Compound information
- Natural Products
- ZC209357
- Molecular Formula
- C16H22N2O6
- Molecular Weight
- 338.147786424 g/mol
- Structure
-
- IUPAC Name
- (2S)-2-[[(2R)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-3-hydroxy-propanoic acid
- InChI
- InChI=1S/C16H22N2O6/c1-10(2)13(14(20)17-12(8-19)15(21)22)18-16(23)24-9-11-6-4-3-5-7-11/h3-7,10,12-13,19H,8-9H2,1-2H3,(H,17,20)(H,18,23)(H,21,22)/t12-,13+/m0/s1
- InChI Key
- VNPGEDJLONFGEL-QWHCGFSZSA-N
- SMILES
- CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CO)C(=O)O
- Source
- ZINC000004762548
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 1 |
| Heteroatom Count | 8 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 124.96 Å2 | LogP | 1.16 |
| LogS | -2.289 | LogD | 0.204 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.049 |
| HIA | 0.886 | F20 % | 0.987 |
| F30 % | 0.113 | Caco-2 | -6.205 |
| MDCK | -5.79 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.228 | PPB | 50.658 |
| VD | 0.348 | Fu | 0.45 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.004 | CYP1A2 substrate | 0.598 |
| CYP2A6 substrate | 0.374 | CYP2B6 substrate | 0.464 |
| CYP2C19 inhibitor | 0.109 | CYP2C19 substrate | 0.843 |
| CYP2C8 substrate | 0.764 | CYP2C9 inhibitor | 0.046 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.031 |
| CYP2D6 substrate | 0.426 | CYP2E1 substrate | 0.277 |
| CYP3A4 inhibitor | 0.005 | CYP3A4 substrate | 0.757 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.868 | CL | 3.331 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.006 | Hepatotoxicity | 0.123 |
| Mutagenicity | 0.136 | Rat Oral Acute Toxicity | 0.062 |
| FDAMDD | 0.017 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.003 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.093 | Respiratory Toxicity | 0.002 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.13 | IGC50 | 2.2 |
| LC50FM | 2.957 | LC50DM | 4.499 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.323 | NR-AR-LBD | 0.404 |
| NR-AhR | 0.004 | NR-Aromatase | 0.045 |
| NR-ER | 0.396 | NR-ER-LBD | 0.334 |
| NR-PPAR-gamma | 0.474 | SR-ARE | 0.087 |
| SR-ATAD5 | 0.283 | SR-HSE | 0.057 |
| SR-MMP | 0.008 | SR-p53 | 0.023 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.