Compound information
- Natural Products
- ZC1305650
- Molecular Formula
- C24H27N5O5
- Molecular Weight
- 465.201218964 g/mol
- Structure
-
- IUPAC Name
- (2S)-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-/m1/s1
- InChI Key
- XILCOTQXRODUNC-HSZRJFAPSA-N
- SMILES
- COc1ccc([C@@H](C#N)N2CCN(C(=O)c3ccc(N4CCOCC4)c([N+](=O)[O-])c3)CC2)cc1
- Source
- ZINC000049581059
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 | 2.119 |
| LogS | -3.833 | LogD | 2.323 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.334 | Pgp substrate | 0.022 |
| HIA | 0.965 | F20 % | 0.988 |
| F30 % | 0.601 | Caco-2 | -5.069 |
| MDCK | -5.063 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.109 | PPB | 79.282 |
| VD | 1.092 | Fu | 0.808 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.541 | CYP1A2 substrate | 0.757 |
| CYP2A6 substrate | 0.821 | CYP2B6 substrate | 0.751 |
| CYP2C19 inhibitor | 0.35 | CYP2C19 substrate | 0.953 |
| CYP2C8 substrate | 0.855 | CYP2C9 inhibitor | 0.582 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.053 |
| CYP2D6 substrate | 1.0 | CYP2E1 substrate | 0.796 |
| CYP3A4 inhibitor | 0.687 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.17 | CL | 3.873 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.136 | Hepatotoxicity | 0.996 |
| Mutagenicity | 0.74 | Rat Oral Acute Toxicity | 0.727 |
| FDAMDD | 0.815 | Skin Sensitization | 0.939 |
| Carcinogenicity | 0.124 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.069 | Respiratory Toxicity | 0.965 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.169 | IGC50 | 2.915 |
| LC50FM | -9.609 | LC50DM | -1.204 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.63 | NR-AR-LBD | 0.427 |
| NR-AhR | 0.623 | NR-Aromatase | 0.027 |
| NR-ER | 0.38 | NR-ER-LBD | 0.446 |
| NR-PPAR-gamma | 0.078 | SR-ARE | 0.822 |
| SR-ATAD5 | 0.52 | SR-HSE | 0.099 |
| SR-MMP | 0.213 | SR-p53 | 0.254 |
Similar covalent drugs
No similar covalent drugs found for this compound.