Compound information
- Natural Products
- ZC101416
- Molecular Formula
- C12H16N2O4
- Molecular Weight
- 252.111006992 g/mol
- Structure
-
- IUPAC Name
- ethyl (2R,3R)-2-acetamido-6-cyano-2-methyl-3,4-dihydropyran-3-carboxylate
- InChI
- InChI=1S/C12H16N2O4/c1-4-17-11(16)10-6-5-9(7-13)18-12(10,3)14-8(2)15/h5,10H,4,6H2,1-3H3,(H,14,15)/t10-,12+/m0/s1
- InChI Key
- BPYWQISGBXESGJ-CMPLNLGQSA-N
- SMILES
- CCOC(=O)[C@@H]1CC=C(C#N)O[C@@]1(C)NC(C)=O
- Source
- ZINC000004267755
Warheads
- Michael Acceptor
-
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 18 | Ring Count | 1 |
| Heteroatom Count | 6 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 88.42 Å2 | LogP | 0.814 |
| LogS | -1.91 | LogD | 0.98 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.995 | Pgp substrate | 0.001 |
| HIA | 0.94 | F20 % | 0.976 |
| F30 % | 0.832 | Caco-2 | -5.215 |
| MDCK | -5.436 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.999 | PPB | 41.306 |
| VD | 0.351 | Fu | 0.177 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.003 | CYP1A2 substrate | 0.447 |
| CYP2A6 substrate | 0.378 | CYP2B6 substrate | 0.381 |
| CYP2C19 inhibitor | 0.255 | CYP2C19 substrate | 0.32 |
| CYP2C8 substrate | 0.366 | CYP2C9 inhibitor | 0.004 |
| CYP2C9 substrate | 0.089 | CYP2D6 inhibitor | 0.009 |
| CYP2D6 substrate | 0.099 | CYP2E1 substrate | 0.558 |
| CYP3A4 inhibitor | 0.076 | CYP3A4 substrate | 0.256 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.608 | CL | 4.404 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.048 | Hepatotoxicity | 0.958 |
| Mutagenicity | 0.05 | Rat Oral Acute Toxicity | 0.062 |
| FDAMDD | 0.302 | Skin Sensitization | 0.241 |
| Carcinogenicity | 0.098 | Eye Corrosion | 0.062 |
| Eye Irritation | 0.754 | Respiratory Toxicity | 0.079 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.112 | IGC50 | 1.496 |
| LC50FM | 2.827 | LC50DM | 4.452 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.276 | NR-AR-LBD | 0.258 |
| NR-AhR | 0.005 | NR-Aromatase | 0.026 |
| NR-ER | 0.256 | NR-ER-LBD | 0.335 |
| NR-PPAR-gamma | 0.161 | SR-ARE | 0.601 |
| SR-ATAD5 | 0.279 | SR-HSE | 0.04 |
| SR-MMP | 0.007 | SR-p53 | 0.026 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.