Compound information
- Natural Products
- ZC254921
- Molecular Formula
- C12H12N2O3
- Molecular Weight
- 232.084792244 g/mol
- Structure
-
- IUPAC Name
- (E)-N-cyclopropyl-3-(3-nitrophenyl)prop-2-enamide
- InChI
- InChI=1S/C12H12N2O3/c15-12(13-10-5-6-10)7-4-9-2-1-3-11(8-9)14(16)17/h1-4,7-8,10H,5-6H2,(H,13,15)/b7-4+
- InChI Key
- HMRDSJZRFJPHKS-QPJJXVBHSA-N
- SMILES
- O=C(/C=C/c1cccc([N+](=O)[O-])c1)NC1CC1
- Source
- ZINC000006331598
Warheads
- Cyclopropane
-
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 | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 72.24 Å2 | LogP | 2.263 |
| LogS | -3.243 | LogD | 2.712 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.053 | Pgp substrate | 0.334 |
| HIA | 0.963 | F20 % | 0.99 |
| F30 % | 0.966 | Caco-2 | -4.879 |
| MDCK | -4.653 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.715 | PPB | 73.758 |
| VD | 0.461 | Fu | 0.748 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.798 | CYP1A2 substrate | 0.747 |
| CYP2A6 substrate | 0.794 | CYP2B6 substrate | 0.667 |
| CYP2C19 inhibitor | 0.251 | CYP2C19 substrate | 0.757 |
| CYP2C8 substrate | 0.646 | CYP2C9 inhibitor | 0.091 |
| CYP2C9 substrate | 0.075 | CYP2D6 inhibitor | 0.754 |
| CYP2D6 substrate | 0.589 | CYP2E1 substrate | 0.123 |
| CYP3A4 inhibitor | 0.122 | CYP3A4 substrate | 0.269 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.386 | CL | 4.494 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.985 | Rat Oral Acute Toxicity | 0.034 |
| FDAMDD | 0.366 | Skin Sensitization | 0.975 |
| Carcinogenicity | 0.416 | Eye Corrosion | 0.036 |
| Eye Irritation | 0.985 | Respiratory Toxicity | 0.766 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.22 | IGC50 | 3.27 |
| LC50FM | 3.893 | LC50DM | 3.802 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.217 | NR-AR-LBD | 0.364 |
| NR-AhR | 0.003 | NR-Aromatase | 0.07 |
| NR-ER | 0.597 | NR-ER-LBD | 0.497 |
| NR-PPAR-gamma | 0.682 | SR-ARE | 0.594 |
| SR-ATAD5 | 0.729 | SR-HSE | 0.2 |
| SR-MMP | 0.128 | SR-p53 | 0.579 |
Similar covalent drugs
No similar covalent drugs found for this compound.