Compound information
- Natural Products
- ZC457253
- Molecular Formula
- C15H17F2NO3
- Molecular Weight
- 297.117649844 g/mol
- Structure
-
- IUPAC Name
- ethyl (3S)-1-benzyl-5,5-difluoro-4-oxo-piperidine-3-carboxylate
- InChI
- InChI=1S/C15H17F2NO3/c1-2-21-14(20)12-9-18(10-15(16,17)13(12)19)8-11-6-4-3-5-7-11/h3-7,12H,2,8-10H2,1H3/t12-/m0/s1
- InChI Key
- GFVJRPGBYSFNTN-LBPRGKRZSA-N
- SMILES
- CCOC(=O)[C@H]1CN(Cc2ccccc2)CC(F)(F)C1=O
- Source
- ZINC000072194236
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 46.61 Å2 | LogP | 1.926 |
| LogS | -2.162 | LogD | 1.615 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.021 | Pgp substrate | 0.007 |
| HIA | 0.964 | F20 % | 0.907 |
| F30 % | 0.31 | Caco-2 | -4.637 |
| MDCK | -4.223 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.573 | PPB | 46.001 |
| VD | 2.07 | Fu | 0.605 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.091 | CYP1A2 substrate | 0.451 |
| CYP2A6 substrate | 0.674 | CYP2B6 substrate | 0.788 |
| CYP2C19 inhibitor | 0.472 | CYP2C19 substrate | 0.936 |
| CYP2C8 substrate | 0.723 | CYP2C9 inhibitor | 0.188 |
| CYP2C9 substrate | 0.528 | CYP2D6 inhibitor | 0.007 |
| CYP2D6 substrate | 0.718 | CYP2E1 substrate | 0.24 |
| CYP3A4 inhibitor | 0.009 | CYP3A4 substrate | 0.97 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.74 | CL | 14.37 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.578 | Hepatotoxicity | 0.661 |
| Mutagenicity | 0.036 | Rat Oral Acute Toxicity | 0.446 |
| FDAMDD | 0.948 | Skin Sensitization | 0.66 |
| Carcinogenicity | 0.097 | Eye Corrosion | 0.173 |
| Eye Irritation | 0.899 | Respiratory Toxicity | 0.815 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.122 | IGC50 | 2.603 |
| LC50FM | 3.474 | LC50DM | 2.943 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.416 | NR-AR-LBD | 0.418 |
| NR-AhR | 0.006 | NR-Aromatase | 0.036 |
| NR-ER | 0.361 | NR-ER-LBD | 0.395 |
| NR-PPAR-gamma | 0.179 | SR-ARE | 0.098 |
| SR-ATAD5 | 0.458 | SR-HSE | 0.066 |
| SR-MMP | 0.011 | SR-p53 | 0.019 |
Similar covalent drugs
No similar covalent drugs found for this compound.