Compound information
- Natural Products
- ZC308317
- Molecular Formula
- C16H22N2O6
- Molecular Weight
- 338.147786424 g/mol
- Structure
-
- IUPAC Name
- (2R)-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-/m1/s1
- InChI Key
- VNPGEDJLONFGEL-CHWSQXEVSA-N
- SMILES
- CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](CO)C(=O)O
- Source
- ZINC000004762555
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 | 1.173 |
| LogS | -2.103 | LogD | 0.183 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.004 | Pgp substrate | 0.057 |
| HIA | 0.796 | F20 % | 0.991 |
| F30 % | 0.519 | Caco-2 | -6.09 |
| MDCK | -5.783 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.011 | PPB | 31.134 |
| VD | 0.324 | Fu | 0.479 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.006 | CYP1A2 substrate | 0.534 |
| CYP2A6 substrate | 0.285 | CYP2B6 substrate | 0.383 |
| CYP2C19 inhibitor | 0.031 | CYP2C19 substrate | 0.446 |
| CYP2C8 substrate | 0.541 | CYP2C9 inhibitor | 0.044 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.02 |
| CYP2D6 substrate | 0.166 | CYP2E1 substrate | 0.261 |
| CYP3A4 inhibitor | 0.009 | CYP3A4 substrate | 0.311 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.887 | CL | 2.648 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.015 | Hepatotoxicity | 0.074 |
| Mutagenicity | 0.18 | Rat Oral Acute Toxicity | 0.027 |
| FDAMDD | 0.013 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.089 | Respiratory Toxicity | 0.002 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.522 | IGC50 | 2.315 |
| LC50FM | 2.655 | LC50DM | 3.804 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.429 | NR-AR-LBD | 0.473 |
| NR-AhR | 0.004 | NR-Aromatase | 0.028 |
| NR-ER | 0.409 | NR-ER-LBD | 0.342 |
| NR-PPAR-gamma | 0.457 | SR-ARE | 0.115 |
| SR-ATAD5 | 0.274 | SR-HSE | 0.052 |
| SR-MMP | 0.008 | SR-p53 | 0.036 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.