Compound information
- Natural Products
- ZC915662
- Molecular Formula
- C19H22N2O4
- Molecular Weight
- 342.157957184 g/mol
- Structure
-
- IUPAC Name
- (E,2R)-5-(3,4-dimethoxyphenyl)-3-oxo-2-(piperidine-1-carbonyl)pent-4-enenitrile
- InChI
- InChI=1S/C19H22N2O4/c1-24-17-9-7-14(12-18(17)25-2)6-8-16(22)15(13-20)19(23)21-10-4-3-5-11-21/h6-9,12,15H,3-5,10-11H2,1-2H3/b8-6+/t15-/m1/s1
- InChI Key
- OGAYGSLLFMFKSX-PMGBHYCQSA-N
- SMILES
- COc1ccc(/C=C/C(=O)[C@@H](C#N)C(=O)N2CCCCC2)cc1OC
- Source
- ZINC000103502433
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 79.63 Å2 | LogP | 2.37 |
| LogS | -4.497 | LogD | 2.182 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.098 | Pgp substrate | 0.015 |
| HIA | 0.965 | F20 % | 0.983 |
| F30 % | 0.219 | Caco-2 | -4.672 |
| MDCK | -4.725 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.955 | PPB | 56.941 |
| VD | 0.395 | Fu | 0.579 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.738 | CYP1A2 substrate | 0.709 |
| CYP2A6 substrate | 0.723 | CYP2B6 substrate | 0.653 |
| CYP2C19 inhibitor | 0.041 | CYP2C19 substrate | 0.81 |
| CYP2C8 substrate | 0.721 | CYP2C9 inhibitor | 0.031 |
| CYP2C9 substrate | 0.979 | CYP2D6 inhibitor | 0.022 |
| CYP2D6 substrate | 0.672 | CYP2E1 substrate | 0.588 |
| CYP3A4 inhibitor | 0.295 | CYP3A4 substrate | 0.889 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.87 | CL | 9.248 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.606 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.018 | Rat Oral Acute Toxicity | 0.743 |
| FDAMDD | 0.71 | Skin Sensitization | 0.605 |
| Carcinogenicity | 0.026 | Eye Corrosion | 0.026 |
| Eye Irritation | 0.91 | Respiratory Toxicity | 0.977 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.354 | IGC50 | 4.182 |
| LC50FM | 5.968 | LC50DM | 5.945 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.4 | NR-AR-LBD | 0.254 |
| NR-AhR | 0.009 | NR-Aromatase | 0.321 |
| NR-ER | 0.242 | NR-ER-LBD | 0.321 |
| NR-PPAR-gamma | 0.209 | SR-ARE | 0.359 |
| SR-ATAD5 | 0.665 | SR-HSE | 0.069 |
| SR-MMP | 0.016 | SR-p53 | 0.042 |
Similar covalent drugs
No similar covalent drugs found for this compound.