Compound information
- Natural Products
- ZC263447
- Molecular Formula
- C10H8N2O4
- Molecular Weight
- 220.048406736 g/mol
- Structure
-
- IUPAC Name
- (E)-3-(4-hydroxy-3-methoxy-phenyl)-2-nitro-prop-2-enenitrile
- InChI
- InChI=1S/C10H8N2O4/c1-16-10-5-7(2-3-9(10)13)4-8(6-11)12(14)15/h2-5,13H,1H3/b8-4+
- InChI Key
- VFBDDOROPMRGEH-XBXARRHUSA-N
- SMILES
- COc1cc(/C=C(\C#N)[N+](=O)[O-])ccc1O
- Source
- ZINC000000242793
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 16 | Ring Count | 1 |
| Heteroatom Count | 6 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 96.39 Å2 | LogP | 2.068 |
| LogS | -3.443 | LogD | 1.788 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.015 | Pgp substrate | 0.002 |
| HIA | 0.961 | F20 % | 0.993 |
| F30 % | 0.947 | Caco-2 | -4.645 |
| MDCK | -4.707 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.095 | PPB | 85.236 |
| VD | 0.368 | Fu | 1.507 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.999 | CYP1A2 substrate | 0.706 |
| CYP2A6 substrate | 0.822 | CYP2B6 substrate | 0.607 |
| CYP2C19 inhibitor | 0.134 | CYP2C19 substrate | 0.717 |
| CYP2C8 substrate | 0.604 | CYP2C9 inhibitor | 0.17 |
| CYP2C9 substrate | 0.022 | CYP2D6 inhibitor | 0.481 |
| CYP2D6 substrate | 0.145 | CYP2E1 substrate | 0.965 |
| CYP3A4 inhibitor | 0.164 | CYP3A4 substrate | 0.579 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.961 | CL | 12.805 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 1.0 |
| Mutagenicity | 0.013 | Rat Oral Acute Toxicity | 0.767 |
| FDAMDD | 0.254 | Skin Sensitization | 0.995 |
| Carcinogenicity | 0.105 | Eye Corrosion | 0.893 |
| Eye Irritation | 0.961 | Respiratory Toxicity | 0.809 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.841 | IGC50 | 4.64 |
| LC50FM | 4.19 | LC50DM | 5.461 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.201 | NR-AR-LBD | 0.56 |
| NR-AhR | 0.058 | NR-Aromatase | 0.225 |
| NR-ER | 0.549 | NR-ER-LBD | 0.708 |
| NR-PPAR-gamma | 0.705 | SR-ARE | 0.975 |
| SR-ATAD5 | 0.885 | SR-HSE | 0.934 |
| SR-MMP | 0.972 | SR-p53 | 0.902 |
Similar covalent drugs
No similar covalent drugs found for this compound.