Compound information
- Natural Products
- ZC366582
- Molecular Formula
- C16H19NO5
- Molecular Weight
- 305.126322708 g/mol
- Structure
-
- IUPAC Name
- O1-benzyl O3-ethyl (3R)-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-/m1/s1
- InChI Key
- DYBIHRBNPRCTAS-CYBMUJFWSA-N
- SMILES
- CCOC(=O)[C@@H]1CN(C(=O)OCc2ccccc2)CCC1=O
- Source
- ZINC000022015586
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 | 1.981 |
| LogS | -2.795 | LogD | 1.425 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.1 | Pgp substrate | 0.008 |
| HIA | 0.969 | F20 % | 0.988 |
| F30 % | 0.08 | Caco-2 | -4.337 |
| MDCK | -4.364 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.141 | PPB | 36.514 |
| VD | 1.692 | Fu | 0.349 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.69 | CYP1A2 substrate | 0.532 |
| CYP2A6 substrate | 0.245 | CYP2B6 substrate | 0.502 |
| CYP2C19 inhibitor | 0.86 | CYP2C19 substrate | 0.571 |
| CYP2C8 substrate | 0.515 | CYP2C9 inhibitor | 0.64 |
| CYP2C9 substrate | 0.292 | CYP2D6 inhibitor | 0.016 |
| CYP2D6 substrate | 0.25 | CYP2E1 substrate | 0.257 |
| CYP3A4 inhibitor | 0.088 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.917 | CL | 5.985 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.195 | Hepatotoxicity | 0.873 |
| Mutagenicity | 0.531 | Rat Oral Acute Toxicity | 0.135 |
| FDAMDD | 0.476 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.012 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.203 | Respiratory Toxicity | 0.021 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.197 | IGC50 | 2.939 |
| LC50FM | 3.33 | LC50DM | 4.464 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.348 | NR-AR-LBD | 0.286 |
| NR-AhR | 0.004 | NR-Aromatase | 0.026 |
| NR-ER | 0.253 | NR-ER-LBD | 0.343 |
| NR-PPAR-gamma | 0.18 | SR-ARE | 0.052 |
| SR-ATAD5 | 0.301 | SR-HSE | 0.078 |
| SR-MMP | 0.006 | SR-p53 | 0.019 |
Similar covalent drugs
No similar covalent drugs found for this compound.