Compound information
- Natural Products
- ZC271479
- Molecular Formula
- C12H11NO4
- Molecular Weight
- 233.068807832 g/mol
- Structure
-
- IUPAC Name
- (E)-1-[(2R)-2-methyloxiran-2-yl]-3-(3-nitrophenyl)prop-2-en-1-one
- InChI
- InChI=1S/C12H11NO4/c1-12(8-17-12)11(14)6-5-9-3-2-4-10(7-9)13(15)16/h2-7H,8H2,1H3/b6-5+/t12-/m1/s1
- InChI Key
- IDPKVZZOAVBQQZ-BTDICHCPSA-N
- SMILES
- C[C@]1(C(=O)/C=C/c2cccc([N+](=O)[O-])c2)CO1
- Source
- ZINC000000493791
Warheads
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 17 | Ring Count | 2 |
| Heteroatom Count | 5 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 72.74 Å2 | LogP | 2.114 |
| LogS | -2.811 | LogD | 2.597 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.055 | Pgp substrate | 0.002 |
| HIA | 0.963 | F20 % | 0.991 |
| F30 % | 0.977 | Caco-2 | -4.646 |
| MDCK | -4.482 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.308 | PPB | 73.326 |
| VD | 0.659 | Fu | 0.882 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.964 | CYP1A2 substrate | 0.736 |
| CYP2A6 substrate | 0.776 | CYP2B6 substrate | 0.767 |
| CYP2C19 inhibitor | 0.422 | CYP2C19 substrate | 0.795 |
| CYP2C8 substrate | 0.595 | CYP2C9 inhibitor | 0.061 |
| CYP2C9 substrate | 0.029 | CYP2D6 inhibitor | 0.365 |
| CYP2D6 substrate | 0.509 | CYP2E1 substrate | 0.953 |
| CYP3A4 inhibitor | 0.363 | CYP3A4 substrate | 0.142 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.421 | CL | 8.72 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.0 | Hepatotoxicity | 1.0 |
| Mutagenicity | 0.957 | Rat Oral Acute Toxicity | 0.125 |
| FDAMDD | 0.064 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.825 | Eye Corrosion | 0.546 |
| Eye Irritation | 0.975 | Respiratory Toxicity | 0.341 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.556 | IGC50 | 3.898 |
| LC50FM | 4.105 | LC50DM | 4.747 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.357 | NR-AR-LBD | 0.746 |
| NR-AhR | 0.033 | NR-Aromatase | 0.276 |
| NR-ER | 0.669 | NR-ER-LBD | 0.526 |
| NR-PPAR-gamma | 0.766 | SR-ARE | 0.625 |
| SR-ATAD5 | 0.871 | SR-HSE | 0.152 |
| SR-MMP | 0.144 | SR-p53 | 0.866 |
Similar covalent drugs
No similar covalent drugs found for this compound.