Compound information
- Natural Products
- ZC1746994
- Molecular Formula
- C13H9ClN2O3S
- Molecular Weight
- 308.002240828 g/mol
- Structure
-
- IUPAC Name
- (Z)-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-WAYWQWQTSA-N
- SMILES
- O=C(O)/C=C\C(=O)Nc1nc(-c2ccc(Cl)cc2)cs1
- Source
- ZINC000100908420
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 | 3.445 |
| LogS | -3.485 | LogD | 2.809 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.132 | Pgp substrate | 0.002 |
| HIA | 0.96 | F20 % | 0.993 |
| F30 % | 0.644 | Caco-2 | -4.884 |
| MDCK | -5.057 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.14 | PPB | 100.264 |
| VD | 0.399 | Fu | 1.671 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.185 | CYP1A2 substrate | 0.748 |
| CYP2A6 substrate | 0.563 | CYP2B6 substrate | 0.617 |
| CYP2C19 inhibitor | 0.076 | CYP2C19 substrate | 0.64 |
| CYP2C8 substrate | 0.752 | CYP2C9 inhibitor | 0.248 |
| CYP2C9 substrate | 0.453 | CYP2D6 inhibitor | 0.046 |
| CYP2D6 substrate | 0.19 | CYP2E1 substrate | 0.432 |
| CYP3A4 inhibitor | 0.055 | CYP3A4 substrate | 0.378 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.438 | CL | 0.358 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.019 | Hepatotoxicity | 0.971 |
| Mutagenicity | 0.018 | Rat Oral Acute Toxicity | 0.005 |
| FDAMDD | 0.077 | Skin Sensitization | 0.144 |
| Carcinogenicity | 0.005 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.218 | Respiratory Toxicity | 0.312 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.008 | IGC50 | 2.315 |
| LC50FM | 4.556 | LC50DM | 4.885 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.217 | NR-AR-LBD | 0.281 |
| NR-AhR | 0.226 | NR-Aromatase | 0.034 |
| NR-ER | 0.204 | NR-ER-LBD | 0.423 |
| NR-PPAR-gamma | 0.501 | SR-ARE | 0.923 |
| SR-ATAD5 | 0.569 | SR-HSE | 0.007 |
| SR-MMP | 0.112 | SR-p53 | 0.406 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.