Compound information
- Natural Products
- ZC916753
- Molecular Formula
- C18H20N2O4
- Molecular Weight
- 328.14230712 g/mol
- Structure
-
- IUPAC Name
- (E,2R)-5-(3,4-dimethoxyphenyl)-3-oxo-2-(pyrrolidine-1-carbonyl)pent-4-enenitrile
- InChI
- InChI=1S/C18H20N2O4/c1-23-16-8-6-13(11-17(16)24-2)5-7-15(21)14(12-19)18(22)20-9-3-4-10-20/h5-8,11,14H,3-4,9-10H2,1-2H3/b7-5+/t14-/m1/s1
- InChI Key
- MIWZZPKQMXGLNF-HZRUHFOJSA-N
- SMILES
- COc1ccc(/C=C/C(=O)[C@@H](C#N)C(=O)N2CCCC2)cc1OC
- Source
- ZINC000103502588
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | 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 | 1.872 |
| LogS | -4.116 | LogD | 1.815 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.099 | Pgp substrate | 0.015 |
| HIA | 0.962 | F20 % | 0.983 |
| F30 % | 0.26 | Caco-2 | -4.672 |
| MDCK | -4.663 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.963 | PPB | 52.205 |
| VD | 0.443 | Fu | 0.619 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.784 | CYP1A2 substrate | 0.728 |
| CYP2A6 substrate | 0.747 | CYP2B6 substrate | 0.661 |
| CYP2C19 inhibitor | 0.032 | CYP2C19 substrate | 0.831 |
| CYP2C8 substrate | 0.733 | CYP2C9 inhibitor | 0.03 |
| CYP2C9 substrate | 0.992 | CYP2D6 inhibitor | 0.014 |
| CYP2D6 substrate | 0.629 | CYP2E1 substrate | 0.568 |
| CYP3A4 inhibitor | 0.156 | CYP3A4 substrate | 0.883 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.875 | CL | 9.112 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.376 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.014 | Rat Oral Acute Toxicity | 0.742 |
| FDAMDD | 0.735 | Skin Sensitization | 0.563 |
| Carcinogenicity | 0.031 | Eye Corrosion | 0.028 |
| Eye Irritation | 0.915 | Respiratory Toxicity | 0.978 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.311 | IGC50 | 3.833 |
| LC50FM | 5.601 | LC50DM | 5.785 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.402 | NR-AR-LBD | 0.257 |
| NR-AhR | 0.008 | NR-Aromatase | 0.213 |
| NR-ER | 0.24 | NR-ER-LBD | 0.321 |
| NR-PPAR-gamma | 0.196 | SR-ARE | 0.306 |
| SR-ATAD5 | 0.66 | SR-HSE | 0.068 |
| SR-MMP | 0.015 | SR-p53 | 0.033 |
Similar covalent drugs
No similar covalent drugs found for this compound.