Compound information
- Natural Products
- ZC1228711
- Molecular Formula
- C14H11FN2O3S
- Molecular Weight
- 306.047441432 g/mol
- Structure
-
- IUPAC Name
- (Z)-4-[[4-(4-fluorophenyl)-5-methyl-thiazol-2-yl]amino]-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C14H11FN2O3S/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
- QIPKWNIPFJKKQA-SREVYHEPSA-N
- SMILES
- Cc1sc(NC(=O)/C=C\C(=O)O)nc1-c1ccc(F)cc1
- Source
- ZINC000036627558
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 | 3.106 |
| LogS | -3.404 | LogD | 2.419 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.044 | Pgp substrate | 0.01 |
| HIA | 0.957 | F20 % | 0.992 |
| F30 % | 0.956 | Caco-2 | -4.782 |
| MDCK | -4.934 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.187 | PPB | 101.609 |
| VD | 0.399 | Fu | 1.746 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.05 | CYP1A2 substrate | 0.778 |
| CYP2A6 substrate | 0.581 | CYP2B6 substrate | 0.616 |
| CYP2C19 inhibitor | 0.041 | CYP2C19 substrate | 0.656 |
| CYP2C8 substrate | 0.769 | CYP2C9 inhibitor | 0.21 |
| CYP2C9 substrate | 0.778 | CYP2D6 inhibitor | 0.019 |
| CYP2D6 substrate | 0.205 | CYP2E1 substrate | 0.491 |
| CYP3A4 inhibitor | 0.026 | CYP3A4 substrate | 0.433 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.402 | CL | 1.649 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.004 | Hepatotoxicity | 0.991 |
| Mutagenicity | 0.04 | Rat Oral Acute Toxicity | 0.062 |
| FDAMDD | 0.128 | Skin Sensitization | 0.182 |
| Carcinogenicity | 0.015 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.08 | Respiratory Toxicity | 0.12 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.338 | IGC50 | 2.003 |
| LC50FM | 4.484 | LC50DM | 5.302 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.34 | NR-AR-LBD | 0.303 |
| NR-AhR | 0.223 | NR-Aromatase | 0.034 |
| NR-ER | 0.223 | NR-ER-LBD | 0.341 |
| NR-PPAR-gamma | 0.458 | SR-ARE | 0.893 |
| SR-ATAD5 | 0.458 | SR-HSE | 0.007 |
| SR-MMP | 0.051 | SR-p53 | 0.288 |
Similar covalent drugs
No similar covalent drugs found for this compound.