Compound information
- Natural Products
- ZC204969
- Molecular Formula
- C16H22N2O6
- Molecular Weight
- 338.147786424 g/mol
- Structure
-
- IUPAC Name
- (2S)-2-[[(2S)-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-STQMWFEESA-N
- SMILES
- CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CO)C(=O)O
- Source
- ZINC000002508271
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 | 1.103 |
| LogS | -2.656 | LogD | 0.233 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.021 |
| HIA | 0.611 | F20 % | 0.981 |
| F30 % | 0.465 | Caco-2 | -6.553 |
| MDCK | -5.604 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.023 | PPB | 70.739 |
| VD | 0.336 | Fu | 0.739 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.641 |
| CYP2A6 substrate | 0.483 | CYP2B6 substrate | 0.596 |
| CYP2C19 inhibitor | 0.107 | CYP2C19 substrate | 0.949 |
| CYP2C8 substrate | 0.847 | CYP2C9 inhibitor | 0.055 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.069 |
| CYP2D6 substrate | 0.489 | CYP2E1 substrate | 0.29 |
| CYP3A4 inhibitor | 0.008 | CYP3A4 substrate | 0.851 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.799 | CL | 3.335 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.004 | Hepatotoxicity | 0.345 |
| Mutagenicity | 0.055 | Rat Oral Acute Toxicity | 0.044 |
| FDAMDD | 0.016 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.005 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.138 | Respiratory Toxicity | 0.002 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.353 | IGC50 | 2.023 |
| LC50FM | 3.0 | LC50DM | 4.487 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.265 | NR-AR-LBD | 0.35 |
| NR-AhR | 0.002 | NR-Aromatase | 0.071 |
| NR-ER | 0.373 | NR-ER-LBD | 0.304 |
| NR-PPAR-gamma | 0.486 | SR-ARE | 0.085 |
| SR-ATAD5 | 0.291 | SR-HSE | 0.109 |
| SR-MMP | 0.009 | SR-p53 | 0.024 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.