Compound information
- Natural Products
- ZC2215479
- Molecular Formula
- C19H19NO5S
- Molecular Weight
- 373.098393708 g/mol
- Structure
-
- IUPAC Name
- (E)-4-[[3-ethoxycarbonyl-5-[(1S)-1-phenylethyl]-2-thienyl]amino]-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C19H19NO5S/c1-3-25-19(24)14-11-15(12(2)13-7-5-4-6-8-13)26-18(14)20-16(21)9-10-17(22)23/h4-12H,3H2,1-2H3,(H,20,21)(H,22,23)/b10-9+/t12-/m0/s1
- InChI Key
- LIJLQNVPIMNUDG-VMPCVLLUSA-N
- SMILES
- CCOC(=O)c1cc([C@@H](C)c2ccccc2)sc1NC(=O)/C=C/C(=O)O
- Source
- ZINC000002749569
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 92.7 Å2 | LogP | 4.229 |
| LogS | -5.214 | LogD | 2.784 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.913 | Pgp substrate | 0.005 |
| HIA | 0.955 | F20 % | 0.865 |
| F30 % | 0.024 | Caco-2 | -5.166 |
| MDCK | -4.713 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.017 | PPB | 83.833 |
| VD | 0.423 | Fu | 2.03 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.049 | CYP1A2 substrate | 0.723 |
| CYP2A6 substrate | 0.581 | CYP2B6 substrate | 0.591 |
| CYP2C19 inhibitor | 0.069 | CYP2C19 substrate | 0.856 |
| CYP2C8 substrate | 0.71 | CYP2C9 inhibitor | 0.844 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.117 |
| CYP2D6 substrate | 0.347 | CYP2E1 substrate | 0.253 |
| CYP3A4 inhibitor | 0.024 | CYP3A4 substrate | 0.97 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.835 | CL | 1.155 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.026 | Hepatotoxicity | 0.774 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.147 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.003 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.462 | Respiratory Toxicity | 0.069 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.558 | IGC50 | 2.594 |
| LC50FM | 4.958 | LC50DM | 4.282 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.368 | NR-AR-LBD | 0.326 |
| NR-AhR | 0.701 | NR-Aromatase | 0.044 |
| NR-ER | 0.346 | NR-ER-LBD | 0.45 |
| NR-PPAR-gamma | 0.832 | SR-ARE | 0.44 |
| SR-ATAD5 | 0.731 | SR-HSE | 0.098 |
| SR-MMP | 0.08 | SR-p53 | 0.131 |
Similar covalent drugs
No similar covalent drugs found for this compound.