Compound information
- Natural Products
- ZC475487
- Molecular Formula
- C15H17NO5
- Molecular Weight
- 291.110672644 g/mol
- Structure
-
- IUPAC Name
- O1-benzyl O3-ethyl (3S)-4-oxopyrrolidine-1,3-dicarboxylate
- InChI
- InChI=1S/C15H17NO5/c1-2-20-14(18)12-8-16(9-13(12)17)15(19)21-10-11-6-4-3-5-7-11/h3-7,12H,2,8-10H2,1H3/t12-/m0/s1
- InChI Key
- FRNZCPLVDNHRIH-LBPRGKRZSA-N
- SMILES
- CCOC(=O)[C@H]1CN(C(=O)OCc2ccccc2)CC1=O
- Source
- ZINC000016697886
Warheads
- Carbonyl
-
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | 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 | 1.905 |
| LogS | -2.389 | LogD | 1.078 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.12 | Pgp substrate | 0.077 |
| HIA | 0.972 | F20 % | 0.993 |
| F30 % | 0.17 | Caco-2 | -4.367 |
| MDCK | -4.429 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.02 | PPB | 42.211 |
| VD | 1.863 | Fu | 0.236 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.074 | CYP1A2 substrate | 0.481 |
| CYP2A6 substrate | 0.368 | CYP2B6 substrate | 0.613 |
| CYP2C19 inhibitor | 0.405 | CYP2C19 substrate | 0.904 |
| CYP2C8 substrate | 0.678 | CYP2C9 inhibitor | 0.387 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.005 |
| CYP2D6 substrate | 0.286 | CYP2E1 substrate | 0.286 |
| CYP3A4 inhibitor | 0.042 | CYP3A4 substrate | 0.991 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.915 | CL | 10.511 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.258 | Hepatotoxicity | 0.869 |
| Mutagenicity | 0.314 | Rat Oral Acute Toxicity | 0.178 |
| FDAMDD | 0.613 | Skin Sensitization | 0.015 |
| Carcinogenicity | 0.026 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.186 | Respiratory Toxicity | 0.142 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.223 | IGC50 | 3.048 |
| LC50FM | 3.838 | LC50DM | 5.02 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.247 | NR-AR-LBD | 0.674 |
| NR-AhR | 0.005 | NR-Aromatase | 0.044 |
| NR-ER | 0.286 | NR-ER-LBD | 0.42 |
| NR-PPAR-gamma | 0.294 | SR-ARE | 0.026 |
| SR-ATAD5 | 0.566 | SR-HSE | 0.106 |
| SR-MMP | 0.005 | SR-p53 | 0.015 |
Similar covalent drugs
No similar covalent drugs found for this compound.