Compound information
- Natural Products
- ZC856159
- Molecular Formula
- C14H16ClNO5
- Molecular Weight
- 313.071700292 g/mol
- Structure
-
- IUPAC Name
- diethyl 5-[(2-chloroacetyl)amino]benzene-1,3-dicarboxylate
- InChI
- InChI=1S/C14H16ClNO5/c1-3-20-13(18)9-5-10(14(19)21-4-2)7-11(6-9)16-12(17)8-15/h5-7H,3-4,8H2,1-2H3,(H,16,17)
- InChI Key
- OWZKEZMMXOJFKR-UHFFFAOYSA-N
- SMILES
- CCOC(=O)c1cc(NC(=O)CCl)cc(C(=O)OCC)c1
- Source
- ZINC000003886205
Warheads
- Halohydrocarbon
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 1 |
| Heteroatom Count | 7 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 81.7 Å2 | LogP | 3.056 |
| LogS | -3.578 | LogD | 3.026 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.899 | Pgp substrate | 0.004 |
| HIA | 0.964 | F20 % | 0.03 |
| F30 % | 0.122 | Caco-2 | -5.186 |
| MDCK | -4.526 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.197 | PPB | 81.071 |
| VD | 1.085 | Fu | 0.775 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.999 | CYP1A2 substrate | 0.626 |
| CYP2A6 substrate | 0.644 | CYP2B6 substrate | 0.729 |
| CYP2C19 inhibitor | 0.911 | CYP2C19 substrate | 0.723 |
| CYP2C8 substrate | 0.556 | CYP2C9 inhibitor | 0.606 |
| CYP2C9 substrate | 0.049 | CYP2D6 inhibitor | 0.455 |
| CYP2D6 substrate | 0.208 | CYP2E1 substrate | 0.425 |
| CYP3A4 inhibitor | 0.508 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.872 | CL | 8.37 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.369 | Hepatotoxicity | 0.236 |
| Mutagenicity | 0.057 | Rat Oral Acute Toxicity | 0.0 |
| FDAMDD | 0.108 | Skin Sensitization | 0.744 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.696 | Respiratory Toxicity | 0.038 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.177 | IGC50 | 3.526 |
| LC50FM | 4.846 | LC50DM | 3.845 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.508 | NR-AR-LBD | 0.595 |
| NR-AhR | 0.817 | NR-Aromatase | 0.071 |
| NR-ER | 0.768 | NR-ER-LBD | 0.695 |
| NR-PPAR-gamma | 0.91 | SR-ARE | 0.972 |
| SR-ATAD5 | 0.901 | SR-HSE | 0.902 |
| SR-MMP | 0.148 | SR-p53 | 0.92 |
Similar covalent drugs
No similar covalent drugs found for this compound.