Compound information
- Natural Products
- ZC334019
- Molecular Formula
- C14H14N2O7
- Molecular Weight
- 322.080100788 g/mol
- Structure
-
- IUPAC Name
- O1-ethyl O4-[2-(4-nitroanilino)-2-oxo-ethyl] (E)-but-2-enedioate
- InChI
- InChI=1S/C14H14N2O7/c1-2-22-13(18)7-8-14(19)23-9-12(17)15-10-3-5-11(6-4-10)16(20)21/h3-8H,2,9H2,1H3,(H,15,17)/b8-7+
- InChI Key
- VQQFAUPTYQPPHA-BQYQJAHWSA-N
- SMILES
- CCOC(=O)/C=C/C(=O)OCC(=O)Nc1ccc([N+](=O)[O-])cc1
- Source
- ZINC000005784233
Warheads
- Acrylate
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 1 |
| Heteroatom Count | 9 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 124.84 Å2 | LogP | 2.177 |
| LogS | -3.636 | LogD | 2.283 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.874 | Pgp substrate | 0.038 |
| HIA | 0.962 | F20 % | 0.598 |
| F30 % | 0.012 | Caco-2 | -4.965 |
| MDCK | -4.56 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.009 | PPB | 49.081 |
| VD | 0.707 | Fu | 1.316 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.215 | CYP1A2 substrate | 0.683 |
| CYP2A6 substrate | 0.6 | CYP2B6 substrate | 0.537 |
| CYP2C19 inhibitor | 0.271 | CYP2C19 substrate | 0.722 |
| CYP2C8 substrate | 0.724 | CYP2C9 inhibitor | 0.091 |
| CYP2C9 substrate | 0.892 | CYP2D6 inhibitor | 0.539 |
| CYP2D6 substrate | 0.719 | CYP2E1 substrate | 0.243 |
| CYP3A4 inhibitor | 0.076 | CYP3A4 substrate | 0.828 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.767 | CL | 8.977 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.009 | Hepatotoxicity | 0.774 |
| Mutagenicity | 0.42 | Rat Oral Acute Toxicity | 0.028 |
| FDAMDD | 0.213 | Skin Sensitization | 0.997 |
| Carcinogenicity | 0.051 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.86 | Respiratory Toxicity | 0.042 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.287 | IGC50 | 3.448 |
| LC50FM | 4.789 | LC50DM | 3.908 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.217 | NR-AR-LBD | 0.563 |
| NR-AhR | 0.183 | NR-Aromatase | 0.039 |
| NR-ER | 0.682 | NR-ER-LBD | 0.639 |
| NR-PPAR-gamma | 0.944 | SR-ARE | 0.9 |
| SR-ATAD5 | 0.861 | SR-HSE | 0.744 |
| SR-MMP | 0.6 | SR-p53 | 0.921 |
Similar covalent drugs
No similar covalent drugs found for this compound.