Compound information
- Natural Products
- NACP43009
- Molecular Formula
- C20H20O6
- Molecular Weight
- 356.12598836 g/mol
- Structure
-
- IUPAC Name
- 7-hydroxy-1-(4-hydroxy-3-methoxy-phenyl)-7-(4-hydroxyphenyl)hept-1-ene-3,5-dione
- InChI
- InChI=1S/C20H20O6/c1-26-20-10-13(3-9-18(20)24)2-6-16(22)11-17(23)12-19(25)14-4-7-15(21)8-5-14/h2-10,19,21,24-25H,11-12H2,1H3
- InChI Key
- HAAIJGOWTSQWML-UHFFFAOYSA-N
- SMILES
- O=C(C=CC1=CC=C(O)C(OC)=C1)CC(=O)CC(O)C2=CC=C(O)C=C2
- CAS
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Diarylheptanoids
- SubClass
- Linear diarylheptanoids
- Source
- CNP0385897
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 104.06 Å2 | LogP | 1.729 |
| LogS | -3.64 | LogD | 1.857 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.995 | Pgp substrate | 0.307 |
| HIA | 0.952 | F20 % | 0.943 |
| F30 % | 0.022 | Caco-2 | -5.184 |
| MDCK | -5.543 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.003 | PPB | 34.887 |
| VD | 1.097 | Fu | 0.575 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.017 | CYP1A2 substrate | 0.497 |
| CYP2A6 substrate | 0.385 | CYP2B6 substrate | 0.54 |
| CYP2C19 inhibitor | 0.12 | CYP2C19 substrate | 0.769 |
| CYP2C8 substrate | 0.782 | CYP2C9 inhibitor | 0.543 |
| CYP2C9 substrate | 0.011 | CYP2D6 inhibitor | 0.012 |
| CYP2D6 substrate | 0.333 | CYP2E1 substrate | 0.122 |
| CYP3A4 inhibitor | 0.123 | CYP3A4 substrate | 0.069 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.974 | CL | 16.754 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.058 | Hepatotoxicity | 0.021 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.347 |
| FDAMDD | 0.705 | Skin Sensitization | 0.985 |
| Carcinogenicity | 0.42 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.448 | Respiratory Toxicity | 0.294 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.948 | IGC50 | 5.362 |
| LC50FM | 5.467 | LC50DM | 4.165 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.395 | NR-AR-LBD | 0.868 |
| NR-AhR | 0.495 | NR-Aromatase | 0.28 |
| NR-ER | 0.884 | NR-ER-LBD | 0.819 |
| NR-PPAR-gamma | 0.903 | SR-ARE | 0.187 |
| SR-ATAD5 | 0.803 | SR-HSE | 0.81 |
| SR-MMP | 0.891 | SR-p53 | 0.698 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.