Compound information
- Natural Products
- ZC3127726
- Molecular Formula
- C25H24O5
- Molecular Weight
- 404.162373868 g/mol
- Structure
-
- IUPAC Name
- (2E,5E)-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-IFVXQAMFSA-N
- SMILES
- COc1cc(/C=C\C=C2/CC/C(=C\C=C/c3ccc(O)c(OC)c3)C2=O)ccc1O
- Source
- ZINC000017255117
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 | 3.677 |
LogS | -5.195 | LogD | 3.355 |
Absorption
Property | Value | Property | Value |
---|---|---|---|
Pgp inhibitor | 0.171 | Pgp substrate | 0.001 |
HIA | 0.975 | F20 % | 0.972 |
F30 % | 0.392 | Caco-2 | -5.039 |
MDCK | -5.033 |
Distribution
Property | Value | Property | Value |
---|---|---|---|
BBB Penetration | 0.003 | PPB | 95.547 |
VD | 0.894 | Fu | 1.099 |
Metabolism
Property | Value | Property | Value |
---|---|---|---|
CYP1A2 inhibitor | 0.551 | CYP1A2 substrate | 0.765 |
CYP2A6 substrate | 0.546 | CYP2B6 substrate | 0.603 |
CYP2C19 inhibitor | 0.431 | CYP2C19 substrate | 0.698 |
CYP2C8 substrate | 0.729 | CYP2C9 inhibitor | 0.913 |
CYP2C9 substrate | 0.34 | CYP2D6 inhibitor | 0.144 |
CYP2D6 substrate | 0.553 | CYP2E1 substrate | 0.276 |
CYP3A4 inhibitor | 0.948 | CYP3A4 substrate | 0.281 |
Excretion
Property | Value | Property | Value |
---|---|---|---|
T1/2 | 0.901 | CL | 7.53 |
Toxicity
Property | Value | Property | Value |
---|---|---|---|
hERG Blockers | 0.017 | Hepatotoxicity | 0.781 |
Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.071 |
FDAMDD | 0.787 | Skin Sensitization | 0.998 |
Carcinogenicity | 0.229 | Eye Corrosion | 0.001 |
Eye Irritation | 0.458 | Respiratory Toxicity | 0.163 |
Environmental Toxicity
Property | Value | Property | Value |
---|---|---|---|
Bioconcentration Factors | 1.116 | IGC50 | 5.325 |
LC50FM | 6.391 | LC50DM | 6.176 |
Tox21 Pathway
Property | Value | Property | Value |
---|---|---|---|
NR-AR | 0.074 | NR-AR-LBD | 0.445 |
NR-AhR | 0.013 | NR-Aromatase | 0.014 |
NR-ER | 0.137 | NR-ER-LBD | 0.656 |
NR-PPAR-gamma | 0.736 | SR-ARE | 0.992 |
SR-ATAD5 | 0.753 | SR-HSE | 0.0 |
SR-MMP | 0.391 | SR-p53 | 0.964 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.