Compound information
- Natural Products
- ZC101354
- Molecular Formula
- C13H16N2O4
- Molecular Weight
- 264.111006992 g/mol
- Structure
-
- IUPAC Name
- ethyl (4R,4aS,7aS)-7-acetyl-2-cyano-4a,5,6,7a-tetrahydro-4H-pyrano[2,3-b]pyrrole-4-carboxylate
- InChI
- InChI=1S/C13H16N2O4/c1-3-18-13(17)11-6-9(7-14)19-12-10(11)4-5-15(12)8(2)16/h6,10-12H,3-5H2,1-2H3/t10-,11+,12-/m0/s1
- InChI Key
- KXQJYPJOYLRICX-TUAOUCFPSA-N
- SMILES
- CCOC(=O)[C@@H]1C=C(C#N)O[C@H]2[C@H]1CCN2C(C)=O
- Source
- ZINC000245239601
Warheads
- Michael Acceptor
-
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 19 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 79.63 Å2 | LogP | 0.951 |
| LogS | -1.689 | LogD | 0.978 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.995 | Pgp substrate | 0.002 |
| HIA | 0.839 | F20 % | 0.913 |
| F30 % | 0.371 | Caco-2 | -6.183 |
| MDCK | -5.276 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.963 | PPB | 33.943 |
| VD | 0.222 | Fu | 0.187 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.48 |
| CYP2A6 substrate | 0.605 | CYP2B6 substrate | 0.486 |
| CYP2C19 inhibitor | 0.274 | CYP2C19 substrate | 0.798 |
| CYP2C8 substrate | 0.369 | CYP2C9 inhibitor | 0.017 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.077 |
| CYP2D6 substrate | 0.283 | CYP2E1 substrate | 0.21 |
| CYP3A4 inhibitor | 0.107 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.895 | CL | 4.33 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.006 | Hepatotoxicity | 0.995 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.057 |
| FDAMDD | 0.494 | Skin Sensitization | 0.062 |
| Carcinogenicity | 0.029 | Eye Corrosion | 0.996 |
| Eye Irritation | 0.853 | Respiratory Toxicity | 0.12 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.158 | IGC50 | 1.152 |
| LC50FM | 3.137 | LC50DM | 3.114 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.445 | NR-AR-LBD | 0.371 |
| NR-AhR | 0.003 | NR-Aromatase | 0.03 |
| NR-ER | 0.271 | NR-ER-LBD | 0.513 |
| NR-PPAR-gamma | 0.163 | SR-ARE | 0.188 |
| SR-ATAD5 | 0.347 | SR-HSE | 0.195 |
| SR-MMP | 0.005 | SR-p53 | 0.06 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.