Compound information
- Natural Products
- NACP159990
- Molecular Formula
- C16H20O5
- Molecular Weight
- 292.13107374 g/mol
- Structure
-
- IUPAC Name
- (4-methyl-3-oxo-pentyl) 3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
- InChI
- InChI=1S/C16H20O5/c1-11(2)13(17)8-9-21-16(19)7-5-12-4-6-14(18)15(10-12)20-3/h4-7,10-11,18H,8-9H2,1-3H3
- InChI Key
- YECDLTAFOWIJBS-UHFFFAOYSA-N
- SMILES
- O=C(OCCC(=O)C(C)C)C=CC1=CC=C(O)C(OC)=C1
- CAS
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- SubClass
- Hydroxycinnamic acids and derivatives
- Source
- CNP0416081
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 1 |
| Heteroatom Count | 5 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 72.83 Å2 | LogP | 2.638 |
| LogS | -3.125 | LogD | 2.718 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.99 | Pgp substrate | 0.002 |
| HIA | 0.961 | F20 % | 0.944 |
| F30 % | 0.856 | Caco-2 | -4.751 |
| MDCK | -4.564 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.952 | PPB | 76.208 |
| VD | 1.488 | Fu | 1.257 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.999 | CYP1A2 substrate | 0.416 |
| CYP2A6 substrate | 0.406 | CYP2B6 substrate | 0.544 |
| CYP2C19 inhibitor | 0.736 | CYP2C19 substrate | 0.599 |
| CYP2C8 substrate | 0.621 | CYP2C9 inhibitor | 0.652 |
| CYP2C9 substrate | 0.17 | CYP2D6 inhibitor | 0.146 |
| CYP2D6 substrate | 0.064 | CYP2E1 substrate | 0.135 |
| CYP3A4 inhibitor | 0.181 | CYP3A4 substrate | 0.137 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.979 | CL | 13.172 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.003 | Hepatotoxicity | 0.052 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.129 |
| FDAMDD | 0.151 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.106 | Eye Corrosion | 0.0 |
| Eye Irritation | 0.816 | Respiratory Toxicity | 0.066 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.953 | IGC50 | 4.122 |
| LC50FM | 4.745 | LC50DM | 4.459 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.186 | NR-AR-LBD | 0.582 |
| NR-AhR | 0.343 | NR-Aromatase | 0.119 |
| NR-ER | 0.858 | NR-ER-LBD | 0.643 |
| NR-PPAR-gamma | 0.845 | SR-ARE | 0.546 |
| SR-ATAD5 | 0.752 | SR-HSE | 0.916 |
| SR-MMP | 0.22 | SR-p53 | 0.665 |
Similar covalent drugs
No similar covalent drugs found for this compound.