Compound information
- Natural Products
- ZC451233
- Molecular Formula
- C15H17NO5
- Molecular Weight
- 291.110672644 g/mol
- Structure
-
- IUPAC Name
- O1-benzyl O3-ethyl (3R)-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-/m1/s1
- InChI Key
- FRNZCPLVDNHRIH-GFCCVEGCSA-N
- SMILES
- CCOC(=O)[C@@H]1CN(C(=O)OCc2ccccc2)CC1=O
- Source
- ZINC000016697884
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 | 2.035 |
| LogS | -2.697 | LogD | 1.116 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.196 | Pgp substrate | 0.017 |
| HIA | 0.975 | F20 % | 0.985 |
| F30 % | 0.212 | Caco-2 | -4.337 |
| MDCK | -4.413 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.325 | PPB | 32.802 |
| VD | 1.738 | Fu | 0.274 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.418 | CYP1A2 substrate | 0.603 |
| CYP2A6 substrate | 0.346 | CYP2B6 substrate | 0.606 |
| CYP2C19 inhibitor | 0.871 | CYP2C19 substrate | 0.727 |
| CYP2C8 substrate | 0.63 | CYP2C9 inhibitor | 0.587 |
| CYP2C9 substrate | 0.881 | CYP2D6 inhibitor | 0.005 |
| CYP2D6 substrate | 0.278 | CYP2E1 substrate | 0.305 |
| CYP3A4 inhibitor | 0.069 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.945 | CL | 7.395 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.017 | Hepatotoxicity | 0.931 |
| Mutagenicity | 0.061 | Rat Oral Acute Toxicity | 0.132 |
| FDAMDD | 0.255 | Skin Sensitization | 0.301 |
| Carcinogenicity | 0.016 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.489 | Respiratory Toxicity | 0.043 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.147 | IGC50 | 3.23 |
| LC50FM | 3.773 | LC50DM | 4.551 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.293 | NR-AR-LBD | 0.378 |
| NR-AhR | 0.004 | NR-Aromatase | 0.026 |
| NR-ER | 0.26 | NR-ER-LBD | 0.337 |
| NR-PPAR-gamma | 0.17 | SR-ARE | 0.041 |
| SR-ATAD5 | 0.356 | SR-HSE | 0.078 |
| SR-MMP | 0.007 | SR-p53 | 0.017 |
Similar covalent drugs
No similar covalent drugs found for this compound.