Compound information
- Natural Products
- ZC1477649
- Molecular Formula
- C20H21NO4
- Molecular Weight
- 339.147058152 g/mol
- Structure
-
- IUPAC Name
- 4-[(1S)-2-(3,4-dihydro-1H-isoquinolin-2-yl)-1-methyl-2-oxo-ethoxy]-3-methoxy-benzaldehyde
- InChI
- InChI=1S/C20H21NO4/c1-14(25-18-8-7-15(13-22)11-19(18)24-2)20(23)21-10-9-16-5-3-4-6-17(16)12-21/h3-8,11,13-14H,9-10,12H2,1-2H3/t14-/m0/s1
- InChI Key
- ZNRGUKXLIMDWSF-AWEZNQCLSA-N
- SMILES
- COc1cc(C=O)ccc1O[C@@H](C)C(=O)N1CCc2ccccc2C1
- Source
- ZINC000020004261
Warheads
- Aldehydic carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 3 |
| Heteroatom Count | 5 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 55.84 Å2 | LogP | 2.687 |
| LogS | -3.018 | LogD | 2.356 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.03 | Pgp substrate | 0.015 |
| HIA | 0.959 | F20 % | 0.993 |
| F30 % | 0.967 | Caco-2 | -4.553 |
| MDCK | -4.691 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.071 | PPB | 76.285 |
| VD | 1.341 | Fu | 1.642 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.191 | CYP1A2 substrate | 0.77 |
| CYP2A6 substrate | 0.785 | CYP2B6 substrate | 0.694 |
| CYP2C19 inhibitor | 0.773 | CYP2C19 substrate | 0.933 |
| CYP2C8 substrate | 0.843 | CYP2C9 inhibitor | 0.78 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.005 |
| CYP2D6 substrate | 0.887 | CYP2E1 substrate | 0.205 |
| CYP3A4 inhibitor | 0.073 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.641 | CL | 9.569 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.19 | Hepatotoxicity | 0.563 |
| Mutagenicity | 0.012 | Rat Oral Acute Toxicity | 0.099 |
| FDAMDD | 0.526 | Skin Sensitization | 0.837 |
| Carcinogenicity | 0.138 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.317 | Respiratory Toxicity | 0.655 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.646 | IGC50 | 3.904 |
| LC50FM | 4.729 | LC50DM | 4.594 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.303 | NR-AR-LBD | 0.2 |
| NR-AhR | 0.361 | NR-Aromatase | 0.191 |
| NR-ER | 0.373 | NR-ER-LBD | 0.448 |
| NR-PPAR-gamma | 0.186 | SR-ARE | 0.506 |
| SR-ATAD5 | 0.656 | SR-HSE | 0.067 |
| SR-MMP | 0.077 | SR-p53 | 0.275 |
Similar covalent drugs
No similar covalent drugs found for this compound.