Compound information
- Natural Products
- ZC1768634
- Molecular Formula
- C20H22N4O3
- Molecular Weight
- 366.169190564 g/mol
- Structure
-
- IUPAC Name
- 4-[(E)-cinnamyl]-N-(4-nitrophenyl)piperazine-1-carboxamide
- InChI
- InChI=1S/C20H22N4O3/c25-20(21-18-8-10-19(11-9-18)24(26)27)23-15-13-22(14-16-23)12-4-7-17-5-2-1-3-6-17/h1-11H,12-16H2,(H,21,25)/b7-4+
- InChI Key
- QLKHOCSCZRFCEB-QPJJXVBHSA-N
- SMILES
- O=C(Nc1ccc([N+](=O)[O-])cc1)N1CCN(C/C=C/c2ccccc2)CC1
- Source
- ZINC000055518279
Warheads
- Urea carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 3 |
| Heteroatom Count | 7 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 78.72 Å2 | LogP | 3.257 |
| LogS | -4.353 | LogD | 3.677 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.572 | Pgp substrate | 0.896 |
| HIA | 0.97 | F20 % | 0.87 |
| F30 % | 0.236 | Caco-2 | -5.348 |
| MDCK | -4.755 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.723 | PPB | 82.878 |
| VD | 0.89 | Fu | 1.263 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.124 | CYP1A2 substrate | 0.759 |
| CYP2A6 substrate | 0.857 | CYP2B6 substrate | 0.553 |
| CYP2C19 inhibitor | 0.581 | CYP2C19 substrate | 0.827 |
| CYP2C8 substrate | 0.779 | CYP2C9 inhibitor | 0.324 |
| CYP2C9 substrate | 0.975 | CYP2D6 inhibitor | 0.169 |
| CYP2D6 substrate | 0.993 | CYP2E1 substrate | 0.837 |
| CYP3A4 inhibitor | 0.027 | CYP3A4 substrate | 0.979 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.332 | CL | 7.988 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.705 | Hepatotoxicity | 0.978 |
| Mutagenicity | 0.213 | Rat Oral Acute Toxicity | 0.865 |
| FDAMDD | 0.612 | Skin Sensitization | 0.997 |
| Carcinogenicity | 0.564 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.351 | Respiratory Toxicity | 0.708 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.124 | IGC50 | 4.009 |
| LC50FM | 4.695 | LC50DM | -0.142 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.465 | NR-AR-LBD | 0.231 |
| NR-AhR | 0.837 | NR-Aromatase | 0.025 |
| NR-ER | 0.61 | NR-ER-LBD | 0.458 |
| NR-PPAR-gamma | 0.178 | SR-ARE | 0.951 |
| SR-ATAD5 | 0.643 | SR-HSE | 0.144 |
| SR-MMP | 0.183 | SR-p53 | 0.598 |
Similar covalent drugs
No similar covalent drugs found for this compound.