Compound information
- Natural Products
- ZC101519
- Molecular Formula
- C13H15N3O5
- Molecular Weight
- 293.10117058 g/mol
- Structure
-
- IUPAC Name
- ethyl (4aR,5S,8aR)-7-cyano-1,3-dimethyl-2,4-dioxo-5,8a-dihydro-4aH-pyrano[2,3-d]pyrimidine-5-carboxylate
- InChI
- InChI=1S/C13H15N3O5/c1-4-20-12(18)8-5-7(6-14)21-11-9(8)10(17)15(2)13(19)16(11)3/h5,8-9,11H,4H2,1-3H3/t8-,9-,11+/m0/s1
- InChI Key
- FQMMAYXEHSLUPZ-ATZCPNFKSA-N
- SMILES
- CCOC(=O)[C@H]1C=C(C#N)O[C@@H]2[C@@H]1C(=O)N(C)C(=O)N2C
- Source
- ZINC000004265230
Warheads
- Michael Acceptor
-
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 2 |
| Heteroatom Count | 8 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 99.94 Å2 | LogP | 1.155 |
| LogS | -1.969 | LogD | 0.567 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.968 | Pgp substrate | 0.006 |
| HIA | 0.855 | F20 % | 0.776 |
| F30 % | 0.066 | Caco-2 | -6.037 |
| MDCK | -5.699 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.324 | PPB | 47.667 |
| VD | 0.392 | Fu | 0.078 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.455 |
| CYP2A6 substrate | 0.485 | CYP2B6 substrate | 0.646 |
| CYP2C19 inhibitor | 0.056 | CYP2C19 substrate | 0.87 |
| CYP2C8 substrate | 0.347 | CYP2C9 inhibitor | 0.004 |
| CYP2C9 substrate | 0.991 | CYP2D6 inhibitor | 0.003 |
| CYP2D6 substrate | 0.231 | CYP2E1 substrate | 0.437 |
| CYP3A4 inhibitor | 0.008 | CYP3A4 substrate | 0.993 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.958 | CL | 6.212 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.014 | Hepatotoxicity | 0.997 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.082 |
| FDAMDD | 0.244 | Skin Sensitization | 0.655 |
| Carcinogenicity | 0.007 | Eye Corrosion | 0.2 |
| Eye Irritation | 0.836 | Respiratory Toxicity | 0.026 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.129 | IGC50 | 1.189 |
| LC50FM | 2.664 | LC50DM | 3.53 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.424 | NR-AR-LBD | 0.331 |
| NR-AhR | 0.004 | NR-Aromatase | 0.035 |
| NR-ER | 0.272 | NR-ER-LBD | 0.434 |
| NR-PPAR-gamma | 0.163 | SR-ARE | 0.67 |
| SR-ATAD5 | 0.409 | SR-HSE | 0.056 |
| SR-MMP | 0.004 | SR-p53 | 0.12 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.