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2D Structure
Also known as: Paltusotine [inn], F2ibd1gmd3, 2172870-89-0, 3-(4-(4-aminopiperidin-1-yl)-3-(3,5-difluorophenyl)quinolin-6-yl)-2-hydroxybenzonitrile, Benzonitrile, 3-(4-(4-amino-1-piperidinyl)-3-(3,5-difluorophenyl)-6-quinolinyl)-2-hydroxy-, 3-[4-(4-aminopiperidin-1-yl)-3-(3,5-difluorophenyl)quinolin-6-yl]-2-hydroxybenzonitrile
Molecular Formula
C27H22F2N4O
Molecular Weight
456.5  g/mol
InChI Key
GHILNKWBALQPDP-UHFFFAOYSA-N
FDA UNII
F2IBD1GMD3

Paltusotine is an orally bioavailable, nonpeptide somatostatin receptor type 2 (SST2; SSTR2) agonist, with potential growth hormone (GH) secretion-inhibiting and antineoplastic activities. Upon oral administration, paltusotine targets, binds to and activates SSTR2, which leads to an inhibition in the secretion of human growth hormone (hGH) in the pituitary gland and results in decreased production of insulin-like growth factor (IGF-1). This may inhibit IGF-1-mediated cell signaling pathways, and lead to apoptosis. SSTR2 is overexpressed by some neuroendocrine tumor cells, and GH is over-produced in the pituitary gland in acromegaly.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-[4-(4-aminopiperidin-1-yl)-3-(3,5-difluorophenyl)quinolin-6-yl]-2-hydroxybenzonitrile
2.1.2 InChI
InChI=1S/C27H22F2N4O/c28-19-10-18(11-20(29)13-19)24-15-32-25-5-4-16(22-3-1-2-17(14-30)27(22)34)12-23(25)26(24)33-8-6-21(31)7-9-33/h1-5,10-13,15,21,34H,6-9,31H2
2.1.3 InChI Key
GHILNKWBALQPDP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CN(CCC1N)C2=C3C=C(C=CC3=NC=C2C4=CC(=CC(=C4)F)F)C5=CC=CC(=C5O)C#N
2.2 Other Identifiers
2.2.1 UNII
F2IBD1GMD3
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Paltusotine [inn]

2. F2ibd1gmd3

3. 2172870-89-0

4. 3-(4-(4-aminopiperidin-1-yl)-3-(3,5-difluorophenyl)quinolin-6-yl)-2-hydroxybenzonitrile

5. Benzonitrile, 3-(4-(4-amino-1-piperidinyl)-3-(3,5-difluorophenyl)-6-quinolinyl)-2-hydroxy-

6. 3-[4-(4-aminopiperidin-1-yl)-3-(3,5-difluorophenyl)quinolin-6-yl]-2-hydroxybenzonitrile

7. Unii-f2ibd1gmd3

8. Schembl19769109

9. Bdbm405588

10. Crn-00808

11. Us10351547, Compound 2-2

12. Hy-109155

13. Cs-0116068

2.4 Create Date
2018-06-23
3 Chemical and Physical Properties
Molecular Weight 456.5 g/mol
Molecular Formula C27H22F2N4O
XLogP35.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass456.17616766 g/mol
Monoisotopic Mass456.17616766 g/mol
Topological Polar Surface Area86.2 Ų
Heavy Atom Count34
Formal Charge0
Complexity727
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1