Compound information
- Natural Products
- ZC101565
- Molecular Formula
- C15H20N2O4
- Molecular Weight
- 292.14230712 g/mol
- Structure
-
- IUPAC Name
- methyl (1R,4R,6S)-7-cyano-2-(4-methoxy-4-oxo-butyl)-2-azabicyclo[2.2.2]oct-7-ene-6-carboxylate
- InChI
- InChI=1S/C15H20N2O4/c1-20-13(18)4-3-5-17-9-10-6-11(8-16)14(17)12(7-10)15(19)21-2/h6,10,12,14H,3-5,7,9H2,1-2H3/t10-,12-,14-/m0/s1
- InChI Key
- YZVSUXLHDOLPGE-JKOKRWQUSA-N
- SMILES
- COC(=O)CCCN1C[C@H]2C=C(C#N)[C@H]1[C@@H](C(=O)OC)C2
- Source
- ZINC000104097361
Warheads
- Michael Acceptor
-
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 3 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 79.63 Å2 | LogP | 1.295 |
| LogS | -1.741 | LogD | 0.733 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.98 | Pgp substrate | 0.552 |
| HIA | 0.934 | F20 % | 0.989 |
| F30 % | 0.539 | Caco-2 | -4.807 |
| MDCK | -5.222 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.573 | PPB | 65.0 |
| VD | 0.88 | Fu | 0.356 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.266 |
| CYP2A6 substrate | 0.256 | CYP2B6 substrate | 0.332 |
| CYP2C19 inhibitor | 0.168 | CYP2C19 substrate | 0.361 |
| CYP2C8 substrate | 0.292 | CYP2C9 inhibitor | 0.007 |
| CYP2C9 substrate | 0.072 | CYP2D6 inhibitor | 0.015 |
| CYP2D6 substrate | 0.101 | CYP2E1 substrate | 0.173 |
| CYP3A4 inhibitor | 0.092 | CYP3A4 substrate | 0.978 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.9 | CL | 8.383 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.013 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.075 |
| FDAMDD | 0.861 | Skin Sensitization | 0.157 |
| Carcinogenicity | 0.011 | Eye Corrosion | 0.979 |
| Eye Irritation | 0.865 | Respiratory Toxicity | 0.846 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.445 | IGC50 | 1.382 |
| LC50FM | 2.736 | LC50DM | 3.296 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.489 | NR-AR-LBD | 0.332 |
| NR-AhR | 0.003 | NR-Aromatase | 0.019 |
| NR-ER | 0.27 | NR-ER-LBD | 0.422 |
| NR-PPAR-gamma | 0.115 | SR-ARE | 0.924 |
| SR-ATAD5 | 0.398 | SR-HSE | 0.08 |
| SR-MMP | 0.009 | SR-p53 | 0.144 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.