Compound information
- Natural Products
- ZC1707608
- Molecular Formula
- C14H11ClN2O3S
- Molecular Weight
- 322.017890892 g/mol
- Structure
-
- IUPAC Name
- (E)-4-[[4-(4-chlorophenyl)-5-methyl-thiazol-2-yl]amino]-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C14H11ClN2O3S/c1-8-13(9-2-4-10(15)5-3-9)17-14(21-8)16-11(18)6-7-12(19)20/h2-7H,1H3,(H,19,20)(H,16,17,18)/b7-6+
- InChI Key
- POHNOARJEBPRAL-VOTSOKGWSA-N
- SMILES
- Cc1sc(NC(=O)/C=C/C(=O)O)nc1-c1ccc(Cl)cc1
- Source
- ZINC000006796297
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | 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 | 3.75 |
| LogS | -4.035 | LogD | 3.416 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.011 | Pgp substrate | 0.009 |
| HIA | 0.96 | F20 % | 0.99 |
| F30 % | 0.967 | Caco-2 | -4.691 |
| MDCK | -4.797 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.012 | PPB | 101.878 |
| VD | 0.323 | Fu | 2.393 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.018 | CYP1A2 substrate | 0.788 |
| CYP2A6 substrate | 0.516 | CYP2B6 substrate | 0.596 |
| CYP2C19 inhibitor | 0.029 | CYP2C19 substrate | 0.581 |
| CYP2C8 substrate | 0.743 | CYP2C9 inhibitor | 0.509 |
| CYP2C9 substrate | 0.978 | CYP2D6 inhibitor | 0.117 |
| CYP2D6 substrate | 0.311 | CYP2E1 substrate | 0.459 |
| CYP3A4 inhibitor | 0.034 | CYP3A4 substrate | 0.739 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.471 | CL | 0.948 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.03 | Hepatotoxicity | 0.574 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.007 |
| FDAMDD | 0.063 | Skin Sensitization | 0.458 |
| Carcinogenicity | 0.02 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.223 | Respiratory Toxicity | 0.057 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.249 | IGC50 | 2.567 |
| LC50FM | 4.973 | LC50DM | 4.988 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.406 | NR-AR-LBD | 0.425 |
| NR-AhR | 0.917 | NR-Aromatase | 0.035 |
| NR-ER | 0.521 | NR-ER-LBD | 0.517 |
| NR-PPAR-gamma | 0.885 | SR-ARE | 0.884 |
| SR-ATAD5 | 0.788 | SR-HSE | 0.107 |
| SR-MMP | 0.856 | SR-p53 | 0.443 |
Similar covalent drugs
No similar covalent drugs found for this compound.