Compound information
- Natural Products
- ZC1760441
- Molecular Formula
- C14H14F3NO4
- Molecular Weight
- 317.087492588 g/mol
- Structure
-
- IUPAC Name
- ethyl (E)-3-[4-(2,2,2-trifluoroethoxycarbonylamino)phenyl]prop-2-enoate
- InChI
- InChI=1S/C14H14F3NO4/c1-2-21-12(19)8-5-10-3-6-11(7-4-10)18-13(20)22-9-14(15,16)17/h3-8H,2,9H2,1H3,(H,18,20)/b8-5+
- InChI Key
- JGIUFERWANVZGR-VMPITWQZSA-N
- SMILES
- CCOC(=O)/C=C/c1ccc(NC(=O)OCC(F)(F)F)cc1
- Source
- ZINC000048375347
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 1 |
| Heteroatom Count | 8 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 64.63 Å2 | LogP | 3.777 |
| LogS | -4.267 | LogD | 3.386 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.116 | Pgp substrate | 0.004 |
| HIA | 0.967 | F20 % | 0.992 |
| F30 % | 0.751 | Caco-2 | -4.751 |
| MDCK | -4.466 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.026 | PPB | 88.325 |
| VD | 1.194 | Fu | 1.811 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.945 | CYP1A2 substrate | 0.647 |
| CYP2A6 substrate | 0.689 | CYP2B6 substrate | 0.637 |
| CYP2C19 inhibitor | 0.422 | CYP2C19 substrate | 0.832 |
| CYP2C8 substrate | 0.668 | CYP2C9 inhibitor | 0.409 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.859 |
| CYP2D6 substrate | 0.797 | CYP2E1 substrate | 0.401 |
| CYP3A4 inhibitor | 0.018 | CYP3A4 substrate | 0.971 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.637 | CL | 9.718 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.06 | Hepatotoxicity | 0.978 |
| Mutagenicity | 0.519 | Rat Oral Acute Toxicity | 0.007 |
| FDAMDD | 0.701 | Skin Sensitization | 0.987 |
| Carcinogenicity | 0.527 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.082 | Respiratory Toxicity | 0.157 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.455 | IGC50 | 4.308 |
| LC50FM | 5.144 | LC50DM | 6.701 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.287 | NR-AR-LBD | 0.324 |
| NR-AhR | 0.143 | NR-Aromatase | 0.114 |
| NR-ER | 0.882 | NR-ER-LBD | 0.618 |
| NR-PPAR-gamma | 0.901 | SR-ARE | 0.747 |
| SR-ATAD5 | 0.856 | SR-HSE | 0.515 |
| SR-MMP | 0.155 | SR-p53 | 0.86 |
Similar covalent drugs
No similar covalent drugs found for this compound.