Compound information
- Natural Products
- ZC3122220
- Molecular Formula
- C25H24O5
- Molecular Weight
- 404.162373868 g/mol
- Structure
-
- IUPAC Name
- (2Z,5E)-5-[(Z)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enylidene]-2-[(E)-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-UJWZYFSDSA-N
- SMILES
- COc1cc(/C=C\C=C2/CC/C(=C/C=C/c3ccc(O)c(OC)c3)C2=O)ccc1O
- Source
- ZINC000008665520
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 | 4.152 |
| LogS | -5.658 | LogD | 3.76 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.043 | Pgp substrate | 0.001 |
| HIA | 0.979 | F20 % | 0.984 |
| F30 % | 0.479 | Caco-2 | -4.895 |
| MDCK | -5.148 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.007 | PPB | 96.314 |
| VD | 0.54 | Fu | 1.469 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.778 | CYP1A2 substrate | 0.785 |
| CYP2A6 substrate | 0.604 | CYP2B6 substrate | 0.594 |
| CYP2C19 inhibitor | 0.279 | CYP2C19 substrate | 0.717 |
| CYP2C8 substrate | 0.732 | CYP2C9 inhibitor | 0.897 |
| CYP2C9 substrate | 0.499 | CYP2D6 inhibitor | 0.097 |
| CYP2D6 substrate | 0.693 | CYP2E1 substrate | 0.258 |
| CYP3A4 inhibitor | 0.823 | CYP3A4 substrate | 0.229 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.897 | CL | 8.283 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.003 | Hepatotoxicity | 0.706 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.377 |
| FDAMDD | 0.84 | Skin Sensitization | 0.997 |
| Carcinogenicity | 0.347 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.747 | Respiratory Toxicity | 0.289 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.186 | IGC50 | 5.435 |
| LC50FM | 6.8 | LC50DM | 6.22 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.078 | NR-AR-LBD | 0.508 |
| NR-AhR | 0.039 | NR-Aromatase | 0.019 |
| NR-ER | 0.128 | NR-ER-LBD | 0.761 |
| NR-PPAR-gamma | 0.827 | SR-ARE | 0.99 |
| SR-ATAD5 | 0.799 | SR-HSE | 0.01 |
| SR-MMP | 0.972 | SR-p53 | 0.993 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.