Compound information
- Natural Products
- ZC527257
- Molecular Formula
- C15H18N2O5S
- Molecular Weight
- 338.093642676 g/mol
- Structure
-
- IUPAC Name
- (E)-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-CMDGGOBGSA-N
- SMILES
- O=C(O)/C=C/C(=O)Nc1ccc(S(=O)(=O)N2CCCCC2)cc1
- Source
- ZINC000000086986
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 | 1.773 |
| LogS | -3.488 | LogD | 1.05 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.003 | Pgp substrate | 0.019 |
| HIA | 0.948 | F20 % | 0.975 |
| F30 % | 0.672 | Caco-2 | -4.958 |
| MDCK | -5.206 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.053 | PPB | 95.36 |
| VD | 0.505 | Fu | 1.121 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.552 |
| CYP2A6 substrate | 0.461 | CYP2B6 substrate | 0.518 |
| CYP2C19 inhibitor | 0.022 | CYP2C19 substrate | 0.542 |
| CYP2C8 substrate | 0.696 | CYP2C9 inhibitor | 0.15 |
| CYP2C9 substrate | 0.978 | CYP2D6 inhibitor | 0.213 |
| CYP2D6 substrate | 0.487 | CYP2E1 substrate | 0.67 |
| CYP3A4 inhibitor | 0.04 | CYP3A4 substrate | 0.614 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.638 | CL | 1.285 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.16 | Hepatotoxicity | 0.437 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.004 |
| FDAMDD | 0.164 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.097 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.187 | Respiratory Toxicity | 0.066 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.538 | IGC50 | 2.454 |
| LC50FM | 2.12 | LC50DM | 3.478 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.144 | NR-AR-LBD | 0.328 |
| NR-AhR | 0.026 | NR-Aromatase | 0.122 |
| NR-ER | 0.312 | NR-ER-LBD | 0.442 |
| NR-PPAR-gamma | 0.635 | SR-ARE | 0.711 |
| SR-ATAD5 | 0.397 | SR-HSE | 0.042 |
| SR-MMP | 0.045 | SR-p53 | 0.075 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.