Compound information
- Natural Products
- ZC118245
- Molecular Formula
- C15H17NO4
- Molecular Weight
- 275.115758024 g/mol
- Structure
-
- IUPAC Name
- ethyl 2-[(3R)-1-benzyl-4-oxo-pyrrolidin-3-yl]-2-oxo-acetate
- InChI
- InChI=1S/C15H17NO4/c1-2-20-15(19)14(18)12-9-16(10-13(12)17)8-11-6-4-3-5-7-11/h3-7,12H,2,8-10H2,1H3/t12-/m1/s1
- InChI Key
- SABDZQIBOPINDE-GFCCVEGCSA-N
- SMILES
- CCOC(=O)C(=O)[C@@H]1CN(Cc2ccccc2)CC1=O
- Source
- ZINC000204401663
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 20 | 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 | 1.385 |
| LogS | -1.975 | LogD | 0.703 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.237 | Pgp substrate | 0.01 |
| HIA | 0.963 | F20 % | 0.912 |
| F30 % | 0.586 | Caco-2 | -4.613 |
| MDCK | -4.241 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.512 | PPB | 44.142 |
| VD | 3.046 | Fu | 0.383 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.01 | CYP1A2 substrate | 0.599 |
| CYP2A6 substrate | 0.781 | CYP2B6 substrate | 0.817 |
| CYP2C19 inhibitor | 0.648 | CYP2C19 substrate | 0.746 |
| CYP2C8 substrate | 0.585 | CYP2C9 inhibitor | 0.03 |
| CYP2C9 substrate | 0.829 | CYP2D6 inhibitor | 0.027 |
| CYP2D6 substrate | 0.897 | CYP2E1 substrate | 0.196 |
| CYP3A4 inhibitor | 0.15 | CYP3A4 substrate | 0.992 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.968 | CL | 12.744 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.841 | Hepatotoxicity | 0.848 |
| Mutagenicity | 0.011 | Rat Oral Acute Toxicity | 0.204 |
| FDAMDD | 0.277 | Skin Sensitization | 0.931 |
| Carcinogenicity | 0.003 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.923 | Respiratory Toxicity | 0.29 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.115 | IGC50 | 2.688 |
| LC50FM | 3.887 | LC50DM | 2.926 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.192 | NR-AR-LBD | 0.363 |
| NR-AhR | 0.003 | NR-Aromatase | 0.021 |
| NR-ER | 0.375 | NR-ER-LBD | 0.316 |
| NR-PPAR-gamma | 0.144 | SR-ARE | 0.083 |
| SR-ATAD5 | 0.329 | SR-HSE | 0.077 |
| SR-MMP | 0.008 | SR-p53 | 0.035 |
Similar covalent drugs
No similar covalent drugs found for this compound.