Compound information
- Natural Products
- ZC2417286
- Molecular Formula
- C20H21BrN4O3
- Molecular Weight
- 444.079702632 g/mol
- Structure
-
- IUPAC Name
- (3-bromophenyl)-[4-[3-(cyclopropylamino)-4-nitro-phenyl]piperazin-1-yl]methanone
- InChI
- InChI=1S/C20H21BrN4O3/c21-15-3-1-2-14(12-15)20(26)24-10-8-23(9-11-24)17-6-7-19(25(27)28)18(13-17)22-16-4-5-16/h1-3,6-7,12-13,16,22H,4-5,8-11H2
- InChI Key
- IPEAXLJPXNVMJD-UHFFFAOYSA-N
- SMILES
- O=C(c1cccc(Br)c1)N1CCN(c2ccc([N+](=O)[O-])c(NC3CC3)c2)CC1
- Source
- ZINC000006444529
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 | 4.023 |
| LogS | -5.098 | LogD | 3.601 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.99 | Pgp substrate | 0.985 |
| HIA | 0.97 | F20 % | 0.986 |
| F30 % | 0.982 | Caco-2 | -5.002 |
| MDCK | -5.154 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.007 | PPB | 97.052 |
| VD | 1.28 | Fu | 1.57 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.01 | CYP1A2 substrate | 0.74 |
| CYP2A6 substrate | 0.479 | CYP2B6 substrate | 0.645 |
| CYP2C19 inhibitor | 0.873 | CYP2C19 substrate | 0.894 |
| CYP2C8 substrate | 0.758 | CYP2C9 inhibitor | 0.899 |
| CYP2C9 substrate | 0.066 | CYP2D6 inhibitor | 0.349 |
| CYP2D6 substrate | 0.967 | CYP2E1 substrate | 0.254 |
| CYP3A4 inhibitor | 0.655 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.287 | CL | 1.556 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.25 | Hepatotoxicity | 0.997 |
| Mutagenicity | 0.994 | Rat Oral Acute Toxicity | 0.702 |
| FDAMDD | 0.795 | Skin Sensitization | 0.996 |
| Carcinogenicity | 0.446 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.292 | Respiratory Toxicity | 0.748 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.592 | IGC50 | 3.781 |
| LC50FM | -5.361 | LC50DM | -0.362 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.793 | NR-AR-LBD | 0.397 |
| NR-AhR | 0.801 | NR-Aromatase | 0.058 |
| NR-ER | 0.676 | NR-ER-LBD | 0.56 |
| NR-PPAR-gamma | 0.321 | SR-ARE | 0.851 |
| SR-ATAD5 | 0.772 | SR-HSE | 0.727 |
| SR-MMP | 0.637 | SR-p53 | 0.68 |
Similar covalent drugs
No similar covalent drugs found for this compound.