Compound information
- Natural Products
- ZC439403
- Molecular Formula
- C16H20N2O5
- Molecular Weight
- 320.13722174 g/mol
- Structure
-
- IUPAC Name
- (2R)-1-[(2R)-2-(benzyloxycarbonylamino)propanoyl]pyrrolidine-2-carboxylic acid
- InChI
- InChI=1S/C16H20N2O5/c1-11(14(19)18-9-5-8-13(18)15(20)21)17-16(22)23-10-12-6-3-2-4-7-12/h2-4,6-7,11,13H,5,8-10H2,1H3,(H,17,22)(H,20,21)/t11-,13-/m1/s1
- InChI Key
- RSSOZTMMMIWOJB-DGCLKSJQSA-N
- SMILES
- C[C@@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@@H]1C(=O)O
- Source
- ZINC000001575980
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
Property | Value | Property | Value |
---|---|---|---|
Heavy Atom Count | 23 | Ring Count | 2 |
Heteroatom Count | 7 | Rotatable Bond Count | 5 |
Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
Topological Polar Surface Area | 95.94 Å2 | LogP | 0.956 |
LogS | -1.427 | LogD | 0.094 |
Absorption
Property | Value | Property | Value |
---|---|---|---|
Pgp inhibitor | 0.017 | Pgp substrate | 0.024 |
HIA | 0.939 | F20 % | 0.996 |
F30 % | 0.941 | Caco-2 | -5.671 |
MDCK | -5.544 |
Distribution
Property | Value | Property | Value |
---|---|---|---|
BBB Penetration | 0.137 | PPB | 53.448 |
VD | 0.336 | Fu | 0.429 |
Metabolism
Property | Value | Property | Value |
---|---|---|---|
CYP1A2 inhibitor | 0.006 | CYP1A2 substrate | 0.532 |
CYP2A6 substrate | 0.384 | CYP2B6 substrate | 0.474 |
CYP2C19 inhibitor | 0.045 | CYP2C19 substrate | 0.594 |
CYP2C8 substrate | 0.485 | CYP2C9 inhibitor | 0.045 |
CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.019 |
CYP2D6 substrate | 0.247 | CYP2E1 substrate | 0.362 |
CYP3A4 inhibitor | 0.012 | CYP3A4 substrate | 0.922 |
Excretion
Property | Value | Property | Value |
---|---|---|---|
T1/2 | 0.923 | CL | 2.544 |
Toxicity
Property | Value | Property | Value |
---|---|---|---|
hERG Blockers | 0.003 | Hepatotoxicity | 0.571 |
Mutagenicity | 0.023 | Rat Oral Acute Toxicity | 0.107 |
FDAMDD | 0.073 | Skin Sensitization | 0.003 |
Carcinogenicity | 0.002 | Eye Corrosion | 0.003 |
Eye Irritation | 0.058 | Respiratory Toxicity | 0.012 |
Environmental Toxicity
Property | Value | Property | Value |
---|---|---|---|
Bioconcentration Factors | -0.844 | IGC50 | 2.072 |
LC50FM | 2.644 | LC50DM | 4.912 |
Tox21 Pathway
Property | Value | Property | Value |
---|---|---|---|
NR-AR | 0.5 | NR-AR-LBD | 0.429 |
NR-AhR | 0.005 | NR-Aromatase | 0.023 |
NR-ER | 0.425 | NR-ER-LBD | 0.344 |
NR-PPAR-gamma | 0.344 | SR-ARE | 0.075 |
SR-ATAD5 | 0.244 | SR-HSE | 0.075 |
SR-MMP | 0.009 | SR-p53 | 0.044 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.