Compound information
- Natural Products
- ZC101363
- Molecular Formula
- C13H15NO7
- Molecular Weight
- 297.08485182 g/mol
- Structure
-
- IUPAC Name
- [(2R,3R,4R)-3,4-diacetoxy-6-cyano-3,4-dihydro-2H-pyran-2-yl]methyl acetate
- InChI
- InChI=1S/C13H15NO7/c1-7(15)18-6-12-13(20-9(3)17)11(19-8(2)16)4-10(5-14)21-12/h4,11-13H,6H2,1-3H3/t11-,12-,13-/m1/s1
- InChI Key
- OPOUWJFXZRRHOV-JHJVBQTASA-N
- SMILES
- CC(=O)OC[C@H]1OC(C#N)=C[C@@H](OC(C)=O)[C@H]1OC(C)=O
- Source
- ZINC000004204376
Warheads
- Michael Acceptor
-
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 1 |
| Heteroatom Count | 8 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 111.92 Å2 | LogP | 0.694 |
| LogS | -2.859 | LogD | 1.031 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.991 | Pgp substrate | 0.001 |
| HIA | 0.8 | F20 % | 0.081 |
| F30 % | 0.002 | Caco-2 | -4.931 |
| MDCK | -5.699 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.942 | PPB | 38.739 |
| VD | 0.313 | Fu | 0.095 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.005 | CYP1A2 substrate | 0.321 |
| CYP2A6 substrate | 0.339 | CYP2B6 substrate | 0.287 |
| CYP2C19 inhibitor | 0.011 | CYP2C19 substrate | 0.21 |
| CYP2C8 substrate | 0.311 | CYP2C9 inhibitor | 0.009 |
| CYP2C9 substrate | 0.048 | CYP2D6 inhibitor | 0.14 |
| CYP2D6 substrate | 0.151 | CYP2E1 substrate | 0.202 |
| CYP3A4 inhibitor | 0.029 | CYP3A4 substrate | 0.13 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.947 | CL | 3.1 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.109 | Hepatotoxicity | 0.972 |
| Mutagenicity | 0.2 | Rat Oral Acute Toxicity | 0.089 |
| FDAMDD | 0.221 | Skin Sensitization | 0.356 |
| Carcinogenicity | 0.149 | Eye Corrosion | 1.0 |
| Eye Irritation | 0.945 | Respiratory Toxicity | 0.089 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.406 | IGC50 | 2.392 |
| LC50FM | 4.179 | LC50DM | 5.461 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.445 | NR-AR-LBD | 0.348 |
| NR-AhR | 0.003 | NR-Aromatase | 0.028 |
| NR-ER | 0.193 | NR-ER-LBD | 0.365 |
| NR-PPAR-gamma | 0.14 | SR-ARE | 0.889 |
| SR-ATAD5 | 0.435 | SR-HSE | 0.046 |
| SR-MMP | 0.005 | SR-p53 | 0.633 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.