Compound information
- Natural Products
- ZC1926670
- Molecular Formula
- C17H18N2O4S
- Molecular Weight
- 346.098728056 g/mol
- Structure
-
- IUPAC Name
- (1R,3R)-3-[[4-(2-methoxyphenyl)thiazol-2-yl]carbamoyl]-2,2-dimethyl-cyclopropanecarboxylic acid
- InChI
- InChI=1S/C17H18N2O4S/c1-17(2)12(13(17)15(21)22)14(20)19-16-18-10(8-24-16)9-6-4-5-7-11(9)23-3/h4-8,12-13H,1-3H3,(H,21,22)(H,18,19,20)/t12-,13-/m0/s1
- InChI Key
- XFSYNAPPBLFGFJ-STQMWFEESA-N
- SMILES
- COc1ccccc1-c1csc(NC(=O)[C@@H]2[C@@H](C(=O)O)C2(C)C)n1
- Source
- ZINC000072401887
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 3 |
| Heteroatom Count | 7 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 88.52 Å2 | LogP | 3.598 |
| LogS | -4.213 | LogD | 2.778 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.033 | Pgp substrate | 0.001 |
| HIA | 0.961 | F20 % | 0.994 |
| F30 % | 0.958 | Caco-2 | -5.068 |
| MDCK | -5.354 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.029 | PPB | 90.248 |
| VD | 0.3 | Fu | 1.602 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.169 | CYP1A2 substrate | 0.48 |
| CYP2A6 substrate | 0.665 | CYP2B6 substrate | 0.549 |
| CYP2C19 inhibitor | 0.109 | CYP2C19 substrate | 0.743 |
| CYP2C8 substrate | 0.625 | CYP2C9 inhibitor | 0.211 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.078 |
| CYP2D6 substrate | 0.148 | CYP2E1 substrate | 0.662 |
| CYP3A4 inhibitor | 0.004 | CYP3A4 substrate | 0.393 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.505 | CL | 1.679 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.101 |
| Mutagenicity | 0.007 | Rat Oral Acute Toxicity | 0.089 |
| FDAMDD | 0.098 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.006 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.196 | Respiratory Toxicity | 0.824 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.086 | IGC50 | 2.203 |
| LC50FM | 5.354 | LC50DM | 4.672 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.59 | NR-AR-LBD | 0.394 |
| NR-AhR | 0.656 | NR-Aromatase | 0.077 |
| NR-ER | 0.472 | NR-ER-LBD | 0.472 |
| NR-PPAR-gamma | 0.745 | SR-ARE | 0.625 |
| SR-ATAD5 | 0.693 | SR-HSE | 0.062 |
| SR-MMP | 0.326 | SR-p53 | 0.53 |
Similar covalent drugs
No similar covalent drugs found for this compound.