Compound information
- Natural Products
- ZC369435
- Molecular Formula
- C16H19NO5
- Molecular Weight
- 305.126322708 g/mol
- Structure
-
- IUPAC Name
- O1-benzyl O3-ethyl (3S)-4-oxopiperidine-1,3-dicarboxylate
- InChI
- InChI=1S/C16H19NO5/c1-2-21-15(19)13-10-17(9-8-14(13)18)16(20)22-11-12-6-4-3-5-7-12/h3-7,13H,2,8-11H2,1H3/t13-/m0/s1
- InChI Key
- DYBIHRBNPRCTAS-ZDUSSCGKSA-N
- SMILES
- CCOC(=O)[C@H]1CN(C(=O)OCc2ccccc2)CCC1=O
- Source
- ZINC000022015590
Warheads
- Carbonyl
-
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 72.91 Å2 | LogP | 1.788 |
| LogS | -2.403 | LogD | 1.425 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.061 | Pgp substrate | 0.004 |
| HIA | 0.969 | F20 % | 0.993 |
| F30 % | 0.406 | Caco-2 | -4.345 |
| MDCK | -4.558 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.014 | PPB | 47.255 |
| VD | 1.889 | Fu | 0.324 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.188 | CYP1A2 substrate | 0.418 |
| CYP2A6 substrate | 0.258 | CYP2B6 substrate | 0.466 |
| CYP2C19 inhibitor | 0.364 | CYP2C19 substrate | 0.82 |
| CYP2C8 substrate | 0.556 | CYP2C9 inhibitor | 0.308 |
| CYP2C9 substrate | 0.968 | CYP2D6 inhibitor | 0.012 |
| CYP2D6 substrate | 0.218 | CYP2E1 substrate | 0.198 |
| CYP3A4 inhibitor | 0.036 | CYP3A4 substrate | 0.994 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.887 | CL | 8.159 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.755 | Hepatotoxicity | 0.826 |
| Mutagenicity | 0.912 | Rat Oral Acute Toxicity | 0.367 |
| FDAMDD | 0.849 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.036 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.142 | Respiratory Toxicity | 0.148 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.164 | IGC50 | 2.736 |
| LC50FM | 3.268 | LC50DM | 4.079 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.277 | NR-AR-LBD | 0.397 |
| NR-AhR | 0.005 | NR-Aromatase | 0.044 |
| NR-ER | 0.28 | NR-ER-LBD | 0.422 |
| NR-PPAR-gamma | 0.216 | SR-ARE | 0.032 |
| SR-ATAD5 | 0.483 | SR-HSE | 0.093 |
| SR-MMP | 0.005 | SR-p53 | 0.014 |
Similar covalent drugs
No similar covalent drugs found for this compound.