TTC-352

Chemical Information
Selective Human Estrogen-receptor Alpha Partial Agonist TTC-352 is a benzothiophene and orally bioavailable selective human estrogen receptor alpha (ERalpha; ESR1; ERa) partial agonist (ShERPA), with potential antineoplastic activity. Upon administration, TTC-352 mimics the naturally-occurring 17beta-estradiol (E2) and targets and binds to ERa located in the nucleus. This causes translocation of ERa to extranuclear sites. Nuclear export of ERa prevents normal ER-mediated signaling and inhibits proliferation of ER-positive tumor cells. TTC-352 causes tumor regression of tamoxifen (TAM)-resistant (TR) tumor cells which often overexpress protein kinase C alpha (PKCalpha; PKCa). PKCa expression is associated with poor patient survival and breast cancer aggressiveness and may predict tumor responses to E2, E2-like compounds and ShERPAs. Unlike E2 and E2-like compounds, TTC-352 does not cause endometrial proliferation.
| CAS Number | 1607819-68-0 |
| PubChem CID | 74222430 |
| IUPAC Name | 3-(4-fluorophenyl)-2-(4-hydroxyphenoxy)-1-benzothiophen-6-ol |
| Molecular Formula | C20H13FO3S |
| Molecular Weight | 352.4 |
| XLogP | 5.8 |
| Topological Polar Surface Area | 77.9 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 435 |
| Property | Value |
|---|---|
| Molecular Weight | 352.4 |
| XLogP3 | 5.8 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Exact Mass | 352.05694361 |
| Monoisotopic Mass | 352.05694361 |
| Topological Polar Surface Area | 77.9 Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 435 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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