Compound information
- Natural Products
- NACP79282
- Molecular Formula
- C20H20O5
- Molecular Weight
- 340.13107374 g/mol
- Structure
-
- IUPAC Name
- 7-(4-hydroxy-3-methoxy-phenyl)-1-(4-hydroxyphenyl)hept-1-ene-3,5-dione
- InChI
- InChI=1S/C20H20O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-4,6-9,11-12,21,24H,5,10,13H2,1H3
- InChI Key
- MCERWWPBQHGSTL-UHFFFAOYSA-N
- SMILES
- O=C(C=CC1=CC=C(O)C=C1)CC(=O)CCC2=CC=C(O)C(OC)=C2
- CAS
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Diarylheptanoids
- SubClass
- Linear diarylheptanoids
- Source
- CNP0390161
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 2 |
| Heteroatom Count | 5 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 83.83 Å2 | LogP | 2.422 |
| LogS | -4.971 | LogD | 2.683 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.7 | Pgp substrate | 0.014 |
| HIA | 0.962 | F20 % | 0.828 |
| F30 % | 0.377 | Caco-2 | -4.84 |
| MDCK | -4.869 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.022 | PPB | 50.192 |
| VD | 1.626 | Fu | 0.833 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.626 | CYP1A2 substrate | 0.514 |
| CYP2A6 substrate | 0.404 | CYP2B6 substrate | 0.635 |
| CYP2C19 inhibitor | 0.659 | CYP2C19 substrate | 0.756 |
| CYP2C8 substrate | 0.835 | CYP2C9 inhibitor | 0.756 |
| CYP2C9 substrate | 0.025 | CYP2D6 inhibitor | 0.349 |
| CYP2D6 substrate | 0.498 | CYP2E1 substrate | 0.155 |
| CYP3A4 inhibitor | 0.49 | CYP3A4 substrate | 0.071 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.985 | CL | 15.838 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.033 | Hepatotoxicity | 0.087 |
| Mutagenicity | 0.105 | Rat Oral Acute Toxicity | 0.137 |
| FDAMDD | 0.681 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.389 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.878 | Respiratory Toxicity | 0.28 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.841 | IGC50 | 5.685 |
| LC50FM | 5.992 | LC50DM | 4.046 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.461 | NR-AR-LBD | 0.85 |
| NR-AhR | 0.641 | NR-Aromatase | 0.113 |
| NR-ER | 0.92 | NR-ER-LBD | 0.855 |
| NR-PPAR-gamma | 0.899 | SR-ARE | 0.395 |
| SR-ATAD5 | 0.804 | SR-HSE | 0.84 |
| SR-MMP | 0.865 | SR-p53 | 0.718 |
Similar covalent drugs
No similar covalent drugs found for this compound.