Compound information
- Natural Products
- ZC521684
- Molecular Formula
- C15H18N2O5S
- Molecular Weight
- 338.093642676 g/mol
- Structure
-
- IUPAC Name
- (Z)-4-oxo-4-[4-(1-piperidylsulfonyl)anilino]but-2-enoic acid
- InChI
- InChI=1S/C15H18N2O5S/c18-14(8-9-15(19)20)16-12-4-6-13(7-5-12)23(21,22)17-10-2-1-3-11-17/h4-9H,1-3,10-11H2,(H,16,18)(H,19,20)/b9-8-
- InChI Key
- DZZZAXJHZCYLIH-HJWRWDBZSA-N
- SMILES
- O=C(O)/C=C\C(=O)Nc1ccc(S(=O)(=O)N2CCCCC2)cc1
- Source
- ZINC000006132711
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | 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 | 1.312 |
| LogS | -2.95 | LogD | 0.819 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.01 | Pgp substrate | 0.028 |
| HIA | 0.964 | F20 % | 0.992 |
| F30 % | 0.63 | Caco-2 | -5.294 |
| MDCK | -5.396 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.081 | PPB | 95.07 |
| VD | 0.989 | Fu | 0.335 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.005 | CYP1A2 substrate | 0.549 |
| CYP2A6 substrate | 0.462 | CYP2B6 substrate | 0.52 |
| CYP2C19 inhibitor | 0.016 | CYP2C19 substrate | 0.634 |
| CYP2C8 substrate | 0.675 | CYP2C9 inhibitor | 0.158 |
| CYP2C9 substrate | 0.849 | CYP2D6 inhibitor | 0.086 |
| CYP2D6 substrate | 0.429 | CYP2E1 substrate | 0.638 |
| CYP3A4 inhibitor | 0.028 | CYP3A4 substrate | 0.513 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.519 | CL | 1.401 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.023 | Hepatotoxicity | 0.848 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.006 |
| FDAMDD | 0.091 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.064 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.108 | Respiratory Toxicity | 0.036 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.441 | IGC50 | 2.223 |
| LC50FM | 0.362 | LC50DM | 3.352 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.151 | NR-AR-LBD | 0.289 |
| NR-AhR | 0.016 | NR-Aromatase | 0.031 |
| NR-ER | 0.187 | NR-ER-LBD | 0.327 |
| NR-PPAR-gamma | 0.212 | SR-ARE | 0.78 |
| SR-ATAD5 | 0.305 | SR-HSE | 0.004 |
| SR-MMP | 0.019 | SR-p53 | 0.091 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.