Compound information
- Natural Products
- ZC316112
- Molecular Formula
- C13H14N2O4
- Molecular Weight
- 262.095356928 g/mol
- Structure
-
- IUPAC Name
- ethyl (2R)-2-(benzyloxycarbonylamino)-2-cyano-acetate
- InChI
- InChI=1S/C13H14N2O4/c1-2-18-12(16)11(8-14)15-13(17)19-9-10-6-4-3-5-7-10/h3-7,11H,2,9H2,1H3,(H,15,17)/t11-/m1/s1
- InChI Key
- BGDPLMKKSXSSTM-LLVKDONJSA-N
- SMILES
- CCOC(=O)[C@@H](C#N)NC(=O)OCc1ccccc1
- Source
- ZINC000074938021
Warheads
- Nitrile
-
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 19 | Ring Count | 1 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 88.42 Å2 | LogP | 1.975 |
| LogS | -2.615 | LogD | 1.923 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.345 | Pgp substrate | 0.001 |
| HIA | 0.964 | F20 % | 0.198 |
| F30 % | 0.0 | Caco-2 | -4.875 |
| MDCK | -4.524 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.721 | PPB | 32.783 |
| VD | 0.433 | Fu | 0.534 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.998 | CYP1A2 substrate | 0.715 |
| CYP2A6 substrate | 0.406 | CYP2B6 substrate | 0.574 |
| CYP2C19 inhibitor | 0.946 | CYP2C19 substrate | 0.851 |
| CYP2C8 substrate | 0.703 | CYP2C9 inhibitor | 0.194 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.002 |
| CYP2D6 substrate | 0.524 | CYP2E1 substrate | 0.301 |
| CYP3A4 inhibitor | 0.018 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.919 | CL | 4.996 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.064 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.051 | Rat Oral Acute Toxicity | 0.117 |
| FDAMDD | 0.485 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.017 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.908 | Respiratory Toxicity | 0.811 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.314 | IGC50 | 2.502 |
| LC50FM | 4.452 | LC50DM | 5.884 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.151 | NR-AR-LBD | 0.229 |
| NR-AhR | 0.002 | NR-Aromatase | 0.029 |
| NR-ER | 0.226 | NR-ER-LBD | 0.348 |
| NR-PPAR-gamma | 0.173 | SR-ARE | 0.034 |
| SR-ATAD5 | 0.295 | SR-HSE | 0.097 |
| SR-MMP | 0.006 | SR-p53 | 0.015 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.