Compound information
- Natural Products
- ZC2205383
- Molecular Formula
- C19H19NO5S
- Molecular Weight
- 373.098393708 g/mol
- Structure
-
- IUPAC Name
- (E)-4-[[3-ethoxycarbonyl-5-[(1R)-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-/m1/s1
- InChI Key
- LIJLQNVPIMNUDG-BZYZDCJZSA-N
- SMILES
- CCOC(=O)c1cc([C@H](C)c2ccccc2)sc1NC(=O)/C=C/C(=O)O
- Source
- ZINC000002749571
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 | 4.189 |
| LogS | -4.784 | LogD | 2.703 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.95 | Pgp substrate | 0.006 |
| HIA | 0.947 | F20 % | 0.332 |
| F30 % | 0.025 | Caco-2 | -5.123 |
| MDCK | -4.581 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.026 | PPB | 92.858 |
| VD | 0.351 | Fu | 1.986 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.053 | CYP1A2 substrate | 0.747 |
| CYP2A6 substrate | 0.631 | CYP2B6 substrate | 0.572 |
| CYP2C19 inhibitor | 0.077 | CYP2C19 substrate | 0.795 |
| CYP2C8 substrate | 0.704 | CYP2C9 inhibitor | 0.796 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.233 |
| CYP2D6 substrate | 0.325 | CYP2E1 substrate | 0.372 |
| CYP3A4 inhibitor | 0.036 | CYP3A4 substrate | 0.99 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.884 | CL | 0.626 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.121 | Hepatotoxicity | 0.711 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.001 |
| FDAMDD | 0.111 | Skin Sensitization | 0.002 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.429 | Respiratory Toxicity | 0.028 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.504 | IGC50 | 2.803 |
| LC50FM | 5.022 | LC50DM | 4.241 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.369 | NR-AR-LBD | 0.322 |
| NR-AhR | 0.576 | NR-Aromatase | 0.036 |
| NR-ER | 0.307 | NR-ER-LBD | 0.385 |
| NR-PPAR-gamma | 0.798 | SR-ARE | 0.443 |
| SR-ATAD5 | 0.704 | SR-HSE | 0.089 |
| SR-MMP | 0.04 | SR-p53 | 0.072 |
Similar covalent drugs
No similar covalent drugs found for this compound.