Compound information
- Natural Products
- ZC1523926
- Molecular Formula
- C22H24N2O5
- Molecular Weight
- 396.168521868 g/mol
- Structure
-
- IUPAC Name
- (2R)-1-[(2R)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]pyrrolidine-2-carboxylic acid
- InChI
- InChI=1S/C22H24N2O5/c25-20(24-13-7-12-19(24)21(26)27)18(14-16-8-3-1-4-9-16)23-22(28)29-15-17-10-5-2-6-11-17/h1-6,8-11,18-19H,7,12-15H2,(H,23,28)(H,26,27)/t18-,19-/m1/s1
- InChI Key
- SLQMUASKUOLVIO-RTBURBONSA-N
- SMILES
- O=C(N[C@H](Cc1ccccc1)C(=O)N1CCC[C@@H]1C(=O)O)OCc1ccccc1
- Source
- ZINC000004760116
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 29 | Ring Count | 3 |
| Heteroatom Count | 7 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 95.94 Å2 | LogP | 2.675 |
| LogS | -3.588 | LogD | 1.83 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.014 | Pgp substrate | 0.032 |
| HIA | 0.96 | F20 % | 0.993 |
| F30 % | 0.659 | Caco-2 | -5.839 |
| MDCK | -5.042 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.047 | PPB | 75.577 |
| VD | 0.618 | Fu | 1.196 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.002 | CYP1A2 substrate | 0.534 |
| CYP2A6 substrate | 0.49 | CYP2B6 substrate | 0.464 |
| CYP2C19 inhibitor | 0.087 | CYP2C19 substrate | 0.393 |
| CYP2C8 substrate | 0.578 | CYP2C9 inhibitor | 0.167 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.097 |
| CYP2D6 substrate | 0.304 | CYP2E1 substrate | 0.401 |
| CYP3A4 inhibitor | 0.052 | CYP3A4 substrate | 0.959 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.911 | CL | 1.601 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.012 | Hepatotoxicity | 0.738 |
| Mutagenicity | 0.013 | Rat Oral Acute Toxicity | 0.45 |
| FDAMDD | 0.188 | Skin Sensitization | 0.012 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.009 | Respiratory Toxicity | 0.023 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.664 | IGC50 | 2.571 |
| LC50FM | 2.314 | LC50DM | 4.425 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.528 | NR-AR-LBD | 0.385 |
| NR-AhR | 0.009 | NR-Aromatase | 0.024 |
| NR-ER | 0.381 | NR-ER-LBD | 0.365 |
| NR-PPAR-gamma | 0.462 | SR-ARE | 0.09 |
| SR-ATAD5 | 0.251 | SR-HSE | 0.126 |
| SR-MMP | 0.008 | SR-p53 | 0.057 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.