- InChI Key
- PCIAHXQFOUORIJ-UHFFFAOYSA-N
- SMILES
- O=C(OCC1(C)CCCC2(C)C3CCC4C(=C)C(=O)C3(CCC12)C4)C
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- SubClass
- Diterpenoids
- Source
- CNP0079185
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 4 |
| Heteroatom Count | 3 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 43.37 Å2 | LogP | 3.311 |
| LogS | -5.103 | LogD | 3.088 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.999 | Pgp substrate | 0.001 |
| HIA | 0.957 | F20 % | 0.98 |
| F30 % | 0.856 | Caco-2 | -4.611 |
| MDCK | -4.674 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.298 | PPB | 57.204 |
| VD | 1.286 | Fu | 0.956 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.002 | CYP1A2 substrate | 0.358 |
| CYP2A6 substrate | 0.459 | CYP2B6 substrate | 0.507 |
| CYP2C19 inhibitor | 0.102 | CYP2C19 substrate | 0.476 |
| CYP2C8 substrate | 0.302 | CYP2C9 inhibitor | 0.01 |
| CYP2C9 substrate | 0.065 | CYP2D6 inhibitor | 0.01 |
| CYP2D6 substrate | 0.259 | CYP2E1 substrate | 0.271 |
| CYP3A4 inhibitor | 0.014 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.122 | CL | 7.918 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.486 | Hepatotoxicity | 0.699 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.015 |
| FDAMDD | 0.965 | Skin Sensitization | 0.89 |
| Carcinogenicity | 0.027 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.147 | Respiratory Toxicity | 0.753 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.513 | IGC50 | 3.851 |
| LC50FM | 5.478 | LC50DM | 5.047 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.322 | NR-AR-LBD | 0.378 |
| NR-AhR | 0.009 | NR-Aromatase | 0.737 |
| NR-ER | 0.181 | NR-ER-LBD | 0.768 |
| NR-PPAR-gamma | 0.699 | SR-ARE | 0.68 |
| SR-ATAD5 | 0.574 | SR-HSE | 0.86 |
| SR-MMP | 0.344 | SR-p53 | 0.288 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.