Compound information
- Natural Products
- ZC1807552
- Molecular Formula
- C21H24N4O4
- Molecular Weight
- 396.179755248 g/mol
- Structure
-
- IUPAC Name
- [4-[3-(cyclopropylamino)-4-nitro-phenyl]piperazin-1-yl]-(3-methoxyphenyl)methanone
- InChI
- InChI=1S/C21H24N4O4/c1-29-18-4-2-3-15(13-18)21(26)24-11-9-23(10-12-24)17-7-8-20(25(27)28)19(14-17)22-16-5-6-16/h2-4,7-8,13-14,16,22H,5-6,9-12H2,1H3
- InChI Key
- DGICAXVMDXSPQW-UHFFFAOYSA-N
- SMILES
- COc1cccc(C(=O)N2CCN(c3ccc([N+](=O)[O-])c(NC4CC4)c3)CC2)c1
- Source
- ZINC000004575225
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 29 | Ring Count | 4 |
| Heteroatom Count | 8 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 87.95 Å2 | LogP | 3.297 |
| LogS | -4.595 | LogD | 3.214 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.837 | Pgp substrate | 0.99 |
| HIA | 0.963 | F20 % | 0.989 |
| F30 % | 0.95 | Caco-2 | -4.886 |
| MDCK | -5.095 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.007 | PPB | 91.82 |
| VD | 1.579 | Fu | 1.311 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.005 | CYP1A2 substrate | 0.709 |
| CYP2A6 substrate | 0.388 | CYP2B6 substrate | 0.645 |
| CYP2C19 inhibitor | 0.88 | CYP2C19 substrate | 0.86 |
| CYP2C8 substrate | 0.714 | CYP2C9 inhibitor | 0.92 |
| CYP2C9 substrate | 0.037 | CYP2D6 inhibitor | 0.381 |
| CYP2D6 substrate | 0.963 | CYP2E1 substrate | 0.207 |
| CYP3A4 inhibitor | 0.813 | CYP3A4 substrate | 0.992 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.409 | CL | 1.793 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.109 | Hepatotoxicity | 0.974 |
| Mutagenicity | 0.988 | Rat Oral Acute Toxicity | 0.748 |
| FDAMDD | 0.606 | Skin Sensitization | 0.995 |
| Carcinogenicity | 0.174 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.081 | Respiratory Toxicity | 0.649 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.398 | IGC50 | 4.118 |
| LC50FM | -8.732 | LC50DM | -4.627 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.829 | NR-AR-LBD | 0.358 |
| NR-AhR | 0.765 | NR-Aromatase | 0.056 |
| NR-ER | 0.701 | NR-ER-LBD | 0.561 |
| NR-PPAR-gamma | 0.234 | SR-ARE | 0.87 |
| SR-ATAD5 | 0.794 | SR-HSE | 0.486 |
| SR-MMP | 0.498 | SR-p53 | 0.693 |
Similar covalent drugs
No similar covalent drugs found for this compound.