Compound information
- Natural Products
- ZC654300
- Molecular Formula
- C16H21NO4
- Molecular Weight
- 291.147058152 g/mol
- Structure
-
- IUPAC Name
- ethyl (3S,5R)-1-benzyl-5-(methoxymethyl)-4-oxo-pyrrolidine-3-carboxylate
- InChI
- InChI=1S/C16H21NO4/c1-3-21-16(19)13-10-17(14(11-20-2)15(13)18)9-12-7-5-4-6-8-12/h4-8,13-14H,3,9-11H2,1-2H3/t13-,14+/m0/s1
- InChI Key
- VNVILDSOTIRVJV-UONOGXRCSA-N
- SMILES
- CCOC(=O)[C@H]1CN(Cc2ccccc2)[C@H](COC)C1=O
- Source
- ZINC000005029738
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 2 |
| Heteroatom Count | 5 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 55.84 Å2 | LogP | 1.67 |
| LogS | -2.114 | LogD | 0.913 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.028 | Pgp substrate | 0.021 |
| HIA | 0.964 | F20 % | 0.994 |
| F30 % | 0.959 | Caco-2 | -4.525 |
| MDCK | -4.155 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.091 | PPB | 41.533 |
| VD | 2.076 | Fu | 0.292 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.025 | CYP1A2 substrate | 0.502 |
| CYP2A6 substrate | 0.615 | CYP2B6 substrate | 0.741 |
| CYP2C19 inhibitor | 0.46 | CYP2C19 substrate | 0.935 |
| CYP2C8 substrate | 0.725 | CYP2C9 inhibitor | 0.015 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.004 |
| CYP2D6 substrate | 0.812 | CYP2E1 substrate | 0.251 |
| CYP3A4 inhibitor | 0.027 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.83 | CL | 14.266 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.01 | Hepatotoxicity | 0.98 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.558 |
| FDAMDD | 0.68 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.034 | Eye Corrosion | 0.018 |
| Eye Irritation | 0.735 | Respiratory Toxicity | 0.4 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.384 | IGC50 | 2.322 |
| LC50FM | 2.863 | LC50DM | 2.064 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.373 | NR-AR-LBD | 0.288 |
| NR-AhR | 0.003 | NR-Aromatase | 0.036 |
| NR-ER | 0.358 | NR-ER-LBD | 0.355 |
| NR-PPAR-gamma | 0.136 | SR-ARE | 0.04 |
| SR-ATAD5 | 0.31 | SR-HSE | 0.06 |
| SR-MMP | 0.008 | SR-p53 | 0.04 |
Similar covalent drugs
No similar covalent drugs found for this compound.