Compound information
- Natural Products
- ZC1375261
- Molecular Formula
- C16H14N2O5S
- Molecular Weight
- 346.062342548 g/mol
- Structure
-
- IUPAC Name
- (E)-4-[(5-ethoxycarbonyl-4-phenyl-thiazol-2-yl)amino]-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C16H14N2O5S/c1-2-23-15(22)14-13(10-6-4-3-5-7-10)18-16(24-14)17-11(19)8-9-12(20)21/h3-9H,2H2,1H3,(H,20,21)(H,17,18,19)/b9-8+
- InChI Key
- XHHSUFVOUCWZHX-CMDGGOBGSA-N
- SMILES
- CCOC(=O)c1sc(NC(=O)/C=C/C(=O)O)nc1-c1ccccc1
- Source
- ZINC000002755114
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 2 |
| Heteroatom Count | 8 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 105.59 Å2 | LogP | 3.237 |
| LogS | -3.819 | LogD | 2.259 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.102 | Pgp substrate | 0.007 |
| HIA | 0.963 | F20 % | 0.046 |
| F30 % | 0.015 | Caco-2 | -5.341 |
| MDCK | -4.606 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.013 | PPB | 97.977 |
| VD | 0.356 | Fu | 2.015 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.086 | CYP1A2 substrate | 0.657 |
| CYP2A6 substrate | 0.553 | CYP2B6 substrate | 0.642 |
| CYP2C19 inhibitor | 0.05 | CYP2C19 substrate | 0.461 |
| CYP2C8 substrate | 0.438 | CYP2C9 inhibitor | 0.811 |
| CYP2C9 substrate | 0.239 | CYP2D6 inhibitor | 0.207 |
| CYP2D6 substrate | 0.072 | CYP2E1 substrate | 0.187 |
| CYP3A4 inhibitor | 0.035 | CYP3A4 substrate | 0.782 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.682 | CL | 1.442 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.156 | Hepatotoxicity | 0.848 |
| Mutagenicity | 0.016 | Rat Oral Acute Toxicity | 0.0 |
| FDAMDD | 0.03 | Skin Sensitization | 0.003 |
| Carcinogenicity | 0.005 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.574 | Respiratory Toxicity | 0.028 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.526 | IGC50 | 2.269 |
| LC50FM | 4.645 | LC50DM | 3.612 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.563 | NR-AR-LBD | 0.41 |
| NR-AhR | 0.87 | NR-Aromatase | 0.04 |
| NR-ER | 0.46 | NR-ER-LBD | 0.459 |
| NR-PPAR-gamma | 0.788 | SR-ARE | 0.741 |
| SR-ATAD5 | 0.848 | SR-HSE | 0.108 |
| SR-MMP | 0.869 | SR-p53 | 0.454 |
Similar covalent drugs
No similar covalent drugs found for this compound.