Compound information
- Natural Products
- ZC1407411
- Molecular Formula
- C20H21N3O3
- Molecular Weight
- 351.158291532 g/mol
- Structure
-
- IUPAC Name
- (Z)-4-oxo-4-[4-(4-phenylpiperazin-1-yl)anilino]but-2-enoic acid
- InChI
- InChI=1S/C20H21N3O3/c24-19(10-11-20(25)26)21-16-6-8-18(9-7-16)23-14-12-22(13-15-23)17-4-2-1-3-5-17/h1-11H,12-15H2,(H,21,24)(H,25,26)/b11-10-
- InChI Key
- LXHPGFPZBRNHJB-KHPPLWFESA-N
- SMILES
- O=C(O)/C=C\C(=O)Nc1ccc(N2CCN(c3ccccc3)CC2)cc1
- Source
- ZINC000004661679
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 3 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 72.88 Å2 | LogP | 2.471 |
| LogS | -4.159 | LogD | 2.542 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.047 | Pgp substrate | 0.114 |
| HIA | 0.967 | F20 % | 0.992 |
| F30 % | 0.814 | Caco-2 | -5.05 |
| MDCK | -5.175 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.051 | PPB | 93.8 |
| VD | 0.863 | Fu | 1.564 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.015 | CYP1A2 substrate | 0.587 |
| CYP2A6 substrate | 0.504 | CYP2B6 substrate | 0.521 |
| CYP2C19 inhibitor | 0.245 | CYP2C19 substrate | 0.466 |
| CYP2C8 substrate | 0.682 | CYP2C9 inhibitor | 0.232 |
| CYP2C9 substrate | 0.046 | CYP2D6 inhibitor | 0.223 |
| CYP2D6 substrate | 0.567 | CYP2E1 substrate | 0.599 |
| CYP3A4 inhibitor | 0.064 | CYP3A4 substrate | 0.323 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.886 | CL | 2.411 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.239 | Hepatotoxicity | 0.956 |
| Mutagenicity | 0.177 | Rat Oral Acute Toxicity | 0.459 |
| FDAMDD | 0.266 | Skin Sensitization | 0.96 |
| Carcinogenicity | 0.074 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.646 | Respiratory Toxicity | 0.371 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.026 | IGC50 | 2.754 |
| LC50FM | -3.561 | LC50DM | -4.612 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.422 | NR-AR-LBD | 0.224 |
| NR-AhR | 0.199 | NR-Aromatase | 0.024 |
| NR-ER | 0.292 | NR-ER-LBD | 0.392 |
| NR-PPAR-gamma | 0.352 | SR-ARE | 0.896 |
| SR-ATAD5 | 0.547 | SR-HSE | 0.01 |
| SR-MMP | 0.012 | SR-p53 | 0.36 |
Similar covalent drugs
No similar covalent drugs found for this compound.