Compound information
- Natural Products
- ZC417491
- Molecular Formula
- C14H17NO5S
- Molecular Weight
- 311.082743644 g/mol
- Structure
-
- IUPAC Name
- N-(3,5-dimethoxyphenyl)-2-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide
- InChI
- InChI=1S/C14H17NO5S/c1-19-12-6-11(7-13(8-12)20-2)15-14(16)5-10-3-4-21(17,18)9-10/h3-4,6-8,10H,5,9H2,1-2H3,(H,15,16)/t10-/m1/s1
- InChI Key
- UAMVDVOOQCNEIM-SNVBAGLBSA-N
- SMILES
- COc1cc(NC(=O)C[C@H]2C=CS(=O)(=O)C2)cc(OC)c1
- Source
- ZINC000008942470
Warheads
- Vinylsulfone
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 81.7 Å2 | LogP | 1.208 |
| LogS | -2.365 | LogD | 1.414 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.041 | Pgp substrate | 0.027 |
| HIA | 0.964 | F20 % | 0.985 |
| F30 % | 0.912 | Caco-2 | -5.045 |
| MDCK | -5.509 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.93 | PPB | 82.819 |
| VD | 0.45 | Fu | 0.287 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.751 | CYP1A2 substrate | 0.646 |
| CYP2A6 substrate | 0.441 | CYP2B6 substrate | 0.532 |
| CYP2C19 inhibitor | 0.592 | CYP2C19 substrate | 0.871 |
| CYP2C8 substrate | 0.7 | CYP2C9 inhibitor | 0.663 |
| CYP2C9 substrate | 0.012 | CYP2D6 inhibitor | 0.261 |
| CYP2D6 substrate | 0.765 | CYP2E1 substrate | 0.207 |
| CYP3A4 inhibitor | 0.983 | CYP3A4 substrate | 0.848 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.91 | CL | 8.888 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.754 |
| Mutagenicity | 0.038 | Rat Oral Acute Toxicity | 0.01 |
| FDAMDD | 0.519 | Skin Sensitization | 0.637 |
| Carcinogenicity | 0.193 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.247 | Respiratory Toxicity | 0.003 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.639 | IGC50 | 2.013 |
| LC50FM | 3.164 | LC50DM | 4.702 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.286 | NR-AR-LBD | 0.277 |
| NR-AhR | 0.014 | NR-Aromatase | 0.034 |
| NR-ER | 0.666 | NR-ER-LBD | 0.355 |
| NR-PPAR-gamma | 0.68 | SR-ARE | 0.405 |
| SR-ATAD5 | 0.61 | SR-HSE | 0.086 |
| SR-MMP | 0.074 | SR-p53 | 0.558 |
Similar covalent drugs
No similar covalent drugs found for this compound.