Compound information
- Natural Products
- NACP125051
- Molecular Formula
- C21H30O3
- Molecular Weight
- 330.21949482 g/mol
- Structure
-
- IUPAC Name
- 1-(4-hydroxy-3-methoxy-phenyl)tetradeca-1,4-dien-3-one
- InChI
- InChI=1S/C21H30O3/c1-3-4-5-6-7-8-9-10-11-12-19(22)15-13-18-14-16-20(23)21(17-18)24-2/h11-17,23H,3-10H2,1-2H3
- InChI Key
- SNJCFSROVQPPGS-UHFFFAOYSA-N
- SMILES
- O=C(C=CC1=CC=C(O)C(OC)=C1)C=CCCCCCCCCC
- CAS
- 212137-56-9
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- SubClass
- Hydroxycinnamic acids and derivatives
- Source
- CNP0159183
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 1 |
| Heteroatom Count | 3 | Rotatable Bond Count | 12 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 46.53 Å2 | LogP | 6.119 |
| LogS | -6.352 | LogD | 4.546 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.3 | Pgp substrate | 0.001 |
| HIA | 0.97 | F20 % | 0.271 |
| F30 % | 0.105 | Caco-2 | -4.818 |
| MDCK | -4.576 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.996 | PPB | 95.308 |
| VD | 0.901 | Fu | 2.11 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.639 | CYP1A2 substrate | 0.56 |
| CYP2A6 substrate | 0.621 | CYP2B6 substrate | 0.68 |
| CYP2C19 inhibitor | 0.752 | CYP2C19 substrate | 0.545 |
| CYP2C8 substrate | 0.653 | CYP2C9 inhibitor | 0.754 |
| CYP2C9 substrate | 0.013 | CYP2D6 inhibitor | 0.38 |
| CYP2D6 substrate | 0.276 | CYP2E1 substrate | 0.918 |
| CYP3A4 inhibitor | 0.511 | CYP3A4 substrate | 0.039 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.793 | CL | 7.312 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.915 | Hepatotoxicity | 0.414 |
| Mutagenicity | 0.064 | Rat Oral Acute Toxicity | 0.016 |
| FDAMDD | 0.712 | Skin Sensitization | 0.999 |
| Carcinogenicity | 0.014 | Eye Corrosion | 0.084 |
| Eye Irritation | 0.93 | Respiratory Toxicity | 0.859 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.363 | IGC50 | 6.385 |
| LC50FM | 6.88 | LC50DM | 6.338 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.422 | NR-AR-LBD | 0.332 |
| NR-AhR | 0.139 | NR-Aromatase | 0.723 |
| NR-ER | 0.761 | NR-ER-LBD | 0.596 |
| NR-PPAR-gamma | 0.912 | SR-ARE | 0.805 |
| SR-ATAD5 | 0.684 | SR-HSE | 0.921 |
| SR-MMP | 0.932 | SR-p53 | 0.733 |
Similar covalent drugs
No similar covalent drugs found for this compound.