Compound information
- Natural Products
- ZC1702963
- Molecular Formula
- C13H9ClN2O3S
- Molecular Weight
- 308.002240828 g/mol
- Structure
-
- IUPAC Name
- (E)-4-[[4-(4-chlorophenyl)thiazol-2-yl]amino]-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C13H9ClN2O3S/c14-9-3-1-8(2-4-9)10-7-20-13(15-10)16-11(17)5-6-12(18)19/h1-7H,(H,18,19)(H,15,16,17)/b6-5+
- InChI Key
- SICCKMPTWLIUBA-AATRIKPKSA-N
- SMILES
- O=C(O)/C=C/C(=O)Nc1nc(-c2ccc(Cl)cc2)cs1
- Source
- ZINC000002159080
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 20 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 79.29 Å2 | LogP | 3.737 |
| LogS | -4.024 | LogD | 3.285 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.016 | Pgp substrate | 0.002 |
| HIA | 0.958 | F20 % | 0.989 |
| F30 % | 0.805 | Caco-2 | -4.684 |
| MDCK | -4.861 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.013 | PPB | 101.307 |
| VD | 0.263 | Fu | 2.31 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.096 | CYP1A2 substrate | 0.746 |
| CYP2A6 substrate | 0.493 | CYP2B6 substrate | 0.597 |
| CYP2C19 inhibitor | 0.052 | CYP2C19 substrate | 0.554 |
| CYP2C8 substrate | 0.738 | CYP2C9 inhibitor | 0.442 |
| CYP2C9 substrate | 0.798 | CYP2D6 inhibitor | 0.189 |
| CYP2D6 substrate | 0.295 | CYP2E1 substrate | 0.403 |
| CYP3A4 inhibitor | 0.056 | CYP3A4 substrate | 0.663 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.419 | CL | 0.201 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.043 | Hepatotoxicity | 0.288 |
| Mutagenicity | 0.005 | Rat Oral Acute Toxicity | 0.003 |
| FDAMDD | 0.048 | Skin Sensitization | 0.31 |
| Carcinogenicity | 0.007 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.569 | Respiratory Toxicity | 0.126 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.026 | IGC50 | 2.5 |
| LC50FM | 4.826 | LC50DM | 4.695 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.45 | NR-AR-LBD | 0.414 |
| NR-AhR | 0.882 | NR-Aromatase | 0.036 |
| NR-ER | 0.569 | NR-ER-LBD | 0.593 |
| NR-PPAR-gamma | 0.879 | SR-ARE | 0.916 |
| SR-ATAD5 | 0.83 | SR-HSE | 0.114 |
| SR-MMP | 0.927 | SR-p53 | 0.473 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.