Compound information
- Natural Products
- ZC442513
- Molecular Formula
- C12H13NO5
- Molecular Weight
- 251.079372516 g/mol
- Structure
-
- IUPAC Name
- (E)-4-(3,5-dimethoxyanilino)-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C12H13NO5/c1-17-9-5-8(6-10(7-9)18-2)13-11(14)3-4-12(15)16/h3-7H,1-2H3,(H,13,14)(H,15,16)/b4-3+
- InChI Key
- MEOBTNFTCQWRMP-ONEGZZNKSA-N
- SMILES
- COc1cc(NC(=O)/C=C/C(=O)O)cc(OC)c1
- Source
- ZINC000000217003
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 18 | Ring Count | 1 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 84.86 Å2 | LogP | 1.833 |
| LogS | -3.586 | LogD | 1.173 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.036 | Pgp substrate | 0.002 |
| HIA | 0.957 | F20 % | 0.936 |
| F30 % | 0.662 | Caco-2 | -4.709 |
| MDCK | -4.856 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.065 | PPB | 95.977 |
| VD | 0.318 | Fu | 1.05 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.004 | CYP1A2 substrate | 0.66 |
| CYP2A6 substrate | 0.453 | CYP2B6 substrate | 0.473 |
| CYP2C19 inhibitor | 0.026 | CYP2C19 substrate | 0.659 |
| CYP2C8 substrate | 0.651 | CYP2C9 inhibitor | 0.252 |
| CYP2C9 substrate | 0.008 | CYP2D6 inhibitor | 0.522 |
| CYP2D6 substrate | 0.401 | CYP2E1 substrate | 0.331 |
| CYP3A4 inhibitor | 0.148 | CYP3A4 substrate | 0.183 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.955 | CL | 8.86 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.006 | Hepatotoxicity | 0.064 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.405 | Skin Sensitization | 0.941 |
| Carcinogenicity | 0.015 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.873 | Respiratory Toxicity | 0.008 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.074 | IGC50 | 2.196 |
| LC50FM | 3.025 | LC50DM | 3.281 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.296 | NR-AR-LBD | 0.279 |
| NR-AhR | 0.024 | NR-Aromatase | 0.027 |
| NR-ER | 0.367 | NR-ER-LBD | 0.351 |
| NR-PPAR-gamma | 0.646 | SR-ARE | 0.216 |
| SR-ATAD5 | 0.593 | SR-HSE | 0.07 |
| SR-MMP | 0.012 | SR-p53 | 0.089 |
Similar covalent drugs
No similar covalent drugs found for this compound.