Compound information
- Natural Products
- ZC426885
- Molecular Formula
- C16H21NO5
- Molecular Weight
- 307.141972772 g/mol
- Structure
-
- IUPAC Name
- ethyl (3S)-1-[(2,6-dimethoxyphenyl)methyl]-4-oxo-pyrrolidine-3-carboxylate
- InChI
- InChI=1S/C16H21NO5/c1-4-22-16(19)11-8-17(10-13(11)18)9-12-14(20-2)6-5-7-15(12)21-3/h5-7,11H,4,8-10H2,1-3H3/t11-/m0/s1
- InChI Key
- IKHVOUKZUUPZFT-NSHDSACASA-N
- SMILES
- CCOC(=O)[C@H]1CN(Cc2c(OC)cccc2OC)CC1=O
- Source
- ZINC002362797651
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 65.07 Å2 | LogP | 1.603 |
| LogS | -1.918 | LogD | 0.925 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.045 | Pgp substrate | 0.215 |
| HIA | 0.966 | F20 % | 0.982 |
| F30 % | 0.936 | Caco-2 | -4.663 |
| MDCK | -4.34 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.426 | PPB | 53.397 |
| VD | 1.421 | Fu | 0.32 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.182 | CYP1A2 substrate | 0.665 |
| CYP2A6 substrate | 0.614 | CYP2B6 substrate | 0.778 |
| CYP2C19 inhibitor | 0.575 | CYP2C19 substrate | 0.936 |
| CYP2C8 substrate | 0.709 | CYP2C9 inhibitor | 0.024 |
| CYP2C9 substrate | 0.982 | CYP2D6 inhibitor | 0.02 |
| CYP2D6 substrate | 0.756 | CYP2E1 substrate | 0.285 |
| CYP3A4 inhibitor | 0.048 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.92 | CL | 13.087 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.913 | Hepatotoxicity | 0.121 |
| Mutagenicity | 0.007 | Rat Oral Acute Toxicity | 0.064 |
| FDAMDD | 0.228 | Skin Sensitization | 0.173 |
| Carcinogenicity | 0.041 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.567 | Respiratory Toxicity | 0.753 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.096 | IGC50 | 1.98 |
| LC50FM | 3.388 | LC50DM | 3.236 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.421 | NR-AR-LBD | 0.51 |
| NR-AhR | 0.016 | NR-Aromatase | 0.055 |
| NR-ER | 0.313 | NR-ER-LBD | 0.347 |
| NR-PPAR-gamma | 0.164 | SR-ARE | 0.043 |
| SR-ATAD5 | 0.527 | SR-HSE | 0.063 |
| SR-MMP | 0.011 | SR-p53 | 0.032 |
Similar covalent drugs
No similar covalent drugs found for this compound.