Compound information
- Natural Products
- NACP113346
- Molecular Formula
- C21H22O5
- Molecular Weight
- 354.146723804 g/mol
- Structure
-
- IUPAC Name
- 1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-4,6-dien-3-one
- InChI
- InChI=1S/C21H22O5/c1-25-20-13-15(8-11-18(20)23)5-3-4-6-17(22)10-7-16-9-12-19(24)21(14-16)26-2/h3-6,8-9,11-14,23-24H,7,10H2,1-2H3
- InChI Key
- QWMYYGNLMQEGNV-UHFFFAOYSA-N
- SMILES
- O=C(C=CC=CC1=CC=C(O)C(OC)=C1)CCC2=CC=C(O)C(OC)=C2
- CAS
- 685530-96-5
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Diarylheptanoids
- SubClass
- Linear diarylheptanoids
- Source
- CNP0144709
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 2 |
| Heteroatom Count | 5 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 75.99 Å2 | LogP | 3.289 |
| LogS | -4.938 | LogD | 3.687 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.855 | Pgp substrate | 0.002 |
| HIA | 0.963 | F20 % | 0.86 |
| F30 % | 0.556 | Caco-2 | -4.815 |
| MDCK | -4.861 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.059 | PPB | 87.934 |
| VD | 1.195 | Fu | 1.214 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.99 | CYP1A2 substrate | 0.733 |
| CYP2A6 substrate | 0.478 | CYP2B6 substrate | 0.641 |
| CYP2C19 inhibitor | 0.374 | CYP2C19 substrate | 0.753 |
| CYP2C8 substrate | 0.788 | CYP2C9 inhibitor | 0.857 |
| CYP2C9 substrate | 0.196 | CYP2D6 inhibitor | 0.111 |
| CYP2D6 substrate | 0.837 | CYP2E1 substrate | 0.284 |
| CYP3A4 inhibitor | 0.934 | CYP3A4 substrate | 0.105 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.953 | CL | 12.268 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.083 | Hepatotoxicity | 0.031 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.137 |
| FDAMDD | 0.862 | Skin Sensitization | 0.999 |
| Carcinogenicity | 0.28 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.777 | Respiratory Toxicity | 0.408 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.442 | IGC50 | 5.484 |
| LC50FM | 6.657 | LC50DM | 5.799 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.251 | NR-AR-LBD | 0.873 |
| NR-AhR | 0.629 | NR-Aromatase | 0.761 |
| NR-ER | 0.798 | NR-ER-LBD | 0.809 |
| NR-PPAR-gamma | 0.954 | SR-ARE | 0.945 |
| SR-ATAD5 | 0.86 | SR-HSE | 0.957 |
| SR-MMP | 0.919 | SR-p53 | 0.901 |
Similar covalent drugs
No similar covalent drugs found for this compound.