Compound information
- Natural Products
- ZC709269
- Molecular Formula
- C16H20N2O5S
- Molecular Weight
- 352.10929274 g/mol
- Structure
-
- IUPAC Name
- (E)-4-[4-[(4-methyl-1-piperidyl)sulfonyl]anilino]-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C16H20N2O5S/c1-12-8-10-18(11-9-12)24(22,23)14-4-2-13(3-5-14)17-15(19)6-7-16(20)21/h2-7,12H,8-11H2,1H3,(H,17,19)(H,20,21)/b7-6+
- InChI Key
- KPIZKTGUARWIFW-VOTSOKGWSA-N
- SMILES
- CC1CCN(S(=O)(=O)c2ccc(NC(=O)/C=C/C(=O)O)cc2)CC1
- Source
- ZINC000006395678
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 2 |
| Heteroatom Count | 8 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 103.78 Å2 | LogP | 2.315 |
| LogS | -3.909 | LogD | 1.684 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.002 | Pgp substrate | 0.025 |
| HIA | 0.944 | F20 % | 0.981 |
| F30 % | 0.741 | Caco-2 | -4.984 |
| MDCK | -5.264 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.019 | PPB | 96.801 |
| VD | 0.401 | Fu | 1.253 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.002 | CYP1A2 substrate | 0.508 |
| CYP2A6 substrate | 0.381 | CYP2B6 substrate | 0.501 |
| CYP2C19 inhibitor | 0.018 | CYP2C19 substrate | 0.555 |
| CYP2C8 substrate | 0.707 | CYP2C9 inhibitor | 0.136 |
| CYP2C9 substrate | 0.997 | CYP2D6 inhibitor | 0.332 |
| CYP2D6 substrate | 0.455 | CYP2E1 substrate | 0.449 |
| CYP3A4 inhibitor | 0.03 | CYP3A4 substrate | 0.733 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.56 | CL | 1.34 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.16 | Hepatotoxicity | 0.306 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.003 |
| FDAMDD | 0.215 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.069 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.162 | Respiratory Toxicity | 0.052 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.646 | IGC50 | 2.295 |
| LC50FM | 0.79 | LC50DM | 3.934 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.159 | NR-AR-LBD | 0.322 |
| NR-AhR | 0.013 | NR-Aromatase | 0.103 |
| NR-ER | 0.268 | NR-ER-LBD | 0.429 |
| NR-PPAR-gamma | 0.557 | SR-ARE | 0.346 |
| SR-ATAD5 | 0.37 | SR-HSE | 0.042 |
| SR-MMP | 0.061 | SR-p53 | 0.069 |
Similar covalent drugs
No similar covalent drugs found for this compound.