Compound information
- Natural Products
- NACP119740
- Molecular Formula
- C16H20O5
- Molecular Weight
- 292.13107374 g/mol
- Structure
-
- IUPAC Name
- 3-oxohexyl 3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
- InChI
- InChI=1S/C16H20O5/c1-3-4-13(17)9-10-21-16(19)8-6-12-5-7-14(18)15(11-12)20-2/h5-8,11,18H,3-4,9-10H2,1-2H3
- InChI Key
- RUCDRXZZTMSPNI-UHFFFAOYSA-N
- SMILES
- O=C(OCCC(=O)CCC)C=CC1=CC=C(O)C(OC)=C1
- CAS
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- SubClass
- Hydroxycinnamic acids and derivatives
- Source
- CNP0343735
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 1 |
| Heteroatom Count | 5 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 72.83 Å2 | LogP | 2.558 |
| LogS | -3.426 | LogD | 2.775 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.957 | Pgp substrate | 0.002 |
| HIA | 0.957 | F20 % | 0.945 |
| F30 % | 0.399 | Caco-2 | -4.778 |
| MDCK | -4.617 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.978 | PPB | 65.073 |
| VD | 0.955 | Fu | 0.744 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.995 | CYP1A2 substrate | 0.496 |
| CYP2A6 substrate | 0.346 | CYP2B6 substrate | 0.534 |
| CYP2C19 inhibitor | 0.511 | CYP2C19 substrate | 0.657 |
| CYP2C8 substrate | 0.621 | CYP2C9 inhibitor | 0.263 |
| CYP2C9 substrate | 0.065 | CYP2D6 inhibitor | 0.192 |
| CYP2D6 substrate | 0.218 | CYP2E1 substrate | 0.144 |
| CYP3A4 inhibitor | 0.106 | CYP3A4 substrate | 0.055 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.974 | CL | 13.105 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.02 | Hepatotoxicity | 0.084 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.02 |
| FDAMDD | 0.348 | Skin Sensitization | 0.993 |
| Carcinogenicity | 0.026 | Eye Corrosion | 0.0 |
| Eye Irritation | 0.542 | Respiratory Toxicity | 0.114 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.813 | IGC50 | 4.204 |
| LC50FM | 4.727 | LC50DM | 4.036 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.291 | NR-AR-LBD | 0.689 |
| NR-AhR | 0.132 | NR-Aromatase | 0.069 |
| NR-ER | 0.816 | NR-ER-LBD | 0.527 |
| NR-PPAR-gamma | 0.864 | SR-ARE | 0.319 |
| SR-ATAD5 | 0.797 | SR-HSE | 0.917 |
| SR-MMP | 0.224 | SR-p53 | 0.715 |
Similar covalent drugs
No similar covalent drugs found for this compound.