Compound information
- Natural Products
- NACP139858
- Molecular Formula
- C20H20O4
- Molecular Weight
- 324.13615912 g/mol
- Structure
-
- IUPAC Name
- 7-(4-hydroxy-3-methoxy-phenyl)-1-(4-hydroxyphenyl)hepta-4,6-dien-3-one
- InChI
- InChI=1S/C20H20O4/c1-24-20-14-16(9-13-19(20)23)4-2-3-5-17(21)10-6-15-7-11-18(22)12-8-15/h2-5,7-9,11-14,22-23H,6,10H2,1H3
- InChI Key
- VJBQUBGTUNBGDY-UHFFFAOYSA-N
- SMILES
- O=C(C=CC=CC1=CC=C(O)C(OC)=C1)CCC2=CC=C(O)C=C2
- CAS
- 887122-47-6
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Diarylheptanoids
- SubClass
- Linear diarylheptanoids
- Source
- CNP0225180
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 2 |
| Heteroatom Count | 4 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 66.76 Å2 | LogP | 3.41 |
| LogS | -4.265 | LogD | 3.665 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.965 | Pgp substrate | 0.004 |
| HIA | 0.965 | F20 % | 0.519 |
| F30 % | 0.17 | Caco-2 | -4.825 |
| MDCK | -4.821 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.067 | PPB | 81.508 |
| VD | 1.127 | Fu | 1.104 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.986 | CYP1A2 substrate | 0.668 |
| CYP2A6 substrate | 0.376 | CYP2B6 substrate | 0.526 |
| CYP2C19 inhibitor | 0.351 | CYP2C19 substrate | 0.705 |
| CYP2C8 substrate | 0.816 | CYP2C9 inhibitor | 0.606 |
| CYP2C9 substrate | 0.031 | CYP2D6 inhibitor | 0.237 |
| CYP2D6 substrate | 0.824 | CYP2E1 substrate | 0.173 |
| CYP3A4 inhibitor | 0.894 | CYP3A4 substrate | 0.055 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.951 | CL | 13.077 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.024 | Hepatotoxicity | 0.105 |
| Mutagenicity | 0.023 | Rat Oral Acute Toxicity | 0.231 |
| FDAMDD | 0.779 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.458 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.94 | Respiratory Toxicity | 0.296 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.62 | IGC50 | 5.782 |
| LC50FM | 6.663 | LC50DM | 5.403 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.269 | NR-AR-LBD | 0.83 |
| NR-AhR | 0.672 | NR-Aromatase | 0.586 |
| NR-ER | 0.92 | NR-ER-LBD | 0.915 |
| NR-PPAR-gamma | 0.948 | SR-ARE | 0.953 |
| SR-ATAD5 | 0.848 | SR-HSE | 0.956 |
| SR-MMP | 0.939 | SR-p53 | 0.932 |
Similar covalent drugs
No similar covalent drugs found for this compound.