Compound information
- Natural Products
- ZC1951759
- Molecular Formula
- C22H23FN2O3
- Molecular Weight
- 382.169270816 g/mol
- Structure
-
- IUPAC Name
- [4-(2-fluorophenyl)piperazin-1-yl]-spiro[2,4-dihydro-1,5-benzodioxepine-3,1'-cyclopropane]-7-yl-methanone
- InChI
- InChI=1S/C22H23FN2O3/c23-17-3-1-2-4-18(17)24-9-11-25(12-10-24)21(26)16-5-6-19-20(13-16)28-15-22(7-8-22)14-27-19/h1-6,13H,7-12,14-15H2
- InChI Key
- NQZWUWODTHUIHN-UHFFFAOYSA-N
- SMILES
- O=C(c1ccc2c(c1)OCC1(CC1)CO2)N1CCN(c2ccccc2F)CC1
- Source
- ZINC000225367110
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 5 |
| Heteroatom Count | 6 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 42.01 Å2 | LogP | 3.454 |
| LogS | -5.174 | LogD | 3.263 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.896 | Pgp substrate | 0.011 |
| HIA | 0.963 | F20 % | 0.994 |
| F30 % | 0.96 | Caco-2 | -4.615 |
| MDCK | -4.739 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.082 | PPB | 94.783 |
| VD | 2.253 | Fu | 1.493 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.846 | CYP1A2 substrate | 0.707 |
| CYP2A6 substrate | 0.505 | CYP2B6 substrate | 0.68 |
| CYP2C19 inhibitor | 0.627 | CYP2C19 substrate | 0.714 |
| CYP2C8 substrate | 0.781 | CYP2C9 inhibitor | 0.853 |
| CYP2C9 substrate | 0.064 | CYP2D6 inhibitor | 0.154 |
| CYP2D6 substrate | 0.995 | CYP2E1 substrate | 0.149 |
| CYP3A4 inhibitor | 0.441 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.273 | CL | 2.777 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.879 | Hepatotoxicity | 0.718 |
| Mutagenicity | 0.011 | Rat Oral Acute Toxicity | 0.64 |
| FDAMDD | 0.395 | Skin Sensitization | 0.035 |
| Carcinogenicity | 0.048 | Eye Corrosion | 0.0 |
| Eye Irritation | 0.011 | Respiratory Toxicity | 0.071 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.732 | IGC50 | 4.109 |
| LC50FM | -7.119 | LC50DM | -3.789 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.756 | NR-AR-LBD | 0.242 |
| NR-AhR | 0.685 | NR-Aromatase | 0.149 |
| NR-ER | 0.653 | NR-ER-LBD | 0.469 |
| NR-PPAR-gamma | 0.159 | SR-ARE | 0.852 |
| SR-ATAD5 | 0.669 | SR-HSE | 0.322 |
| SR-MMP | 0.512 | SR-p53 | 0.244 |
Similar covalent drugs
No similar covalent drugs found for this compound.