Compound information
- Natural Products
- ZC703177
- Molecular Formula
- C16H20N2O5S
- Molecular Weight
- 352.10929274 g/mol
- Structure
-
- IUPAC Name
- (E)-4-[4-(azepan-1-ylsulfonyl)anilino]-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C16H20N2O5S/c19-15(9-10-16(20)21)17-13-5-7-14(8-6-13)24(22,23)18-11-3-1-2-4-12-18/h5-10H,1-4,11-12H2,(H,17,19)(H,20,21)/b10-9+
- InChI Key
- NRXISUURFNFNDA-MDZDMXLPSA-N
- SMILES
- O=C(O)/C=C/C(=O)Nc1ccc(S(=O)(=O)N2CCCCCC2)cc1
- Source
- ZINC000000850264
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 | 2.37 |
| LogS | -3.831 | LogD | 1.539 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.004 | Pgp substrate | 0.019 |
| HIA | 0.949 | F20 % | 0.985 |
| F30 % | 0.701 | Caco-2 | -4.958 |
| MDCK | -5.097 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.057 | PPB | 94.916 |
| VD | 0.562 | Fu | 1.142 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.543 |
| CYP2A6 substrate | 0.46 | CYP2B6 substrate | 0.514 |
| CYP2C19 inhibitor | 0.026 | CYP2C19 substrate | 0.516 |
| CYP2C8 substrate | 0.693 | CYP2C9 inhibitor | 0.284 |
| CYP2C9 substrate | 0.951 | CYP2D6 inhibitor | 0.232 |
| CYP2D6 substrate | 0.447 | CYP2E1 substrate | 0.708 |
| CYP3A4 inhibitor | 0.039 | CYP3A4 substrate | 0.59 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.626 | CL | 0.931 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.156 | Hepatotoxicity | 0.452 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.004 |
| FDAMDD | 0.166 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.124 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.21 | Respiratory Toxicity | 0.066 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.477 | IGC50 | 2.572 |
| LC50FM | 2.529 | LC50DM | 3.563 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.142 | NR-AR-LBD | 0.315 |
| NR-AhR | 0.027 | NR-Aromatase | 0.181 |
| NR-ER | 0.324 | NR-ER-LBD | 0.446 |
| NR-PPAR-gamma | 0.707 | SR-ARE | 0.745 |
| SR-ATAD5 | 0.394 | SR-HSE | 0.044 |
| SR-MMP | 0.07 | SR-p53 | 0.076 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.