Compound information
- Natural Products
- ZC2317769
- Molecular Formula
- C21H26N2O3S
- Molecular Weight
- 386.166413692 g/mol
- Structure
-
- IUPAC Name
- S-benzyl (2S)-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-/m0/s1
- InChI Key
- FIWAQJRIROPAEC-IBGZPJMESA-N
- SMILES
- NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)SCc1ccccc1
- Source
- ZINC000004899510
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 | 3.433 |
| LogS | -3.711 | LogD | 3.051 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.061 | Pgp substrate | 0.958 |
| HIA | 0.962 | F20 % | 0.991 |
| F30 % | 0.586 | Caco-2 | -4.953 |
| MDCK | -4.65 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.347 | PPB | 89.894 |
| VD | 0.92 | Fu | 1.185 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.983 | CYP1A2 substrate | 0.788 |
| CYP2A6 substrate | 0.6 | CYP2B6 substrate | 0.7 |
| CYP2C19 inhibitor | 0.877 | CYP2C19 substrate | 0.888 |
| CYP2C8 substrate | 0.824 | CYP2C9 inhibitor | 0.519 |
| CYP2C9 substrate | 0.981 | CYP2D6 inhibitor | 0.625 |
| CYP2D6 substrate | 0.913 | CYP2E1 substrate | 0.39 |
| CYP3A4 inhibitor | 0.861 | CYP3A4 substrate | 0.995 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.862 | CL | 6.43 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.349 | Hepatotoxicity | 0.888 |
| Mutagenicity | 0.271 | Rat Oral Acute Toxicity | 0.33 |
| FDAMDD | 0.696 | Skin Sensitization | 0.597 |
| Carcinogenicity | 0.042 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.002 | Respiratory Toxicity | 0.38 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.844 | IGC50 | 4.098 |
| LC50FM | 4.729 | LC50DM | 6.215 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.276 | NR-AR-LBD | 0.818 |
| NR-AhR | 0.013 | NR-Aromatase | 0.105 |
| NR-ER | 0.699 | NR-ER-LBD | 0.57 |
| NR-PPAR-gamma | 0.667 | SR-ARE | 0.275 |
| SR-ATAD5 | 0.786 | SR-HSE | 0.324 |
| SR-MMP | 0.095 | SR-p53 | 0.591 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.