Compound information
- Natural Products
- ZC2363833
- Molecular Formula
- C20H21ClN4O3
- Molecular Weight
- 400.130218212 g/mol
- Structure
-
- IUPAC Name
- (4-chlorophenyl)-[4-[3-(cyclopropylamino)-4-nitro-phenyl]piperazin-1-yl]methanone
- InChI
- InChI=1S/C20H21ClN4O3/c21-15-3-1-14(2-4-15)20(26)24-11-9-23(10-12-24)17-7-8-19(25(27)28)18(13-17)22-16-5-6-16/h1-4,7-8,13,16,22H,5-6,9-12H2
- InChI Key
- NYJVKMRCIXVSNV-UHFFFAOYSA-N
- SMILES
- O=C(c1ccc(Cl)cc1)N1CCN(c2ccc([N+](=O)[O-])c(NC3CC3)c2)CC1
- Source
- ZINC000004687398
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 4 |
| Heteroatom Count | 8 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 78.72 Å2 | LogP | 3.908 |
| LogS | -5.117 | LogD | 3.452 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.975 | Pgp substrate | 0.99 |
| HIA | 0.964 | F20 % | 0.991 |
| F30 % | 0.963 | Caco-2 | -4.889 |
| MDCK | -5.107 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.005 | PPB | 96.307 |
| VD | 2.246 | Fu | 1.485 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.027 | CYP1A2 substrate | 0.727 |
| CYP2A6 substrate | 0.496 | CYP2B6 substrate | 0.642 |
| CYP2C19 inhibitor | 0.845 | CYP2C19 substrate | 0.854 |
| CYP2C8 substrate | 0.802 | CYP2C9 inhibitor | 0.942 |
| CYP2C9 substrate | 0.492 | CYP2D6 inhibitor | 0.141 |
| CYP2D6 substrate | 0.976 | CYP2E1 substrate | 0.322 |
| CYP3A4 inhibitor | 0.581 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.214 | CL | 1.475 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.265 | Hepatotoxicity | 0.99 |
| Mutagenicity | 0.992 | Rat Oral Acute Toxicity | 0.627 |
| FDAMDD | 0.695 | Skin Sensitization | 0.992 |
| Carcinogenicity | 0.452 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.129 | Respiratory Toxicity | 0.558 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.633 | IGC50 | 3.946 |
| LC50FM | -9.404 | LC50DM | -2.408 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.767 | NR-AR-LBD | 0.404 |
| NR-AhR | 0.8 | NR-Aromatase | 0.098 |
| NR-ER | 0.687 | NR-ER-LBD | 0.673 |
| NR-PPAR-gamma | 0.338 | SR-ARE | 0.868 |
| SR-ATAD5 | 0.782 | SR-HSE | 0.754 |
| SR-MMP | 0.682 | SR-p53 | 0.763 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.