Compound information
- Natural Products
- NACP3878
- Molecular Formula
- C19H18O7
- Molecular Weight
- 358.105252916 g/mol
- Structure
-
- IUPAC Name
- [3-(3,4-dihydroxyphenyl)-2-oxo-propyl] 3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
- InChI
- InChI=1S/C19H18O7/c1-25-18-10-12(2-6-16(18)22)4-7-19(24)26-11-14(20)8-13-3-5-15(21)17(23)9-13/h2-7,9-10,21-23H,8,11H2,1H3
- InChI Key
- AOAGZRJZUKYLHH-UHFFFAOYSA-N
- SMILES
- O=C(OCC(=O)CC1=CC=C(O)C(O)=C1)C=CC2=CC=C(O)C(OC)=C2
- CAS
- 478294-17-6
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- SubClass
- Hydroxycinnamic acids and derivatives
- Source
- CNP0272004
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 113.29 Å2 | LogP | 2.244 |
| LogS | -3.76 | LogD | 2.809 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.106 | Pgp substrate | 0.005 |
| HIA | 0.198 | F20 % | 0.238 |
| F30 % | 0.092 | Caco-2 | -5.477 |
| MDCK | -5.253 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.001 | PPB | 85.323 |
| VD | 1.138 | Fu | 1.061 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.566 | CYP1A2 substrate | 0.587 |
| CYP2A6 substrate | 0.492 | CYP2B6 substrate | 0.714 |
| CYP2C19 inhibitor | 0.37 | CYP2C19 substrate | 0.773 |
| CYP2C8 substrate | 0.765 | CYP2C9 inhibitor | 0.923 |
| CYP2C9 substrate | 0.186 | CYP2D6 inhibitor | 0.091 |
| CYP2D6 substrate | 0.471 | CYP2E1 substrate | 0.174 |
| CYP3A4 inhibitor | 0.699 | CYP3A4 substrate | 0.124 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.987 | CL | 18.354 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.224 | Hepatotoxicity | 0.016 |
| Mutagenicity | 0.03 | Rat Oral Acute Toxicity | 0.132 |
| FDAMDD | 0.732 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.404 | Eye Corrosion | 0.0 |
| Eye Irritation | 0.574 | Respiratory Toxicity | 0.105 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.016 | IGC50 | 5.177 |
| LC50FM | 5.549 | LC50DM | 4.235 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.321 | NR-AR-LBD | 0.945 |
| NR-AhR | 0.758 | NR-Aromatase | 0.178 |
| NR-ER | 0.873 | NR-ER-LBD | 0.828 |
| NR-PPAR-gamma | 0.936 | SR-ARE | 0.85 |
| SR-ATAD5 | 0.885 | SR-HSE | 0.952 |
| SR-MMP | 0.963 | SR-p53 | 0.756 |
Similar covalent drugs
No similar covalent drugs found for this compound.