Compound information
- Natural Products
- NACP100454
- Molecular Formula
- C29H36O6
- Molecular Weight
- 480.251188872 g/mol
- Structure
-
- IUPAC Name
- (7a-hydroxy-5,5-dimethyl-2-oxo-1,3b,4,6,6a,7-hexahydrocyclopenta[a]pentalen-3-yl)methyl 5,5-dimethyl-9-methylene-10-oxo-12-oxatetracyclo[6.4.0.01,11.03,7]dodecane-8-carboxylate
- InChI
- InChI=1S/C29H36O6/c1-14-22(31)23-28(35-23)9-16-7-26(4,5)11-19(16)29(14,28)24(32)34-13-18-20(30)12-27(33)8-15-6-25(2,3)10-17(15)21(18)27/h15-17,19,23,33H,1,6-13H2,2-5H3
- InChI Key
- PBSWJQCHCOJAFD-UHFFFAOYSA-N
- SMILES
- O=C1C(=C2C3CC(C)(C)CC3CC2(O)C1)COC(=O)C45C(=C)C(=O)C6OC65CC7CC(C)(C)CC74
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- SubClass
- Sesquiterpenoids
- Source
- CNP0196780
Warheads
- Michael Acceptor
-
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 35 | Ring Count | 7 |
| Heteroatom Count | 6 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 93.2 Å2 | LogP | 4.371 |
| LogS | -5.575 | LogD | 3.295 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 1.0 | Pgp substrate | 0.583 |
| HIA | 0.515 | F20 % | 0.73 |
| F30 % | 0.17 | Caco-2 | -4.888 |
| MDCK | -5.483 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.999 | PPB | 86.659 |
| VD | 0.867 | Fu | 1.001 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.282 |
| CYP2A6 substrate | 0.443 | CYP2B6 substrate | 0.337 |
| CYP2C19 inhibitor | 0.075 | CYP2C19 substrate | 0.715 |
| CYP2C8 substrate | 0.364 | CYP2C9 inhibitor | 0.016 |
| CYP2C9 substrate | 0.02 | CYP2D6 inhibitor | 0.017 |
| CYP2D6 substrate | 0.114 | CYP2E1 substrate | 0.194 |
| CYP3A4 inhibitor | 0.808 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.018 | CL | 5.023 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.868 | Hepatotoxicity | 0.013 |
| Mutagenicity | 0.039 | Rat Oral Acute Toxicity | 0.956 |
| FDAMDD | 1.0 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.102 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.433 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.118 | IGC50 | 4.747 |
| LC50FM | 4.226 | LC50DM | 5.936 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.219 | NR-AR-LBD | 0.629 |
| NR-AhR | 0.031 | NR-Aromatase | 0.901 |
| NR-ER | 0.294 | NR-ER-LBD | 0.883 |
| NR-PPAR-gamma | 0.726 | SR-ARE | 0.741 |
| SR-ATAD5 | 0.832 | SR-HSE | 0.978 |
| SR-MMP | 0.947 | SR-p53 | 0.9 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.