Compound information
- Natural Products
- ZC376429
- Molecular Formula
- C14H16N2O5S
- Molecular Weight
- 324.077992612 g/mol
- Structure
-
- IUPAC Name
- (E)-4-oxo-4-(4-pyrrolidin-1-ylsulfonylanilino)but-2-enoic acid
- InChI
- InChI=1S/C14H16N2O5S/c17-13(7-8-14(18)19)15-11-3-5-12(6-4-11)22(20,21)16-9-1-2-10-16/h3-8H,1-2,9-10H2,(H,15,17)(H,18,19)/b8-7+
- InChI Key
- IXCLSMGDZDOYEU-BQYQJAHWSA-N
- SMILES
- O=C(O)/C=C/C(=O)Nc1ccc(S(=O)(=O)N2CCCC2)cc1
- Source
- ZINC000000313657
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | 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 | 1.189 |
| LogS | -3.279 | LogD | 0.616 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.002 | Pgp substrate | 0.021 |
| HIA | 0.947 | F20 % | 0.967 |
| F30 % | 0.599 | Caco-2 | -4.959 |
| MDCK | -5.241 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.049 | PPB | 92.37 |
| VD | 0.512 | Fu | 1.065 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.557 |
| CYP2A6 substrate | 0.433 | CYP2B6 substrate | 0.509 |
| CYP2C19 inhibitor | 0.018 | CYP2C19 substrate | 0.566 |
| CYP2C8 substrate | 0.698 | CYP2C9 inhibitor | 0.088 |
| CYP2C9 substrate | 0.989 | CYP2D6 inhibitor | 0.189 |
| CYP2D6 substrate | 0.486 | CYP2E1 substrate | 0.659 |
| CYP3A4 inhibitor | 0.038 | CYP3A4 substrate | 0.607 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.655 | CL | 1.562 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.164 | Hepatotoxicity | 0.407 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.003 |
| FDAMDD | 0.14 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.075 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.179 | Respiratory Toxicity | 0.078 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.602 | IGC50 | 2.298 |
| LC50FM | 1.555 | LC50DM | 3.376 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.146 | NR-AR-LBD | 0.341 |
| NR-AhR | 0.025 | NR-Aromatase | 0.075 |
| NR-ER | 0.295 | NR-ER-LBD | 0.432 |
| NR-PPAR-gamma | 0.514 | SR-ARE | 0.665 |
| SR-ATAD5 | 0.394 | SR-HSE | 0.04 |
| SR-MMP | 0.028 | SR-p53 | 0.074 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.