Compound information
- Natural Products
- ZC622927
- Molecular Formula
- C16H19NO4
- Molecular Weight
- 289.131408088 g/mol
- Structure
-
- IUPAC Name
- ethyl 2-[(3R)-1-benzyl-4-oxo-3-piperidyl]-2-oxo-acetate
- InChI
- InChI=1S/C16H19NO4/c1-2-21-16(20)15(19)13-11-17(9-8-14(13)18)10-12-6-4-3-5-7-12/h3-7,13H,2,8-11H2,1H3/t13-/m1/s1
- InChI Key
- LLYPBFFHBZBNBY-CYBMUJFWSA-N
- SMILES
- CCOC(=O)C(=O)[C@@H]1CN(Cc2ccccc2)CCC1=O
- Source
- ZINC000204394712
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 2 |
| Heteroatom Count | 5 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 63.68 Å2 | LogP | 1.308 |
| LogS | -1.801 | LogD | 0.979 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.114 | Pgp substrate | 0.005 |
| HIA | 0.964 | F20 % | 0.663 |
| F30 % | 0.169 | Caco-2 | -4.572 |
| MDCK | -4.29 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.511 | PPB | 44.097 |
| VD | 3.223 | Fu | 0.338 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.074 | CYP1A2 substrate | 0.524 |
| CYP2A6 substrate | 0.639 | CYP2B6 substrate | 0.764 |
| CYP2C19 inhibitor | 0.451 | CYP2C19 substrate | 0.748 |
| CYP2C8 substrate | 0.56 | CYP2C9 inhibitor | 0.025 |
| CYP2C9 substrate | 0.908 | CYP2D6 inhibitor | 0.026 |
| CYP2D6 substrate | 0.691 | CYP2E1 substrate | 0.228 |
| CYP3A4 inhibitor | 0.171 | CYP3A4 substrate | 0.995 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.912 | CL | 11.094 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.905 | Hepatotoxicity | 0.572 |
| Mutagenicity | 0.035 | Rat Oral Acute Toxicity | 0.217 |
| FDAMDD | 0.389 | Skin Sensitization | 0.182 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.746 | Respiratory Toxicity | 0.355 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.016 | IGC50 | 2.741 |
| LC50FM | 3.722 | LC50DM | 2.438 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.197 | NR-AR-LBD | 0.306 |
| NR-AhR | 0.003 | NR-Aromatase | 0.019 |
| NR-ER | 0.375 | NR-ER-LBD | 0.3 |
| NR-PPAR-gamma | 0.144 | SR-ARE | 0.08 |
| SR-ATAD5 | 0.313 | SR-HSE | 0.074 |
| SR-MMP | 0.007 | SR-p53 | 0.036 |
Similar covalent drugs
No similar covalent drugs found for this compound.