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Chemistry

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Also known as: Imlunestrant [usan], Unii-9cxq3pf69u, 9cxq3pf69u, Ly3484356, 2408840-26-4, (5r)-5-(4-(2-(3-(fluoromethyl)azetidin-1-yl)ethoxy)phenyl)-8-(trifluoromethyl)-5h-(1)benzopyrano(4,3-c)quinolin-2-ol
Molecular Formula
C29H24F4N2O3
Molecular Weight
524.5  g/mol
InChI Key
UVBQMXOKKDCBJN-MUUNZHRXSA-N
FDA UNII
9CXQ3PF69U

Imlunestrant
Imlunestrant is an orally available selective estrogen receptor degrader (SERD), with potential antineoplastic activity. Upon oral administration, imlunestrant specifically targets and binds to the estrogen receptor (ER) and induces a conformational change that results in ER degradation. This prevents ER-mediated signaling and inhibits both the growth and survival of ER-expressing cancer cells.
1 2D Structure

Imlunestrant

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(5R)-5-[4-[2-[3-(fluoromethyl)azetidin-1-yl]ethoxy]phenyl]-8-(trifluoromethyl)-5H-chromeno[4,3-c]quinolin-2-ol
2.1.2 InChI
InChI=1S/C29H24F4N2O3/c30-13-17-15-35(16-17)9-10-37-21-5-1-18(2-6-21)28-27-23-8-4-20(36)12-25(23)34-14-24(27)22-7-3-19(29(31,32)33)11-26(22)38-28/h1-8,11-12,14,17,28,36H,9-10,13,15-16H2/t28-/m1/s1
2.1.3 InChI Key
UVBQMXOKKDCBJN-MUUNZHRXSA-N
2.1.4 Canonical SMILES
C1C(CN1CCOC2=CC=C(C=C2)C3C4=C5C=CC(=CC5=NC=C4C6=C(O3)C=C(C=C6)C(F)(F)F)O)CF
2.1.5 Isomeric SMILES
C1C(CN1CCOC2=CC=C(C=C2)[C@@H]3C4=C5C=CC(=CC5=NC=C4C6=C(O3)C=C(C=C6)C(F)(F)F)O)CF
2.2 Other Identifiers
2.2.1 UNII
9CXQ3PF69U
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 5h-(1)benzopyrano(4,3-c)quinolin-2-ol, 5-(4-(2-(3-(fluoromethyl)-1-azetidinyl)ethoxy)phenyl)-8-(trifluoromethyl)-, (5r)-

2. 5h-(1)benzopyrano(4,3-c)quinolin-2-ol, 5-(4-(2-(3-(fluoromethyl)-1-azetidinyl)ethoxy)phenyl)-8-(trifluoromethyl)-, (5r)-, Compd. With 4-methylbenzenesulfonate (1:1)

3. Imlunestrant Tosylate

4. Ly3484356

2.3.2 Depositor-Supplied Synonyms

1. Imlunestrant [usan]

2. Unii-9cxq3pf69u

3. 9cxq3pf69u

4. Ly3484356

5. 2408840-26-4

6. (5r)-5-(4-(2-(3-(fluoromethyl)azetidin-1-yl)ethoxy)phenyl)-8-(trifluoromethyl)-5h-(1)benzopyrano(4,3-c)quinolin-2-ol

7. 5h-(1)benzopyrano(4,3-c)quinolin-2-ol, 5-(4-(2-(3-(fluoromethyl)-1-azetidinyl)ethoxy)phenyl)-8-(trifluoromethyl)-, (5r)-

8. Imlunestrant [inn]

9. Schembl22002569

10. Bdbm443429

11. Glxc-26209

12. Us10654866, Example 1a

13. Ex-a6123

14. Who 12039

15. Ly-3484356 [who-dd]

16. Hy-145572

17. Cs-0376104

18. Ly-3484356

2.4 Create Date
2020-06-27
3 Chemical and Physical Properties
Molecular Weight 524.5 g/mol
Molecular Formula C29H24F4N2O3
XLogP36
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count6
Exact Mass524.17230528 g/mol
Monoisotopic Mass524.17230528 g/mol
Topological Polar Surface Area54.8 Ų
Heavy Atom Count38
Formal Charge0
Complexity788
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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