Compound information
- Natural Products
- NACP60583
- Molecular Formula
- C17H22O3
- Molecular Weight
- 274.156894564 g/mol
- Structure
-
- IUPAC Name
- 1-(4-hydroxy-3-methoxy-phenyl)deca-1,4-dien-3-one
- InChI
- InChI=1S/C17H22O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-13,19H,3-6H2,1-2H3
- InChI Key
- JLXKTAQNHHXFHL-UHFFFAOYSA-N
- SMILES
- O=C(C=CC1=CC=C(O)C(OC)=C1)C=CCCCCC
- CAS
- 212137-55-8
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- SubClass
- Hydroxycinnamic acids and derivatives
- Source
- CNP0259343
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 20 | Ring Count | 1 |
| Heteroatom Count | 3 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 46.53 Å2 | LogP | 4.196 |
| LogS | -5.201 | LogD | 3.915 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.279 | Pgp substrate | 0.001 |
| HIA | 0.964 | F20 % | 0.874 |
| F30 % | 0.427 | Caco-2 | -4.815 |
| MDCK | -4.573 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.992 | PPB | 94.699 |
| VD | 1.01 | Fu | 1.587 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.951 | CYP1A2 substrate | 0.668 |
| CYP2A6 substrate | 0.793 | CYP2B6 substrate | 0.638 |
| CYP2C19 inhibitor | 0.657 | CYP2C19 substrate | 0.615 |
| CYP2C8 substrate | 0.675 | CYP2C9 inhibitor | 0.796 |
| CYP2C9 substrate | 0.046 | CYP2D6 inhibitor | 0.177 |
| CYP2D6 substrate | 0.419 | CYP2E1 substrate | 0.86 |
| CYP3A4 inhibitor | 0.085 | CYP3A4 substrate | 0.067 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.916 | CL | 11.802 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.617 | Hepatotoxicity | 0.127 |
| Mutagenicity | 0.018 | Rat Oral Acute Toxicity | 0.096 |
| FDAMDD | 0.678 | Skin Sensitization | 0.999 |
| Carcinogenicity | 0.039 | Eye Corrosion | 0.065 |
| Eye Irritation | 0.947 | Respiratory Toxicity | 0.95 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.278 | IGC50 | 5.58 |
| LC50FM | 6.397 | LC50DM | 6.241 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.348 | NR-AR-LBD | 0.371 |
| NR-AhR | 0.315 | NR-Aromatase | 0.533 |
| NR-ER | 0.735 | NR-ER-LBD | 0.609 |
| NR-PPAR-gamma | 0.903 | SR-ARE | 0.844 |
| SR-ATAD5 | 0.722 | SR-HSE | 0.911 |
| SR-MMP | 0.967 | SR-p53 | 0.706 |
Similar covalent drugs
No similar covalent drugs found for this compound.