Compound information
- Natural Products
- ZC1305727
- Molecular Formula
- C24H27N5O5
- Molecular Weight
- 465.201218964 g/mol
- Structure
-
- IUPAC Name
- (2R)-2-(4-methoxyphenyl)-2-[4-(4-morpholino-3-nitro-benzoyl)piperazin-1-yl]acetonitrile
- InChI
- InChI=1S/C24H27N5O5/c1-33-20-5-2-18(3-6-20)23(17-25)26-8-10-28(11-9-26)24(30)19-4-7-21(22(16-19)29(31)32)27-12-14-34-15-13-27/h2-7,16,23H,8-15H2,1H3/t23-/m0/s1
- InChI Key
- XILCOTQXRODUNC-QHCPKHFHSA-N
- SMILES
- COc1ccc([C@H](C#N)N2CCN(C(=O)c3ccc(N4CCOCC4)c([N+](=O)[O-])c3)CC2)cc1
- Source
- ZINC000049581060
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 34 | Ring Count | 4 |
| Heteroatom Count | 10 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 112.18 Å2 | LogP | 2.176 |
| LogS | -3.617 | LogD | 2.482 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.162 | Pgp substrate | 0.026 |
| HIA | 0.967 | F20 % | 0.976 |
| F30 % | 0.693 | Caco-2 | -5.156 |
| MDCK | -4.981 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.081 | PPB | 74.488 |
| VD | 1.071 | Fu | 0.614 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.44 | CYP1A2 substrate | 0.742 |
| CYP2A6 substrate | 0.815 | CYP2B6 substrate | 0.764 |
| CYP2C19 inhibitor | 0.3 | CYP2C19 substrate | 0.934 |
| CYP2C8 substrate | 0.832 | CYP2C9 inhibitor | 0.666 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.018 |
| CYP2D6 substrate | 0.999 | CYP2E1 substrate | 0.82 |
| CYP3A4 inhibitor | 0.399 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.21 | CL | 4.485 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.026 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.903 | Rat Oral Acute Toxicity | 0.754 |
| FDAMDD | 0.736 | Skin Sensitization | 0.959 |
| Carcinogenicity | 0.286 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.088 | Respiratory Toxicity | 0.904 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.081 | IGC50 | 2.951 |
| LC50FM | -9.666 | LC50DM | -2.609 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.638 | NR-AR-LBD | 0.387 |
| NR-AhR | 0.619 | NR-Aromatase | 0.017 |
| NR-ER | 0.369 | NR-ER-LBD | 0.418 |
| NR-PPAR-gamma | 0.064 | SR-ARE | 0.818 |
| SR-ATAD5 | 0.449 | SR-HSE | 0.095 |
| SR-MMP | 0.162 | SR-p53 | 0.226 |
Similar covalent drugs
No similar covalent drugs found for this compound.