Compound information
- Natural Products
- ZC1917357
- Molecular Formula
- C17H18N2O4S
- Molecular Weight
- 346.098728056 g/mol
- Structure
-
- IUPAC Name
- (1S,3S)-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-/m1/s1
- InChI Key
- XFSYNAPPBLFGFJ-CHWSQXEVSA-N
- SMILES
- COc1ccccc1-c1csc(NC(=O)[C@H]2[C@H](C(=O)O)C2(C)C)n1
- Source
- ZINC000072401886
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 | 3.64 |
| LogS | -4.285 | LogD | 2.71 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.006 | Pgp substrate | 0.004 |
| HIA | 0.861 | F20 % | 0.981 |
| F30 % | 0.873 | Caco-2 | -5.471 |
| MDCK | -5.497 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.025 | PPB | 95.843 |
| VD | 0.479 | Fu | 2.179 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.103 | CYP1A2 substrate | 0.678 |
| CYP2A6 substrate | 0.781 | CYP2B6 substrate | 0.769 |
| CYP2C19 inhibitor | 0.069 | CYP2C19 substrate | 0.992 |
| CYP2C8 substrate | 0.833 | CYP2C9 inhibitor | 0.19 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.008 |
| CYP2D6 substrate | 0.325 | CYP2E1 substrate | 0.352 |
| CYP3A4 inhibitor | 0.005 | CYP3A4 substrate | 0.979 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.455 | CL | 2.961 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.081 |
| Mutagenicity | 0.005 | Rat Oral Acute Toxicity | 0.449 |
| FDAMDD | 0.237 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.087 | Eye Corrosion | 0.008 |
| Eye Irritation | 0.425 | Respiratory Toxicity | 0.903 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.294 | IGC50 | 2.156 |
| LC50FM | 5.084 | LC50DM | 5.318 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.695 | NR-AR-LBD | 0.359 |
| NR-AhR | 0.793 | NR-Aromatase | 0.368 |
| NR-ER | 0.58 | NR-ER-LBD | 0.535 |
| NR-PPAR-gamma | 0.817 | SR-ARE | 0.69 |
| SR-ATAD5 | 0.756 | SR-HSE | 0.096 |
| SR-MMP | 0.95 | SR-p53 | 0.776 |
Similar covalent drugs
No similar covalent drugs found for this compound.