Compound information
- Natural Products
- ZC385528
- Molecular Formula
- C17H22N4O2S
- Molecular Weight
- 346.146346944 g/mol
- Structure
-
- IUPAC Name
- N-[(3S)-1-[(2R)-2,4-dicyanobutyl]-3-piperidyl]benzenesulfonamide
- InChI
- InChI=1S/C17H22N4O2S/c18-10-4-6-15(12-19)13-21-11-5-7-16(14-21)20-24(22,23)17-8-2-1-3-9-17/h1-3,8-9,15-16,20H,4-7,11,13-14H2/t15-,16-/m0/s1
- InChI Key
- OLHJYHRNMBNAFD-HOTGVXAUSA-N
- SMILES
- N#CCC[C@@H](C#N)CN1CCC[C@H](NS(=O)(=O)c2ccccc2)C1
- Source
- ZINC000069878508
Warheads
- Nitrile
-
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 96.99 Å2 | LogP | 0.732 |
| LogS | -1.708 | LogD | 0.982 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.25 | Pgp substrate | 1.0 |
| HIA | 0.967 | F20 % | 0.926 |
| F30 % | 0.014 | Caco-2 | -5.359 |
| MDCK | -5.24 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.062 | PPB | 64.069 |
| VD | 0.825 | Fu | 0.169 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.104 | CYP1A2 substrate | 0.523 |
| CYP2A6 substrate | 0.737 | CYP2B6 substrate | 0.78 |
| CYP2C19 inhibitor | 0.04 | CYP2C19 substrate | 0.833 |
| CYP2C8 substrate | 0.65 | CYP2C9 inhibitor | 0.021 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.021 |
| CYP2D6 substrate | 0.998 | CYP2E1 substrate | 0.402 |
| CYP3A4 inhibitor | 0.067 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.413 | CL | 4.729 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.013 | Hepatotoxicity | 0.997 |
| Mutagenicity | 0.101 | Rat Oral Acute Toxicity | 0.495 |
| FDAMDD | 0.971 | Skin Sensitization | 0.232 |
| Carcinogenicity | 0.012 | Eye Corrosion | 0.054 |
| Eye Irritation | 0.961 | Respiratory Toxicity | 0.996 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.128 | IGC50 | 2.168 |
| LC50FM | 2.457 | LC50DM | 3.587 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.483 | NR-AR-LBD | 0.341 |
| NR-AhR | 0.007 | NR-Aromatase | 0.013 |
| NR-ER | 0.261 | NR-ER-LBD | 0.355 |
| NR-PPAR-gamma | 0.107 | SR-ARE | 0.213 |
| SR-ATAD5 | 0.271 | SR-HSE | 0.09 |
| SR-MMP | 0.01 | SR-p53 | 0.033 |
Similar covalent drugs
No similar covalent drugs found for this compound.