Compound information
- Natural Products
- ZC2602553
- Molecular Formula
- C22H28N2O3
- Molecular Weight
- 368.209992756 g/mol
- Structure
-
- IUPAC Name
- tert-butyl (2R)-2-[[(1S)-1-(2-naphthyl)ethyl]carbamoyl]pyrrolidine-1-carboxylate
- InChI
- InChI=1S/C22H28N2O3/c1-15(17-12-11-16-8-5-6-9-18(16)14-17)23-20(25)19-10-7-13-24(19)21(26)27-22(2,3)4/h5-6,8-9,11-12,14-15,19H,7,10,13H2,1-4H3,(H,23,25)/t15-,19+/m0/s1
- InChI Key
- IOXRXTKBAHGXDZ-HNAYVOBHSA-N
- SMILES
- C[C@H](NC(=O)[C@H]1CCCN1C(=O)OC(C)(C)C)c1ccc2ccccc2c1
- Source
- ZINC000030397646
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 3 |
| Heteroatom Count | 5 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 58.64 Å2 | LogP | 4.321 |
| LogS | -5.649 | LogD | 4.046 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.273 | Pgp substrate | 0.022 |
| HIA | 0.968 | F20 % | 0.986 |
| F30 % | 0.939 | Caco-2 | -4.584 |
| MDCK | -5.187 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.966 | PPB | 74.35 |
| VD | 2.115 | Fu | 1.603 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.047 | CYP1A2 substrate | 0.558 |
| CYP2A6 substrate | 0.703 | CYP2B6 substrate | 0.749 |
| CYP2C19 inhibitor | 0.697 | CYP2C19 substrate | 0.949 |
| CYP2C8 substrate | 0.671 | CYP2C9 inhibitor | 0.077 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.017 |
| CYP2D6 substrate | 0.992 | CYP2E1 substrate | 0.912 |
| CYP3A4 inhibitor | 0.331 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.329 | CL | 5.676 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.151 | Hepatotoxicity | 0.893 |
| Mutagenicity | 0.012 | Rat Oral Acute Toxicity | 0.326 |
| FDAMDD | 0.496 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.455 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.017 | Respiratory Toxicity | 0.058 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.591 | IGC50 | 3.696 |
| LC50FM | 2.732 | LC50DM | 3.465 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.38 | NR-AR-LBD | 0.235 |
| NR-AhR | 0.02 | NR-Aromatase | 0.035 |
| NR-ER | 0.281 | NR-ER-LBD | 0.376 |
| NR-PPAR-gamma | 0.191 | SR-ARE | 0.529 |
| SR-ATAD5 | 0.313 | SR-HSE | 0.063 |
| SR-MMP | 0.07 | SR-p53 | 0.027 |
Similar covalent drugs
No similar covalent drugs found for this compound.