Compound information
- Natural Products
- ZC822518
- Molecular Formula
- C13H15NO5S
- Molecular Weight
- 297.06709358 g/mol
- Structure
-
- IUPAC Name
- (E)-4-[(3-ethoxycarbonyl-5-ethyl-2-thienyl)amino]-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C13H15NO5S/c1-3-8-7-9(13(18)19-4-2)12(20-8)14-10(15)5-6-11(16)17/h5-7H,3-4H2,1-2H3,(H,14,15)(H,16,17)/b6-5+
- InChI Key
- CWRGTTCTYZKHMW-AATRIKPKSA-N
- SMILES
- CCOC(=O)c1cc(CC)sc1NC(=O)/C=C/C(=O)O
- Source
- ZINC000002151848
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 20 | Ring Count | 1 |
| Heteroatom Count | 7 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 92.7 Å2 | LogP | 3.239 |
| LogS | -4.392 | LogD | 2.018 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.62 | Pgp substrate | 0.004 |
| HIA | 0.565 | F20 % | 0.047 |
| F30 % | 0.038 | Caco-2 | -4.813 |
| MDCK | -4.677 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.022 | PPB | 69.481 |
| VD | 0.652 | Fu | 1.619 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.004 | CYP1A2 substrate | 0.708 |
| CYP2A6 substrate | 0.592 | CYP2B6 substrate | 0.688 |
| CYP2C19 inhibitor | 0.022 | CYP2C19 substrate | 0.521 |
| CYP2C8 substrate | 0.546 | CYP2C9 inhibitor | 0.341 |
| CYP2C9 substrate | 0.046 | CYP2D6 inhibitor | 0.038 |
| CYP2D6 substrate | 0.111 | CYP2E1 substrate | 0.42 |
| CYP3A4 inhibitor | 0.027 | CYP3A4 substrate | 0.813 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.853 | CL | 2.507 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.514 | Hepatotoxicity | 0.712 |
| Mutagenicity | 0.01 | Rat Oral Acute Toxicity | 0.0 |
| FDAMDD | 0.056 | Skin Sensitization | 0.004 |
| Carcinogenicity | 0.006 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.744 | Respiratory Toxicity | 0.028 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.168 | IGC50 | 2.719 |
| LC50FM | 4.428 | LC50DM | 4.007 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.303 | NR-AR-LBD | 0.346 |
| NR-AhR | 0.285 | NR-Aromatase | 0.035 |
| NR-ER | 0.299 | NR-ER-LBD | 0.395 |
| NR-PPAR-gamma | 0.73 | SR-ARE | 0.587 |
| SR-ATAD5 | 0.671 | SR-HSE | 0.116 |
| SR-MMP | 0.041 | SR-p53 | 0.13 |
Similar covalent drugs
No similar covalent drugs found for this compound.