Compound information
- Natural Products
- ZC1984506
- Molecular Formula
- C20H22N2O5S2
- Molecular Weight
- 434.097013804 g/mol
- Structure
-
- IUPAC Name
- ethyl 2-[[(2S)-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-/m1/s1
- InChI Key
- FBYOTDPLOFWVGH-CQSZACIVSA-N
- SMILES
- CCOC(=O)c1sc(NC(=O)[C@H]2CC23CCS(=O)(=O)CC3)nc1-c1ccccc1
- Source
- ZINC000170600411
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 | 2.598 |
| LogS | -4.3 | LogD | 2.822 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.985 | Pgp substrate | 0.584 |
| HIA | 0.963 | F20 % | 0.782 |
| F30 % | 0.057 | Caco-2 | -5.53 |
| MDCK | -4.57 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.854 | PPB | 77.288 |
| VD | 0.4 | Fu | 1.356 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.485 | CYP1A2 substrate | 0.482 |
| CYP2A6 substrate | 0.449 | CYP2B6 substrate | 0.76 |
| CYP2C19 inhibitor | 0.689 | CYP2C19 substrate | 0.883 |
| CYP2C8 substrate | 0.561 | CYP2C9 inhibitor | 0.987 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.017 |
| CYP2D6 substrate | 0.239 | CYP2E1 substrate | 0.135 |
| CYP3A4 inhibitor | 0.049 | CYP3A4 substrate | 0.974 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.297 | CL | 6.943 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.128 | Hepatotoxicity | 0.333 |
| Mutagenicity | 0.039 | Rat Oral Acute Toxicity | 0.022 |
| FDAMDD | 0.266 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.018 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.002 | Respiratory Toxicity | 0.049 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.584 | IGC50 | 4.033 |
| LC50FM | 4.259 | LC50DM | 0.808 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.73 | NR-AR-LBD | 0.828 |
| NR-AhR | 0.519 | NR-Aromatase | 0.158 |
| NR-ER | 0.78 | NR-ER-LBD | 0.562 |
| NR-PPAR-gamma | 0.915 | SR-ARE | 0.75 |
| SR-ATAD5 | 0.9 | SR-HSE | 0.875 |
| SR-MMP | 0.936 | SR-p53 | 0.84 |
Similar covalent drugs
No similar covalent drugs found for this compound.