Compound information
- Natural Products
- ZC1491853
- Molecular Formula
- C15H14F3NO5
- Molecular Weight
- 345.082407208 g/mol
- Structure
-
- IUPAC Name
- [2-(ethoxycarbonylamino)-2-oxo-ethyl] (E)-3-[3-(trifluoromethyl)phenyl]prop-2-enoate
- InChI
- InChI=1S/C15H14F3NO5/c1-2-23-14(22)19-12(20)9-24-13(21)7-6-10-4-3-5-11(8-10)15(16,17)18/h3-8H,2,9H2,1H3,(H,19,20,22)/b7-6+
- InChI Key
- KGYMZYSCXIQZAL-VOTSOKGWSA-N
- SMILES
- CCOC(=O)NC(=O)COC(=O)/C=C/c1cccc(C(F)(F)F)c1
- Source
- ZINC000006421047
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 1 |
| Heteroatom Count | 9 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 81.7 Å2 | LogP | 3.056 |
| LogS | -3.642 | LogD | 3.101 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.981 | Pgp substrate | 0.513 |
| HIA | 0.967 | F20 % | 0.992 |
| F30 % | 0.895 | Caco-2 | -5.037 |
| MDCK | -4.729 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.021 | PPB | 86.255 |
| VD | 1.034 | Fu | 1.595 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.976 | CYP1A2 substrate | 0.584 |
| CYP2A6 substrate | 0.671 | CYP2B6 substrate | 0.657 |
| CYP2C19 inhibitor | 0.65 | CYP2C19 substrate | 0.721 |
| CYP2C8 substrate | 0.449 | CYP2C9 inhibitor | 0.435 |
| CYP2C9 substrate | 0.737 | CYP2D6 inhibitor | 0.228 |
| CYP2D6 substrate | 0.447 | CYP2E1 substrate | 0.371 |
| CYP3A4 inhibitor | 0.036 | CYP3A4 substrate | 0.991 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.656 | CL | 8.363 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.025 | Hepatotoxicity | 0.987 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.012 |
| FDAMDD | 0.582 | Skin Sensitization | 0.878 |
| Carcinogenicity | 0.007 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.011 | Respiratory Toxicity | 0.01 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.005 | IGC50 | 3.879 |
| LC50FM | 4.653 | LC50DM | 5.722 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.191 | NR-AR-LBD | 0.286 |
| NR-AhR | 0.004 | NR-Aromatase | 0.045 |
| NR-ER | 0.613 | NR-ER-LBD | 0.399 |
| NR-PPAR-gamma | 0.923 | SR-ARE | 0.513 |
| SR-ATAD5 | 0.707 | SR-HSE | 0.197 |
| SR-MMP | 0.013 | SR-p53 | 0.851 |
Similar covalent drugs
No similar covalent drugs found for this compound.