Compound information
- Natural Products
- ZC542331
- Molecular Formula
- C18H23N3O6
- Molecular Weight
- 377.158685456 g/mol
- Structure
-
- IUPAC Name
- (2,5-dioxopyrrolidin-1-yl) (2R)-6-amino-2-(benzyloxycarbonylamino)hexanoate
- InChI
- InChI=1S/C18H23N3O6/c19-11-5-4-8-14(17(24)27-21-15(22)9-10-16(21)23)20-18(25)26-12-13-6-2-1-3-7-13/h1-3,6-7,14H,4-5,8-12,19H2,(H,20,25)/t14-/m1/s1
- InChI Key
- NJBVAHRKBNAVFV-CQSZACIVSA-N
- SMILES
- NCCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)ON1C(=O)CCC1=O
- Source
- ZINC000059792387
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 9 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 128.03 Å2 | LogP | 0.406 |
| LogS | -2.048 | LogD | 0.759 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.012 | Pgp substrate | 0.756 |
| HIA | 0.865 | F20 % | 0.962 |
| F30 % | 0.049 | Caco-2 | -5.883 |
| MDCK | -5.852 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.975 | PPB | 36.301 |
| VD | 0.969 | Fu | 0.118 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.013 | CYP1A2 substrate | 0.484 |
| CYP2A6 substrate | 0.2 | CYP2B6 substrate | 0.408 |
| CYP2C19 inhibitor | 0.192 | CYP2C19 substrate | 0.463 |
| CYP2C8 substrate | 0.462 | CYP2C9 inhibitor | 0.068 |
| CYP2C9 substrate | 0.454 | CYP2D6 inhibitor | 0.005 |
| CYP2D6 substrate | 0.222 | CYP2E1 substrate | 0.213 |
| CYP3A4 inhibitor | 0.278 | CYP3A4 substrate | 0.975 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.945 | CL | 4.078 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.133 | Hepatotoxicity | 0.102 |
| Mutagenicity | 0.429 | Rat Oral Acute Toxicity | 0.23 |
| FDAMDD | 0.127 | Skin Sensitization | 0.727 |
| Carcinogenicity | 0.046 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.08 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.589 | IGC50 | 2.392 |
| LC50FM | 2.722 | LC50DM | 6.124 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.455 | NR-AR-LBD | 0.267 |
| NR-AhR | 0.003 | NR-Aromatase | 0.024 |
| NR-ER | 0.274 | NR-ER-LBD | 0.4 |
| NR-PPAR-gamma | 0.363 | SR-ARE | 0.297 |
| SR-ATAD5 | 0.329 | SR-HSE | 0.286 |
| SR-MMP | 0.017 | SR-p53 | 0.515 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.