Compound information
- Natural Products
- ZC123561
- Molecular Formula
- C15H18N2O3
- Molecular Weight
- 274.131742436 g/mol
- Structure
-
- IUPAC Name
- (E)-4-(4-benzylpiperazin-1-yl)-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C15H18N2O3/c18-14(6-7-15(19)20)17-10-8-16(9-11-17)12-13-4-2-1-3-5-13/h1-7H,8-12H2,(H,19,20)/b7-6+
- InChI Key
- KWZMBXGHLUWDGJ-VOTSOKGWSA-N
- SMILES
- O=C(O)/C=C/C(=O)N1CCN(Cc2ccccc2)CC1
- Source
- ZINC000012883488
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 20 | Ring Count | 2 |
| Heteroatom Count | 5 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 60.85 Å2 | LogP | 0.644 |
| LogS | -1.293 | LogD | 0.797 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.002 | Pgp substrate | 0.964 |
| HIA | 0.164 | F20 % | 0.579 |
| F30 % | 0.312 | Caco-2 | -5.032 |
| MDCK | -4.746 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.783 | PPB | 71.716 |
| VD | 0.432 | Fu | 0.42 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.583 |
| CYP2A6 substrate | 0.833 | CYP2B6 substrate | 0.753 |
| CYP2C19 inhibitor | 0.015 | CYP2C19 substrate | 0.533 |
| CYP2C8 substrate | 0.632 | CYP2C9 inhibitor | 0.028 |
| CYP2C9 substrate | 0.789 | CYP2D6 inhibitor | 0.579 |
| CYP2D6 substrate | 0.823 | CYP2E1 substrate | 0.576 |
| CYP3A4 inhibitor | 0.049 | CYP3A4 substrate | 0.365 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.783 | CL | 4.171 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.089 | Hepatotoxicity | 0.065 |
| Mutagenicity | 0.005 | Rat Oral Acute Toxicity | 0.109 |
| FDAMDD | 0.21 | Skin Sensitization | 0.828 |
| Carcinogenicity | 0.005 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.936 | Respiratory Toxicity | 0.285 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.106 | IGC50 | 2.297 |
| LC50FM | 2.734 | LC50DM | 4.127 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.517 | NR-AR-LBD | 0.334 |
| NR-AhR | 0.005 | NR-Aromatase | 0.019 |
| NR-ER | 0.32 | NR-ER-LBD | 0.334 |
| NR-PPAR-gamma | 0.415 | SR-ARE | 0.266 |
| SR-ATAD5 | 0.298 | SR-HSE | 0.108 |
| SR-MMP | 0.007 | SR-p53 | 0.047 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.