Compound information
- Natural Products
- ZC2236102
- Molecular Formula
- C20H17ClN4O3
- Molecular Weight
- 396.098918084 g/mol
- Structure
-
- IUPAC Name
- (Z)-3-(4-chloro-3-nitro-phenyl)-2-(4-phenylpiperazine-1-carbonyl)prop-2-enenitrile
- InChI
- InChI=1S/C20H17ClN4O3/c21-18-7-6-15(13-19(18)25(27)28)12-16(14-22)20(26)24-10-8-23(9-11-24)17-4-2-1-3-5-17/h1-7,12-13H,8-11H2/b16-12-
- InChI Key
- GAMZOUDMYONMDG-VBKFSLOCSA-N
- SMILES
- N#C/C(=C/c1ccc(Cl)c([N+](=O)[O-])c1)C(=O)N1CCN(c2ccccc2)CC1
- Source
- ZINC000013285958
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 3 |
| Heteroatom Count | 8 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 90.48 Å2 | LogP | 3.936 |
| LogS | -5.332 | LogD | 3.767 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.636 | Pgp substrate | 0.0 |
| HIA | 0.968 | F20 % | 0.987 |
| F30 % | 0.912 | Caco-2 | -4.842 |
| MDCK | -5.1 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.006 | PPB | 97.334 |
| VD | 0.578 | Fu | 1.264 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.088 | CYP1A2 substrate | 0.746 |
| CYP2A6 substrate | 0.736 | CYP2B6 substrate | 0.657 |
| CYP2C19 inhibitor | 0.77 | CYP2C19 substrate | 0.842 |
| CYP2C8 substrate | 0.732 | CYP2C9 inhibitor | 0.736 |
| CYP2C9 substrate | 0.499 | CYP2D6 inhibitor | 0.335 |
| CYP2D6 substrate | 0.88 | CYP2E1 substrate | 0.909 |
| CYP3A4 inhibitor | 0.252 | CYP3A4 substrate | 0.993 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.631 | CL | 6.085 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.062 | Hepatotoxicity | 0.999 |
| Mutagenicity | 1.0 | Rat Oral Acute Toxicity | 0.832 |
| FDAMDD | 0.708 | Skin Sensitization | 0.993 |
| Carcinogenicity | 0.226 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.488 | Respiratory Toxicity | 0.323 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.894 | IGC50 | 3.899 |
| LC50FM | 3.986 | LC50DM | 2.134 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.32 | NR-AR-LBD | 0.43 |
| NR-AhR | 0.268 | NR-Aromatase | 0.012 |
| NR-ER | 0.28 | NR-ER-LBD | 0.438 |
| NR-PPAR-gamma | 0.187 | SR-ARE | 0.929 |
| SR-ATAD5 | 0.567 | SR-HSE | 0.449 |
| SR-MMP | 0.178 | SR-p53 | 0.784 |
Similar covalent drugs
No similar covalent drugs found for this compound.