Compound information
- Natural Products
- ZC334409
- Molecular Formula
- C14H16ClN3O3
- Molecular Weight
- 309.088019052 g/mol
- Structure
-
- IUPAC Name
- [4-(2-chlorophenyl)piperazin-1-yl]-[(1S,2S)-2-nitrocyclopropyl]methanone
- InChI
- InChI=1S/C14H16ClN3O3/c15-11-3-1-2-4-12(11)16-5-7-17(8-6-16)14(19)10-9-13(10)18(20)21/h1-4,10,13H,5-9H2/t10-,13-/m0/s1
- InChI Key
- CTFQIHNNPMCQJZ-GWCFXTLKSA-N
- SMILES
- O=C([C@H]1C[C@@H]1[N+](=O)[O-])N1CCN(c2ccccc2Cl)CC1
- Source
- ZINC000047271807
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 3 |
| Heteroatom Count | 7 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 66.69 Å2 | LogP | 2.188 |
| LogS | -2.818 | LogD | 2.063 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.017 | Pgp substrate | 0.971 |
| HIA | 0.962 | F20 % | 0.99 |
| F30 % | 0.921 | Caco-2 | -4.589 |
| MDCK | -4.745 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.917 | PPB | 83.452 |
| VD | 0.675 | Fu | 0.592 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.029 | CYP1A2 substrate | 0.544 |
| CYP2A6 substrate | 0.648 | CYP2B6 substrate | 0.678 |
| CYP2C19 inhibitor | 0.54 | CYP2C19 substrate | 0.977 |
| CYP2C8 substrate | 0.777 | CYP2C9 inhibitor | 0.056 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.041 |
| CYP2D6 substrate | 0.912 | CYP2E1 substrate | 0.567 |
| CYP3A4 inhibitor | 0.005 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.593 | CL | 4.392 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.657 | Hepatotoxicity | 0.994 |
| Mutagenicity | 0.906 | Rat Oral Acute Toxicity | 0.778 |
| FDAMDD | 0.861 | Skin Sensitization | 0.903 |
| Carcinogenicity | 0.275 | Eye Corrosion | 0.054 |
| Eye Irritation | 0.618 | Respiratory Toxicity | 0.864 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.088 | IGC50 | 3.21 |
| LC50FM | 0.039 | LC50DM | 1.344 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.634 | NR-AR-LBD | 0.284 |
| NR-AhR | 0.483 | NR-Aromatase | 0.024 |
| NR-ER | 0.353 | NR-ER-LBD | 0.436 |
| NR-PPAR-gamma | 0.138 | SR-ARE | 0.262 |
| SR-ATAD5 | 0.428 | SR-HSE | 0.179 |
| SR-MMP | 0.009 | SR-p53 | 0.066 |
Similar covalent drugs
No similar covalent drugs found for this compound.