Compound information
- Natural Products
- ZC136331
- Molecular Formula
- C11H14N2O4S
- Molecular Weight
- 270.067427928 g/mol
- Structure
-
- IUPAC Name
- (2S)-2-amino-3-[4-(vinylsulfonylamino)phenyl]propanoic acid
- InChI
- InChI=1S/C11H14N2O4S/c1-2-18(16,17)13-9-5-3-8(4-6-9)7-10(12)11(14)15/h2-6,10,13H,1,7,12H2,(H,14,15)/t10-/m0/s1
- InChI Key
- ZFASEKFUMFQQSX-JTQLQIEISA-N
- SMILES
- C=CS(=O)(=O)Nc1ccc(C[C@H](N)C(=O)O)cc1
- Source
- ZINC000203943179
Warheads
- Vinylsulfone
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 18 | Ring Count | 1 |
| Heteroatom Count | 7 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 109.49 Å2 | LogP | -0.483 |
| LogS | -2.304 | LogD | -0.124 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.002 | Pgp substrate | 0.268 |
| HIA | 0.191 | F20 % | 0.977 |
| F30 % | 0.533 | Caco-2 | -6.116 |
| MDCK | -5.818 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.242 | PPB | 16.456 |
| VD | 0.846 | Fu | 0.161 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.351 |
| CYP2A6 substrate | 0.113 | CYP2B6 substrate | 0.27 |
| CYP2C19 inhibitor | 0.026 | CYP2C19 substrate | 0.746 |
| CYP2C8 substrate | 0.514 | CYP2C9 inhibitor | 0.007 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.005 |
| CYP2D6 substrate | 0.221 | CYP2E1 substrate | 0.199 |
| CYP3A4 inhibitor | 0.014 | CYP3A4 substrate | 0.066 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.306 | CL | 2.615 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.373 | Hepatotoxicity | 0.377 |
| Mutagenicity | 0.021 | Rat Oral Acute Toxicity | 0.145 |
| FDAMDD | 0.047 | Skin Sensitization | 0.004 |
| Carcinogenicity | 0.021 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.065 | Respiratory Toxicity | 0.086 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.599 | IGC50 | 2.081 |
| LC50FM | 3.674 | LC50DM | 4.108 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.438 | NR-AR-LBD | 0.36 |
| NR-AhR | 0.005 | NR-Aromatase | 0.03 |
| NR-ER | 0.336 | NR-ER-LBD | 0.298 |
| NR-PPAR-gamma | 0.263 | SR-ARE | 0.036 |
| SR-ATAD5 | 0.339 | SR-HSE | 0.017 |
| SR-MMP | 0.019 | SR-p53 | 0.063 |
Similar covalent drugs
No similar covalent drugs found for this compound.