Compound information
- Natural Products
- ZC1823369
- Molecular Formula
- C13H9BrN2O3S
- Molecular Weight
- 351.951725248 g/mol
- Structure
-
- IUPAC Name
- (E)-4-[[4-(4-bromophenyl)thiazol-2-yl]amino]-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C13H9BrN2O3S/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
- SHIOQVXKJKEVRT-AATRIKPKSA-N
- SMILES
- O=C(O)/C=C/C(=O)Nc1nc(-c2ccc(Br)cc2)cs1
- Source
- ZINC000005020941
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 | 3.854 |
| LogS | -4.184 | LogD | 3.232 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.011 | Pgp substrate | 0.001 |
| HIA | 0.954 | F20 % | 0.992 |
| F30 % | 0.949 | Caco-2 | -4.562 |
| MDCK | -4.928 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.031 | PPB | 100.056 |
| VD | 0.213 | Fu | 2.422 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.135 | CYP1A2 substrate | 0.732 |
| CYP2A6 substrate | 0.458 | CYP2B6 substrate | 0.592 |
| CYP2C19 inhibitor | 0.087 | CYP2C19 substrate | 0.552 |
| CYP2C8 substrate | 0.732 | CYP2C9 inhibitor | 0.478 |
| CYP2C9 substrate | 0.754 | CYP2D6 inhibitor | 0.215 |
| CYP2D6 substrate | 0.282 | CYP2E1 substrate | 0.413 |
| CYP3A4 inhibitor | 0.046 | CYP3A4 substrate | 0.682 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.411 | CL | 0.162 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.01 | Hepatotoxicity | 0.755 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.009 |
| FDAMDD | 0.064 | Skin Sensitization | 0.954 |
| Carcinogenicity | 0.022 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.663 | Respiratory Toxicity | 0.268 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.066 | IGC50 | 2.833 |
| LC50FM | 4.957 | LC50DM | 4.92 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.423 | NR-AR-LBD | 0.424 |
| NR-AhR | 0.861 | NR-Aromatase | 0.035 |
| NR-ER | 0.551 | NR-ER-LBD | 0.573 |
| NR-PPAR-gamma | 0.867 | SR-ARE | 0.895 |
| SR-ATAD5 | 0.826 | SR-HSE | 0.109 |
| SR-MMP | 0.91 | SR-p53 | 0.401 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.