Compound information
- Natural Products
- ZC1983809
- Molecular Formula
- C20H22N2O5S2
- Molecular Weight
- 434.097013804 g/mol
- Structure
-
- IUPAC Name
- ethyl 2-[[(2R)-6,6-dioxo-6λ6-thiaspiro[2.5]octane-2-carbonyl]amino]-4-phenyl-thiazole-5-carboxylate
- InChI
- InChI=1S/C20H22N2O5S2/c1-2-27-18(24)16-15(13-6-4-3-5-7-13)21-19(28-16)22-17(23)14-12-20(14)8-10-29(25,26)11-9-20/h3-7,14H,2,8-12H2,1H3,(H,21,22,23)/t14-/m0/s1
- InChI Key
- FBYOTDPLOFWVGH-AWEZNQCLSA-N
- SMILES
- CCOC(=O)c1sc(NC(=O)[C@@H]2CC23CCS(=O)(=O)CC3)nc1-c1ccccc1
- Source
- ZINC000170600410
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 29 | Ring Count | 4 |
| Heteroatom Count | 9 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 102.43 Å2 | LogP | 2.526 |
| LogS | -4.368 | LogD | 2.732 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.976 | Pgp substrate | 0.264 |
| HIA | 0.962 | F20 % | 0.808 |
| F30 % | 0.159 | Caco-2 | -5.328 |
| MDCK | -4.553 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.718 | PPB | 76.542 |
| VD | 0.41 | Fu | 1.29 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.984 | CYP1A2 substrate | 0.534 |
| CYP2A6 substrate | 0.446 | CYP2B6 substrate | 0.744 |
| CYP2C19 inhibitor | 0.784 | CYP2C19 substrate | 0.733 |
| CYP2C8 substrate | 0.592 | CYP2C9 inhibitor | 0.961 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.024 |
| CYP2D6 substrate | 0.275 | CYP2E1 substrate | 0.167 |
| CYP3A4 inhibitor | 0.5 | CYP3A4 substrate | 0.977 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.324 | CL | 6.626 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.408 | Hepatotoxicity | 0.579 |
| Mutagenicity | 0.067 | Rat Oral Acute Toxicity | 0.007 |
| FDAMDD | 0.098 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.014 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.013 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.328 | IGC50 | 3.618 |
| LC50FM | 4.174 | LC50DM | 0.837 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.633 | NR-AR-LBD | 0.542 |
| NR-AhR | 0.412 | NR-Aromatase | 0.066 |
| NR-ER | 0.69 | NR-ER-LBD | 0.455 |
| NR-PPAR-gamma | 0.918 | SR-ARE | 0.751 |
| SR-ATAD5 | 0.879 | SR-HSE | 0.741 |
| SR-MMP | 0.931 | SR-p53 | 0.792 |
Similar covalent drugs
No similar covalent drugs found for this compound.