Compound information
- Natural Products
- ZC3120046
- Molecular Formula
- C25H24O5
- Molecular Weight
- 404.162373868 g/mol
- Structure
-
- IUPAC Name
- (2E,5Z)-2,5-bis[(Z)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enylidene]cyclopentanone
- InChI
- InChI=1S/C25H24O5/c1-29-23-15-17(9-13-21(23)26)5-3-7-19-11-12-20(25(19)28)8-4-6-18-10-14-22(27)24(16-18)30-2/h3-10,13-16,26-27H,11-12H2,1-2H3/b5-3-,6-4-,19-7-,20-8+
- InChI Key
- GYYPECSETJYYJN-LFXJHKIZSA-N
- SMILES
- COc1cc(/C=C\C=C2\CC/C(=C\C=C/c3ccc(O)c(OC)c3)C2=O)ccc1O
- Source
- ZINC000017255113
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 30 | Ring Count | 3 |
| Heteroatom Count | 5 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 75.99 Å2 | LogP | 3.797 |
| LogS | -5.012 | LogD | 3.44 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.044 | Pgp substrate | 0.0 |
| HIA | 0.979 | F20 % | 0.839 |
| F30 % | 0.13 | Caco-2 | -5.03 |
| MDCK | -5.156 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.01 | PPB | 97.067 |
| VD | 0.9 | Fu | 0.943 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.62 | CYP1A2 substrate | 0.778 |
| CYP2A6 substrate | 0.568 | CYP2B6 substrate | 0.591 |
| CYP2C19 inhibitor | 0.424 | CYP2C19 substrate | 0.704 |
| CYP2C8 substrate | 0.736 | CYP2C9 inhibitor | 0.924 |
| CYP2C9 substrate | 0.263 | CYP2D6 inhibitor | 0.056 |
| CYP2D6 substrate | 0.583 | CYP2E1 substrate | 0.265 |
| CYP3A4 inhibitor | 0.942 | CYP3A4 substrate | 0.211 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.907 | CL | 10.378 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.01 | Hepatotoxicity | 0.793 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.696 |
| FDAMDD | 0.798 | Skin Sensitization | 0.993 |
| Carcinogenicity | 0.437 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.659 | Respiratory Toxicity | 0.372 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.291 | IGC50 | 5.623 |
| LC50FM | 6.749 | LC50DM | 6.603 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.076 | NR-AR-LBD | 0.451 |
| NR-AhR | 0.011 | NR-Aromatase | 0.005 |
| NR-ER | 0.089 | NR-ER-LBD | 0.559 |
| NR-PPAR-gamma | 0.622 | SR-ARE | 0.99 |
| SR-ATAD5 | 0.541 | SR-HSE | 0.0 |
| SR-MMP | 0.123 | SR-p53 | 0.976 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.