Compound information
- Natural Products
- ZC1944463
- Molecular Formula
- C22H26N4O5
- Molecular Weight
- 426.190319932 g/mol
- Structure
-
- IUPAC Name
- [4-[3-(cyclopropylamino)-4-nitro-phenyl]piperazin-1-yl]-(3,4-dimethoxyphenyl)methanone
- InChI
- InChI=1S/C22H26N4O5/c1-30-20-8-3-15(13-21(20)31-2)22(27)25-11-9-24(10-12-25)17-6-7-19(26(28)29)18(14-17)23-16-4-5-16/h3,6-8,13-14,16,23H,4-5,9-12H2,1-2H3
- InChI Key
- NGCZEBPTSKBTCI-UHFFFAOYSA-N
- SMILES
- COc1ccc(C(=O)N2CCN(c3ccc([N+](=O)[O-])c(NC4CC4)c3)CC2)cc1OC
- Source
- ZINC000009601714
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 31 | Ring Count | 4 |
| Heteroatom Count | 9 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 97.18 Å2 | LogP | 2.727 |
| LogS | -4.489 | LogD | 2.855 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.803 | Pgp substrate | 0.994 |
| HIA | 0.965 | F20 % | 0.989 |
| F30 % | 0.947 | Caco-2 | -4.839 |
| MDCK | -5.125 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.012 | PPB | 92.304 |
| VD | 1.657 | Fu | 1.137 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.002 | CYP1A2 substrate | 0.676 |
| CYP2A6 substrate | 0.419 | CYP2B6 substrate | 0.649 |
| CYP2C19 inhibitor | 0.774 | CYP2C19 substrate | 0.789 |
| CYP2C8 substrate | 0.732 | CYP2C9 inhibitor | 0.921 |
| CYP2C9 substrate | 0.223 | CYP2D6 inhibitor | 0.057 |
| CYP2D6 substrate | 0.924 | CYP2E1 substrate | 0.278 |
| CYP3A4 inhibitor | 0.895 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.397 | CL | 2.443 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.266 | Hepatotoxicity | 0.981 |
| Mutagenicity | 0.95 | Rat Oral Acute Toxicity | 0.676 |
| FDAMDD | 0.467 | Skin Sensitization | 0.993 |
| Carcinogenicity | 0.311 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.04 | Respiratory Toxicity | 0.578 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.334 | IGC50 | 4.036 |
| LC50FM | -10.747 | LC50DM | -4.736 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.791 | NR-AR-LBD | 0.469 |
| NR-AhR | 0.717 | NR-Aromatase | 0.149 |
| NR-ER | 0.646 | NR-ER-LBD | 0.571 |
| NR-PPAR-gamma | 0.223 | SR-ARE | 0.855 |
| SR-ATAD5 | 0.822 | SR-HSE | 0.478 |
| SR-MMP | 0.725 | SR-p53 | 0.738 |
Similar covalent drugs
No similar covalent drugs found for this compound.