Compound information
- Natural Products
- ZC218593
- Molecular Formula
- C18H26N2O6
- Molecular Weight
- 366.179086552 g/mol
- Structure
-
- IUPAC Name
- methyl (2R)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-hydroxy-propanoyl]amino]-4-methyl-pentanoate
- InChI
- InChI=1S/C18H26N2O6/c1-12(2)9-14(17(23)25-3)19-16(22)15(10-21)20-18(24)26-11-13-7-5-4-6-8-13/h4-8,12,14-15,21H,9-11H2,1-3H3,(H,19,22)(H,20,24)/t14-,15+/m1/s1
- InChI Key
- GDDNLCRRKSFBEC-CABCVRRESA-N
- SMILES
- COC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)OCc1ccccc1
- Source
- ZINC000005707228
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 1 |
| Heteroatom Count | 8 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 113.96 Å2 | LogP | 1.86 |
| LogS | -2.961 | LogD | 2.323 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.144 | Pgp substrate | 0.027 |
| HIA | 0.964 | F20 % | 0.984 |
| F30 % | 0.01 | Caco-2 | -4.979 |
| MDCK | -4.817 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.444 | PPB | 60.46 |
| VD | 0.57 | Fu | 0.832 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.014 | CYP1A2 substrate | 0.684 |
| CYP2A6 substrate | 0.363 | CYP2B6 substrate | 0.472 |
| CYP2C19 inhibitor | 0.445 | CYP2C19 substrate | 0.837 |
| CYP2C8 substrate | 0.651 | CYP2C9 inhibitor | 0.328 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.003 |
| CYP2D6 substrate | 0.414 | CYP2E1 substrate | 0.21 |
| CYP3A4 inhibitor | 0.04 | CYP3A4 substrate | 0.962 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.901 | CL | 6.692 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.393 |
| Mutagenicity | 0.282 | Rat Oral Acute Toxicity | 0.023 |
| FDAMDD | 0.048 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.004 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.007 | Respiratory Toxicity | 0.001 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.211 | IGC50 | 2.306 |
| LC50FM | 3.566 | LC50DM | 4.593 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.158 | NR-AR-LBD | 0.255 |
| NR-AhR | 0.002 | NR-Aromatase | 0.044 |
| NR-ER | 0.262 | NR-ER-LBD | 0.356 |
| NR-PPAR-gamma | 0.211 | SR-ARE | 0.105 |
| SR-ATAD5 | 0.322 | SR-HSE | 0.137 |
| SR-MMP | 0.012 | SR-p53 | 0.022 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.