Compound information
- Natural Products
- ZC2281360
- Molecular Formula
- C21H26N2O3S
- Molecular Weight
- 386.166413692 g/mol
- Structure
-
- IUPAC Name
- S-benzyl (2R)-6-amino-2-(benzyloxycarbonylamino)hexanethioate
- InChI
- InChI=1S/C21H26N2O3S/c22-14-8-7-13-19(20(24)27-16-18-11-5-2-6-12-18)23-21(25)26-15-17-9-3-1-4-10-17/h1-6,9-12,19H,7-8,13-16,22H2,(H,23,25)/t19-/m1/s1
- InChI Key
- FIWAQJRIROPAEC-LJQANCHMSA-N
- SMILES
- NCCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)SCc1ccccc1
- Source
- ZINC000004535925
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 10 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 81.42 Å2 | LogP | 3.533 |
| LogS | -3.676 | LogD | 3.349 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.156 | Pgp substrate | 0.943 |
| HIA | 0.967 | F20 % | 0.994 |
| F30 % | 0.919 | Caco-2 | -4.604 |
| MDCK | -4.83 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.357 | PPB | 70.922 |
| VD | 0.791 | Fu | 1.148 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.927 | CYP1A2 substrate | 0.767 |
| CYP2A6 substrate | 0.652 | CYP2B6 substrate | 0.672 |
| CYP2C19 inhibitor | 0.948 | CYP2C19 substrate | 0.711 |
| CYP2C8 substrate | 0.756 | CYP2C9 inhibitor | 0.362 |
| CYP2C9 substrate | 0.83 | CYP2D6 inhibitor | 0.696 |
| CYP2D6 substrate | 0.808 | CYP2E1 substrate | 0.497 |
| CYP3A4 inhibitor | 0.989 | CYP3A4 substrate | 0.994 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.786 | CL | 3.847 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.536 | Hepatotoxicity | 0.828 |
| Mutagenicity | 0.606 | Rat Oral Acute Toxicity | 0.222 |
| FDAMDD | 0.622 | Skin Sensitization | 0.904 |
| Carcinogenicity | 0.026 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.002 | Respiratory Toxicity | 0.435 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.144 | IGC50 | 4.358 |
| LC50FM | 4.899 | LC50DM | 6.072 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.206 | NR-AR-LBD | 0.413 |
| NR-AhR | 0.007 | NR-Aromatase | 0.077 |
| NR-ER | 0.459 | NR-ER-LBD | 0.351 |
| NR-PPAR-gamma | 0.476 | SR-ARE | 0.285 |
| SR-ATAD5 | 0.655 | SR-HSE | 0.158 |
| SR-MMP | 0.058 | SR-p53 | 0.203 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.