Compound information
- Natural Products
- ZC396755
- Molecular Formula
- C14H17NO3
- Molecular Weight
- 247.120843404 g/mol
- Structure
-
- IUPAC Name
- ethyl (3S)-1-benzyl-4-oxo-pyrrolidine-3-carboxylate
- InChI
- InChI=1S/C14H17NO3/c1-2-18-14(17)12-9-15(10-13(12)16)8-11-6-4-3-5-7-11/h3-7,12H,2,8-10H2,1H3/t12-/m0/s1
- InChI Key
- XLKXIFXOWMGWNT-LBPRGKRZSA-N
- SMILES
- CCOC(=O)[C@H]1CN(Cc2ccccc2)CC1=O
- Source
- ZINC000005047645
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 18 | Ring Count | 2 |
| Heteroatom Count | 4 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 46.61 Å2 | LogP | 1.603 |
| LogS | -2.026 | LogD | 0.657 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.045 | Pgp substrate | 0.04 |
| HIA | 0.962 | F20 % | 0.99 |
| F30 % | 0.903 | Caco-2 | -4.677 |
| MDCK | -4.244 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.344 | PPB | 44.699 |
| VD | 2.846 | Fu | 0.253 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.02 | CYP1A2 substrate | 0.59 |
| CYP2A6 substrate | 0.715 | CYP2B6 substrate | 0.848 |
| CYP2C19 inhibitor | 0.48 | CYP2C19 substrate | 0.934 |
| CYP2C8 substrate | 0.742 | CYP2C9 inhibitor | 0.037 |
| CYP2C9 substrate | 0.786 | CYP2D6 inhibitor | 0.012 |
| CYP2D6 substrate | 0.876 | CYP2E1 substrate | 0.302 |
| CYP3A4 inhibitor | 0.015 | CYP3A4 substrate | 0.988 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.92 | CL | 17.318 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.906 | Hepatotoxicity | 0.628 |
| Mutagenicity | 0.032 | Rat Oral Acute Toxicity | 0.189 |
| FDAMDD | 0.709 | Skin Sensitization | 0.84 |
| Carcinogenicity | 0.081 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.883 | Respiratory Toxicity | 0.7 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.059 | IGC50 | 2.739 |
| LC50FM | 3.441 | LC50DM | 3.23 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.227 | NR-AR-LBD | 0.523 |
| NR-AhR | 0.003 | NR-Aromatase | 0.025 |
| NR-ER | 0.35 | NR-ER-LBD | 0.312 |
| NR-PPAR-gamma | 0.181 | SR-ARE | 0.027 |
| SR-ATAD5 | 0.45 | SR-HSE | 0.065 |
| SR-MMP | 0.007 | SR-p53 | 0.014 |
Similar covalent drugs
No similar covalent drugs found for this compound.