Compound information
- Natural Products
- ZC662961
- Molecular Formula
- C22H25N3O4
- Molecular Weight
- 395.18450628 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1S)-1-benzyl-2-oxo-2-[[(3S)-2-oxo-3-piperidyl]amino]ethyl]carbamate
- InChI
- InChI=1S/C22H25N3O4/c26-20-18(12-7-13-23-20)24-21(27)19(14-16-8-3-1-4-9-16)25-22(28)29-15-17-10-5-2-6-11-17/h1-6,8-11,18-19H,7,12-15H2,(H,23,26)(H,24,27)(H,25,28)/t18-,19-/m0/s1
- InChI Key
- LSWQHHIFTBBENT-OALUTQOASA-N
- SMILES
- O=C(N[C@@H](Cc1ccccc1)C(=O)N[C@H]1CCCNC1=O)OCc1ccccc1
- Source
- ZINC000050636053
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 | 3 |
| Topological Polar Surface Area | 96.53 Å2 | LogP | 2.331 |
| LogS | -3.849 | LogD | 3.187 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.029 | Pgp substrate | 0.053 |
| HIA | 0.689 | F20 % | 0.298 |
| F30 % | 0.0 | Caco-2 | -4.772 |
| MDCK | -4.685 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.003 | PPB | 89.373 |
| VD | 1.078 | Fu | 1.118 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.039 | CYP1A2 substrate | 0.743 |
| CYP2A6 substrate | 0.557 | CYP2B6 substrate | 0.574 |
| CYP2C19 inhibitor | 0.519 | CYP2C19 substrate | 0.933 |
| CYP2C8 substrate | 0.789 | CYP2C9 inhibitor | 0.201 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.063 |
| CYP2D6 substrate | 0.923 | CYP2E1 substrate | 0.274 |
| CYP3A4 inhibitor | 0.156 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.734 | CL | 4.812 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.013 | Hepatotoxicity | 0.142 |
| Mutagenicity | 0.055 | Rat Oral Acute Toxicity | 0.415 |
| FDAMDD | 0.436 | Skin Sensitization | 0.003 |
| Carcinogenicity | 0.003 | Eye Corrosion | 0.008 |
| Eye Irritation | 0.006 | Respiratory Toxicity | 0.028 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.175 | IGC50 | 3.497 |
| LC50FM | 2.368 | LC50DM | 4.84 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.17 | NR-AR-LBD | 0.215 |
| NR-AhR | 0.004 | NR-Aromatase | 0.126 |
| NR-ER | 0.435 | NR-ER-LBD | 0.382 |
| NR-PPAR-gamma | 0.393 | SR-ARE | 0.16 |
| SR-ATAD5 | 0.566 | SR-HSE | 0.494 |
| SR-MMP | 0.414 | SR-p53 | 0.107 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.