Compound information
- Natural Products
- ZC716151
- Molecular Formula
- C22H22N2O8
- Molecular Weight
- 442.137615664 g/mol
- Structure
-
- IUPAC Name
- bis[2-(4-methoxyanilino)-2-oxo-ethyl] (E)-but-2-enedioate
- InChI
- InChI=1S/C22H22N2O8/c1-29-17-7-3-15(4-8-17)23-19(25)13-31-21(27)11-12-22(28)32-14-20(26)24-16-5-9-18(30-2)10-6-16/h3-12H,13-14H2,1-2H3,(H,23,25)(H,24,26)/b12-11+
- InChI Key
- RASHCFUVFXGHKJ-VAWYXSNFSA-N
- SMILES
- COc1ccc(NC(=O)COC(=O)/C=C/C(=O)OCC(=O)Nc2ccc(OC)cc2)cc1
- Source
- ZINC000009579988
Warheads
- Acrylate
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 32 | Ring Count | 2 |
| Heteroatom Count | 10 | Rotatable Bond Count | 10 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 129.26 Å2 | LogP | 2.7 |
| LogS | -5.386 | LogD | 2.953 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.876 | Pgp substrate | 0.989 |
| HIA | 0.916 | F20 % | 0.367 |
| F30 % | 0.001 | Caco-2 | -5.548 |
| MDCK | -5.63 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.105 | PPB | 70.948 |
| VD | 0.493 | Fu | 2.118 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.02 | CYP1A2 substrate | 0.499 |
| CYP2A6 substrate | 0.44 | CYP2B6 substrate | 0.475 |
| CYP2C19 inhibitor | 0.828 | CYP2C19 substrate | 0.661 |
| CYP2C8 substrate | 0.868 | CYP2C9 inhibitor | 0.516 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.683 |
| CYP2D6 substrate | 0.929 | CYP2E1 substrate | 0.183 |
| CYP3A4 inhibitor | 0.488 | CYP3A4 substrate | 0.858 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.783 | CL | 12.823 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.044 | Hepatotoxicity | 0.938 |
| Mutagenicity | 0.047 | Rat Oral Acute Toxicity | 0.017 |
| FDAMDD | 0.421 | Skin Sensitization | 1.0 |
| Carcinogenicity | 0.039 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.005 | Respiratory Toxicity | 0.003 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.369 | IGC50 | 3.97 |
| LC50FM | 3.5 | LC50DM | 5.14 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.409 | NR-AR-LBD | 0.524 |
| NR-AhR | 0.278 | NR-Aromatase | 0.045 |
| NR-ER | 0.876 | NR-ER-LBD | 0.602 |
| NR-PPAR-gamma | 0.955 | SR-ARE | 0.823 |
| SR-ATAD5 | 0.932 | SR-HSE | 0.732 |
| SR-MMP | 0.869 | SR-p53 | 0.959 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.