Compound information
- Natural Products
- ZC384663
- Molecular Formula
- C17H22N4O2S
- Molecular Weight
- 346.146346944 g/mol
- Structure
-
- IUPAC Name
- N-[(3S)-1-[(2S)-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+/m1/s1
- InChI Key
- OLHJYHRNMBNAFD-CVEARBPZSA-N
- SMILES
- N#CCC[C@H](C#N)CN1CCC[C@H](NS(=O)(=O)c2ccccc2)C1
- Source
- ZINC000106773291
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 | 0.719 |
| LogS | -1.504 | LogD | 0.979 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.304 | Pgp substrate | 1.0 |
| HIA | 0.968 | F20 % | 0.909 |
| F30 % | 0.025 | Caco-2 | -5.411 |
| MDCK | -5.309 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.153 | PPB | 87.419 |
| VD | 0.824 | Fu | 0.192 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.087 | CYP1A2 substrate | 0.529 |
| CYP2A6 substrate | 0.765 | CYP2B6 substrate | 0.812 |
| CYP2C19 inhibitor | 0.038 | CYP2C19 substrate | 0.898 |
| CYP2C8 substrate | 0.693 | CYP2C9 inhibitor | 0.03 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.062 |
| CYP2D6 substrate | 0.999 | CYP2E1 substrate | 0.424 |
| CYP3A4 inhibitor | 0.159 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.484 | CL | 4.18 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.01 | Hepatotoxicity | 0.994 |
| Mutagenicity | 0.019 | Rat Oral Acute Toxicity | 0.368 |
| FDAMDD | 0.973 | Skin Sensitization | 0.264 |
| Carcinogenicity | 0.007 | Eye Corrosion | 0.055 |
| Eye Irritation | 0.944 | Respiratory Toxicity | 0.996 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.172 | IGC50 | 2.209 |
| LC50FM | 2.792 | LC50DM | 3.038 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.496 | NR-AR-LBD | 0.429 |
| NR-AhR | 0.006 | NR-Aromatase | 0.02 |
| NR-ER | 0.274 | NR-ER-LBD | 0.427 |
| NR-PPAR-gamma | 0.13 | SR-ARE | 0.163 |
| SR-ATAD5 | 0.309 | SR-HSE | 0.101 |
| SR-MMP | 0.009 | SR-p53 | 0.022 |
Similar covalent drugs
No similar covalent drugs found for this compound.