Compound information
- Natural Products
- ZC399221
- Molecular Formula
- C14H17NO3
- Molecular Weight
- 247.120843404 g/mol
- Structure
-
- IUPAC Name
- ethyl (3R)-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-/m1/s1
- InChI Key
- XLKXIFXOWMGWNT-GFCCVEGCSA-N
- SMILES
- CCOC(=O)[C@@H]1CN(Cc2ccccc2)CC1=O
- Source
- ZINC000001710603
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 | 1.809 |
| LogS | -2.161 | LogD | 0.662 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.067 | Pgp substrate | 0.031 |
| HIA | 0.961 | F20 % | 0.974 |
| F30 % | 0.883 | Caco-2 | -4.643 |
| MDCK | -4.202 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.673 | PPB | 36.111 |
| VD | 2.753 | Fu | 0.34 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.005 | CYP1A2 substrate | 0.611 |
| CYP2A6 substrate | 0.74 | CYP2B6 substrate | 0.831 |
| CYP2C19 inhibitor | 0.712 | CYP2C19 substrate | 0.844 |
| CYP2C8 substrate | 0.647 | CYP2C9 inhibitor | 0.016 |
| CYP2C9 substrate | 0.316 | CYP2D6 inhibitor | 0.022 |
| CYP2D6 substrate | 0.767 | CYP2E1 substrate | 0.211 |
| CYP3A4 inhibitor | 0.03 | CYP3A4 substrate | 0.976 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.959 | CL | 13.946 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.68 | Hepatotoxicity | 0.808 |
| Mutagenicity | 0.008 | Rat Oral Acute Toxicity | 0.132 |
| FDAMDD | 0.36 | Skin Sensitization | 0.976 |
| Carcinogenicity | 0.029 | Eye Corrosion | 0.032 |
| Eye Irritation | 0.95 | Respiratory Toxicity | 0.652 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.092 | IGC50 | 2.748 |
| LC50FM | 3.448 | LC50DM | 3.205 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.332 | NR-AR-LBD | 0.312 |
| NR-AhR | 0.003 | NR-Aromatase | 0.022 |
| NR-ER | 0.368 | NR-ER-LBD | 0.311 |
| NR-PPAR-gamma | 0.143 | SR-ARE | 0.04 |
| SR-ATAD5 | 0.284 | SR-HSE | 0.063 |
| SR-MMP | 0.007 | SR-p53 | 0.029 |
Similar covalent drugs
No similar covalent drugs found for this compound.