Compound information
- Natural Products
- NACP100590
- Molecular Formula
- C19H20BrNO3
- Molecular Weight
- 389.0626556 g/mol
- Structure
-
- IUPAC Name
- 4a-bromo-9-methoxy-3,7a-dimethyl-1,2,4,13-tetrahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
- InChI
- InChI=1S/C19H20BrNO3/c1-17-14(22)6-7-19(20)13-10-11-4-5-12(23-3)16(24-17)15(11)18(17,19)8-9-21(13)2/h4-7,13H,8-10H2,1-3H3
- InChI Key
- PCGGWLLGERNERR-UHFFFAOYSA-N
- SMILES
- O=C1C=CC2(Br)C3N(C)CCC42C5=C(OC14C)C(OC)=CC=C5C3
- CAS
- SuperClass
- Alkaloids and derivatives
- Class
- Morphinans
- SubClass
- NaN
- Source
- CNP0243762
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 5 |
| Heteroatom Count | 5 | Rotatable Bond Count | 1 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 38.77 Å2 | LogP | 2.376 |
| LogS | -2.965 | LogD | 2.566 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.998 | Pgp substrate | 0.06 |
| HIA | 0.965 | F20 % | 0.992 |
| F30 % | 0.978 | Caco-2 | -4.621 |
| MDCK | -4.563 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.999 | PPB | 33.02 |
| VD | 2.216 | Fu | 0.261 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.005 | CYP1A2 substrate | 0.424 |
| CYP2A6 substrate | 0.534 | CYP2B6 substrate | 0.45 |
| CYP2C19 inhibitor | 0.134 | CYP2C19 substrate | 0.693 |
| CYP2C8 substrate | 0.623 | CYP2C9 inhibitor | 0.015 |
| CYP2C9 substrate | 0.031 | CYP2D6 inhibitor | 0.481 |
| CYP2D6 substrate | 0.832 | CYP2E1 substrate | 0.294 |
| CYP3A4 inhibitor | 0.022 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.289 | CL | 8.954 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.272 | Hepatotoxicity | 0.149 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.94 |
| FDAMDD | 0.997 | Skin Sensitization | 0.999 |
| Carcinogenicity | 0.959 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.065 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.555 | IGC50 | 3.962 |
| LC50FM | 6.078 | LC50DM | 5.494 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.625 | NR-AR-LBD | 0.905 |
| NR-AhR | 0.554 | NR-Aromatase | 0.853 |
| NR-ER | 0.343 | NR-ER-LBD | 0.733 |
| NR-PPAR-gamma | 0.571 | SR-ARE | 0.951 |
| SR-ATAD5 | 0.724 | SR-HSE | 0.729 |
| SR-MMP | 0.558 | SR-p53 | 0.88 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.