Compound information
- Natural Products
- NACP100369
- Molecular Formula
- C20H24O5
- Molecular Weight
- 344.162373868 g/mol
- Structure
-
- IUPAC Name
- 2,9-dihydroxy-5,10-dimethyl-5-vinyl-17-oxapentacyclo[7.6.2.01,10.02,7.011,13]heptadec-6-ene-8,16-dione
- InChI
- InChI=1S/C20H24O5/c1-4-16(2)7-8-19(23)13(10-16)14(21)20(24)17(3)12-9-11(12)5-6-18(17,19)15(22)25-20/h4,10-12,23-24H,1,5-9H2,2-3H3
- InChI Key
- PBLMZQLEGVHGAP-UHFFFAOYSA-N
- SMILES
- O=C1OC2(O)C(=O)C3=CC(C=C)(C)CCC3(O)C14CCC5CC5C24C
- CAS
- SuperClass
- Organoheterocyclic compounds
- Class
- Lactones
- SubClass
- Gamma butyrolactones
- Source
- CNP0154130
Warheads
- Michael Acceptor
-
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 5 |
| Heteroatom Count | 5 | Rotatable Bond Count | 1 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 83.83 Å2 | LogP | 2.434 |
| LogS | -4.791 | LogD | 2.805 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.999 | Pgp substrate | 0.01 |
| HIA | 0.832 | F20 % | 0.925 |
| F30 % | 0.958 | Caco-2 | -4.6 |
| MDCK | -4.374 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.98 | PPB | 51.754 |
| VD | 1.105 | Fu | 0.527 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.32 |
| CYP2A6 substrate | 0.381 | CYP2B6 substrate | 0.382 |
| CYP2C19 inhibitor | 0.099 | CYP2C19 substrate | 0.549 |
| CYP2C8 substrate | 0.289 | CYP2C9 inhibitor | 0.002 |
| CYP2C9 substrate | 0.028 | CYP2D6 inhibitor | 0.015 |
| CYP2D6 substrate | 0.142 | CYP2E1 substrate | 0.192 |
| CYP3A4 inhibitor | 0.864 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.084 | CL | 2.257 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.0 | Hepatotoxicity | 0.055 |
| Mutagenicity | 0.696 | Rat Oral Acute Toxicity | 0.832 |
| FDAMDD | 0.995 | Skin Sensitization | 0.232 |
| Carcinogenicity | 0.563 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.215 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.629 | IGC50 | 3.359 |
| LC50FM | 4.25 | LC50DM | 5.27 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.484 | NR-AR-LBD | 0.333 |
| NR-AhR | 0.041 | NR-Aromatase | 0.783 |
| NR-ER | 0.409 | NR-ER-LBD | 0.675 |
| NR-PPAR-gamma | 0.666 | SR-ARE | 0.687 |
| SR-ATAD5 | 0.514 | SR-HSE | 0.441 |
| SR-MMP | 0.943 | SR-p53 | 0.713 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.