Compound information
- Natural Products
- ZC913521
- Molecular Formula
- C18H24N2O6
- Molecular Weight
- 364.163436488 g/mol
- Structure
-
- IUPAC Name
- (2R)-6-(allyloxycarbonylamino)-2-(benzyloxycarbonylamino)hexanoic acid
- InChI
- InChI=1S/C18H24N2O6/c1-2-12-25-17(23)19-11-7-6-10-15(16(21)22)20-18(24)26-13-14-8-4-3-5-9-14/h2-5,8-9,15H,1,6-7,10-13H2,(H,19,23)(H,20,24)(H,21,22)/t15-/m1/s1
- InChI Key
- GEQXLKJXRGNFCW-OAHLLOKOSA-N
- SMILES
- C=CCOC(=O)NCCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)O
- Source
- ZINC000200378015
Warheads
- Carbamate
-
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 1 |
| Heteroatom Count | 8 | Rotatable Bond Count | 11 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 113.96 Å2 | LogP | 2.314 |
| LogS | -3.253 | LogD | 1.484 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.018 | Pgp substrate | 0.182 |
| HIA | 0.961 | F20 % | 0.993 |
| F30 % | 0.007 | Caco-2 | -5.737 |
| MDCK | -5.711 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.354 | PPB | 51.207 |
| VD | 0.431 | Fu | 0.492 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.046 | CYP1A2 substrate | 0.43 |
| CYP2A6 substrate | 0.314 | CYP2B6 substrate | 0.5 |
| CYP2C19 inhibitor | 0.081 | CYP2C19 substrate | 0.515 |
| CYP2C8 substrate | 0.507 | CYP2C9 inhibitor | 0.167 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.288 |
| CYP2D6 substrate | 0.497 | CYP2E1 substrate | 0.478 |
| CYP3A4 inhibitor | 0.096 | CYP3A4 substrate | 0.839 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.887 | CL | 3.689 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.007 | Hepatotoxicity | 0.077 |
| Mutagenicity | 0.043 | Rat Oral Acute Toxicity | 0.031 |
| FDAMDD | 0.07 | Skin Sensitization | 0.239 |
| Carcinogenicity | 0.003 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.027 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.348 | IGC50 | 2.085 |
| LC50FM | 4.186 | LC50DM | 5.757 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.472 | NR-AR-LBD | 0.32 |
| NR-AhR | 0.005 | NR-Aromatase | 0.024 |
| NR-ER | 0.306 | NR-ER-LBD | 0.326 |
| NR-PPAR-gamma | 0.481 | SR-ARE | 0.05 |
| SR-ATAD5 | 0.303 | SR-HSE | 0.147 |
| SR-MMP | 0.008 | SR-p53 | 0.037 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.