Compound information
- Natural Products
- NACP154427
- Molecular Formula
- C20H20O4
- Molecular Weight
- 324.13615912 g/mol
- Structure
-
- IUPAC Name
- 7-(4-hydroxy-3-methoxy-phenyl)-1-phenyl-hept-1-ene-3,5-dione
- InChI
- InChI=1S/C20H20O4/c1-24-20-13-16(9-12-19(20)23)8-11-18(22)14-17(21)10-7-15-5-3-2-4-6-15/h2-7,9-10,12-13,23H,8,11,14H2,1H3
- InChI Key
- XKAXAUQZQAJLDY-UHFFFAOYSA-N
- SMILES
- O=C(C=CC=1C=CC=CC1)CC(=O)CCC2=CC=C(O)C(OC)=C2
- CAS
- 52014-17-2
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Diarylheptanoids
- SubClass
- Linear diarylheptanoids
- Source
- CNP0050439
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 2 |
| Heteroatom Count | 4 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 63.6 Å2 | LogP | 2.787 |
| LogS | -5.065 | LogD | 2.744 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.966 | Pgp substrate | 0.006 |
| HIA | 0.965 | F20 % | 0.979 |
| F30 % | 0.815 | Caco-2 | -4.781 |
| MDCK | -4.6 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.891 | PPB | 48.508 |
| VD | 1.232 | Fu | 1.046 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.957 | CYP1A2 substrate | 0.58 |
| CYP2A6 substrate | 0.426 | CYP2B6 substrate | 0.708 |
| CYP2C19 inhibitor | 0.788 | CYP2C19 substrate | 0.838 |
| CYP2C8 substrate | 0.822 | CYP2C9 inhibitor | 0.549 |
| CYP2C9 substrate | 0.029 | CYP2D6 inhibitor | 0.288 |
| CYP2D6 substrate | 0.401 | CYP2E1 substrate | 0.19 |
| CYP3A4 inhibitor | 0.15 | CYP3A4 substrate | 0.11 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.976 | CL | 13.597 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.01 | Hepatotoxicity | 0.16 |
| Mutagenicity | 0.037 | Rat Oral Acute Toxicity | 0.207 |
| FDAMDD | 0.81 | Skin Sensitization | 0.999 |
| Carcinogenicity | 0.112 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.957 | Respiratory Toxicity | 0.522 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.485 | IGC50 | 5.39 |
| LC50FM | 5.76 | LC50DM | 4.275 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.3 | NR-AR-LBD | 0.712 |
| NR-AhR | 0.604 | NR-Aromatase | 0.083 |
| NR-ER | 0.799 | NR-ER-LBD | 0.456 |
| NR-PPAR-gamma | 0.872 | SR-ARE | 0.139 |
| SR-ATAD5 | 0.749 | SR-HSE | 0.69 |
| SR-MMP | 0.377 | SR-p53 | 0.402 |
Similar covalent drugs
No similar covalent drugs found for this compound.