Compound information
- Natural Products
- ZC956328
- Molecular Formula
- C18H24N2O5
- Molecular Weight
- 348.168521868 g/mol
- Structure
-
- IUPAC Name
- (2R)-2-[[(2R)-1-benzyloxycarbonylpyrrolidine-2-carbonyl]amino]-3-methyl-butanoic acid
- InChI
- InChI=1S/C18H24N2O5/c1-12(2)15(17(22)23)19-16(21)14-9-6-10-20(14)18(24)25-11-13-7-4-3-5-8-13/h3-5,7-8,12,14-15H,6,9-11H2,1-2H3,(H,19,21)(H,22,23)/t14-,15-/m1/s1
- InChI Key
- RMPUPQMKXGKXSG-HUUCEWRRSA-N
- SMILES
- CC(C)[C@@H](NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1)C(=O)O
- Source
- ZINC000001564484
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 95.94 Å2 | LogP | 2.267 |
| LogS | -2.596 | LogD | 1.083 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.019 | Pgp substrate | 0.004 |
| HIA | 0.963 | F20 % | 0.979 |
| F30 % | 0.813 | Caco-2 | -5.645 |
| MDCK | -5.668 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.033 | PPB | 45.829 |
| VD | 0.288 | Fu | 0.668 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.004 | CYP1A2 substrate | 0.482 |
| CYP2A6 substrate | 0.448 | CYP2B6 substrate | 0.457 |
| CYP2C19 inhibitor | 0.049 | CYP2C19 substrate | 0.571 |
| CYP2C8 substrate | 0.491 | CYP2C9 inhibitor | 0.033 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.036 |
| CYP2D6 substrate | 0.247 | CYP2E1 substrate | 0.272 |
| CYP3A4 inhibitor | 0.011 | CYP3A4 substrate | 0.761 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.911 | CL | 3.232 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.002 | Hepatotoxicity | 0.809 |
| Mutagenicity | 0.017 | Rat Oral Acute Toxicity | 0.144 |
| FDAMDD | 0.044 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.143 | Respiratory Toxicity | 0.003 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.362 | IGC50 | 2.301 |
| LC50FM | 2.91 | LC50DM | 3.961 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.503 | NR-AR-LBD | 0.433 |
| NR-AhR | 0.007 | NR-Aromatase | 0.026 |
| NR-ER | 0.44 | NR-ER-LBD | 0.372 |
| NR-PPAR-gamma | 0.366 | SR-ARE | 0.053 |
| SR-ATAD5 | 0.265 | SR-HSE | 0.07 |
| SR-MMP | 0.008 | SR-p53 | 0.038 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.