Compound information
- Natural Products
- ZC101683
- Molecular Formula
- C12H17N3OS
- Molecular Weight
- 251.109233164 g/mol
- Structure
-
- IUPAC Name
- (E)-2-cyano-3-[(2R,3S,5S)-1,2,5-trimethyl-4-oxo-3-piperidyl]prop-2-enethioamide
- InChI
- InChI=1S/C12H17N3OS/c1-7-6-15(3)8(2)10(11(7)16)4-9(5-13)12(14)17/h4,7-8,10H,6H2,1-3H3,(H2,14,17)/b9-4+/t7-,8+,10-/m0/s1
- InChI Key
- DDJDOUUUOIGZKM-JECZYSCISA-N
- SMILES
- C[C@H]1CN(C)[C@H](C)[C@H](/C=C(\C#N)C(N)=S)C1=O
- Source
- ZINC000033937853
Warheads
- Michael Acceptor
-
- Nitrile
-
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 17 | Ring Count | 1 |
| Heteroatom Count | 5 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 70.12 Å2 | LogP | 0.992 |
| LogS | -1.08 | LogD | 0.425 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.355 | Pgp substrate | 0.821 |
| HIA | 0.962 | F20 % | 0.992 |
| F30 % | 0.953 | Caco-2 | -4.969 |
| MDCK | -5.192 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.007 | PPB | 26.87 |
| VD | 1.1 | Fu | 0.109 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.524 | CYP1A2 substrate | 0.446 |
| CYP2A6 substrate | 0.487 | CYP2B6 substrate | 0.539 |
| CYP2C19 inhibitor | 0.014 | CYP2C19 substrate | 0.984 |
| CYP2C8 substrate | 0.596 | CYP2C9 inhibitor | 0.019 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.042 |
| CYP2D6 substrate | 0.953 | CYP2E1 substrate | 0.682 |
| CYP3A4 inhibitor | 0.13 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.902 | CL | 12.494 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.049 | Hepatotoxicity | 0.995 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.977 |
| FDAMDD | 0.906 | Skin Sensitization | 0.008 |
| Carcinogenicity | 0.223 | Eye Corrosion | 0.042 |
| Eye Irritation | 0.595 | Respiratory Toxicity | 0.949 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.407 | IGC50 | 1.436 |
| LC50FM | 3.402 | LC50DM | 5.224 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.238 | NR-AR-LBD | 0.424 |
| NR-AhR | 0.007 | NR-Aromatase | 0.044 |
| NR-ER | 0.302 | NR-ER-LBD | 0.354 |
| NR-PPAR-gamma | 0.285 | SR-ARE | 0.871 |
| SR-ATAD5 | 0.443 | SR-HSE | 0.155 |
| SR-MMP | 0.005 | SR-p53 | 0.227 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.