Compound information
- Natural Products
- ZC1285590
- Molecular Formula
- C15H14N2O3S
- Molecular Weight
- 302.072513308 g/mol
- Structure
-
- IUPAC Name
- (E)-4-[(5-ethyl-4-phenyl-thiazol-2-yl)amino]-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C15H14N2O3S/c1-2-11-14(10-6-4-3-5-7-10)17-15(21-11)16-12(18)8-9-13(19)20/h3-9H,2H2,1H3,(H,19,20)(H,16,17,18)/b9-8+
- InChI Key
- XYFNMKARKGDPAV-CMDGGOBGSA-N
- SMILES
- CCc1sc(NC(=O)/C=C/C(=O)O)nc1-c1ccccc1
- Source
- ZINC000002114436
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 79.29 Å2 | LogP | 3.48 |
| LogS | -3.806 | LogD | 3.291 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.051 | Pgp substrate | 0.003 |
| HIA | 0.962 | F20 % | 0.989 |
| F30 % | 0.616 | Caco-2 | -4.629 |
| MDCK | -4.976 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.027 | PPB | 99.891 |
| VD | 0.294 | Fu | 2.513 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.007 | CYP1A2 substrate | 0.715 |
| CYP2A6 substrate | 0.595 | CYP2B6 substrate | 0.653 |
| CYP2C19 inhibitor | 0.029 | CYP2C19 substrate | 0.517 |
| CYP2C8 substrate | 0.558 | CYP2C9 inhibitor | 0.601 |
| CYP2C9 substrate | 0.13 | CYP2D6 inhibitor | 0.045 |
| CYP2D6 substrate | 0.115 | CYP2E1 substrate | 0.342 |
| CYP3A4 inhibitor | 0.025 | CYP3A4 substrate | 0.792 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.676 | CL | 1.239 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.011 | Hepatotoxicity | 0.64 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.065 | Skin Sensitization | 0.327 |
| Carcinogenicity | 0.025 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.46 | Respiratory Toxicity | 0.283 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.548 | IGC50 | 2.236 |
| LC50FM | 4.731 | LC50DM | 4.197 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.51 | NR-AR-LBD | 0.399 |
| NR-AhR | 0.879 | NR-Aromatase | 0.038 |
| NR-ER | 0.515 | NR-ER-LBD | 0.455 |
| NR-PPAR-gamma | 0.841 | SR-ARE | 0.838 |
| SR-ATAD5 | 0.792 | SR-HSE | 0.111 |
| SR-MMP | 0.849 | SR-p53 | 0.362 |
Similar covalent drugs
No similar covalent drugs found for this compound.