Compound information
- Natural Products
- NACP116005
- Molecular Formula
- C22H22O5
- Molecular Weight
- 366.146723804 g/mol
- Structure
-
- IUPAC Name
- 1-(4-hydroxy-3-methoxy-phenyl)-9-(4-hydroxyphenyl)nona-2,7-diene-4,6-dione
- InChI
- InChI=1S/C22H22O5/c1-27-22-14-17(10-13-21(22)26)5-3-7-20(25)15-19(24)6-2-4-16-8-11-18(23)12-9-16/h2-3,6-14,23,26H,4-5,15H2,1H3
- InChI Key
- RGMADVSAJHLTDE-UHFFFAOYSA-N
- SMILES
- O=C(C=CCC1=CC=C(O)C=C1)CC(=O)C=CCC2=CC=C(O)C(OC)=C2
- CAS
- 91884-87-6
- SuperClass
- Benzenoids
- Class
- Phenols
- SubClass
- Methoxyphenols
- Source
- CNP0268785
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 5 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 83.83 Å2 | LogP | 2.575 |
| LogS | -5.284 | LogD | 3.045 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.008 | Pgp substrate | 0.049 |
| HIA | 0.977 | F20 % | 0.99 |
| F30 % | 0.38 | Caco-2 | -4.689 |
| MDCK | -4.951 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.825 | PPB | 90.317 |
| VD | 0.284 | Fu | 0.743 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.401 | CYP1A2 substrate | 0.604 |
| CYP2A6 substrate | 0.452 | CYP2B6 substrate | 0.507 |
| CYP2C19 inhibitor | 0.529 | CYP2C19 substrate | 0.768 |
| CYP2C8 substrate | 0.908 | CYP2C9 inhibitor | 0.937 |
| CYP2C9 substrate | 0.02 | CYP2D6 inhibitor | 0.559 |
| CYP2D6 substrate | 0.455 | CYP2E1 substrate | 0.14 |
| CYP3A4 inhibitor | 0.795 | CYP3A4 substrate | 0.164 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.973 | CL | 17.589 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.023 | Hepatotoxicity | 0.941 |
| Mutagenicity | 0.259 | Rat Oral Acute Toxicity | 0.158 |
| FDAMDD | 0.391 | Skin Sensitization | 0.087 |
| Carcinogenicity | 0.297 | Eye Corrosion | 0.059 |
| Eye Irritation | 0.907 | Respiratory Toxicity | 0.297 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.978 | IGC50 | 5.884 |
| LC50FM | 6.684 | LC50DM | 6.45 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.302 | NR-AR-LBD | 0.762 |
| NR-AhR | 0.426 | NR-Aromatase | 0.248 |
| NR-ER | 0.818 | NR-ER-LBD | 0.858 |
| NR-PPAR-gamma | 0.922 | SR-ARE | 0.861 |
| SR-ATAD5 | 0.742 | SR-HSE | 0.889 |
| SR-MMP | 0.826 | SR-p53 | 0.789 |
Similar covalent drugs
No similar covalent drugs found for this compound.