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Chemistry

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Also known as: 72471-80-8, Ypo0ntk49o, Acetic acid;(3s,4r)-3-(1,3-benzodioxol-5-yloxymethyl)-4-(4-fluorophenyl)piperidine, Unii-ypo0ntk49o, Schembl4200728, Dtxsid70222772
Molecular Formula
C21H24FNO5
Molecular Weight
389.4  g/mol
InChI Key
RQBJOWKBGCDPOS-RVXRQPKJSA-N
FDA UNII
YPO0NTK49O

Ypo0Ntk49O
A serotonin uptake inhibitor that is effective in the treatment of depression.
1 2D Structure

Ypo0Ntk49O

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
acetic acid;(3S,4R)-3-(1,3-benzodioxol-5-yloxymethyl)-4-(4-fluorophenyl)piperidine
2.1.2 InChI
InChI=1S/C19H20FNO3.C2H4O2/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18;1-2(3)4/h1-6,9,14,17,21H,7-8,10-12H2;1H3,(H,3,4)/t14-,17-;/m0./s1
2.1.3 InChI Key
RQBJOWKBGCDPOS-RVXRQPKJSA-N
2.1.4 Canonical SMILES
CC(=O)O.C1CNCC(C1C2=CC=C(C=C2)F)COC3=CC4=C(C=C3)OCO4
2.1.5 Isomeric SMILES
CC(=O)O.C1CNC[C@H]([C@@H]1C2=CC=C(C=C2)F)COC3=CC4=C(C=C3)OCO4
2.2 Other Identifiers
2.2.1 UNII
YPO0NTK49O
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aropax

2. Brl 29060

3. Brl-29060

4. Brl29060

5. Fg 7051

6. Fg-7051

7. Fg7051

8. Paroxetine

9. Paroxetine Hydrochloride

10. Paroxetine Hydrochloride Anhydrous

11. Paroxetine Hydrochloride Hemihydrate

12. Paroxetine Hydrochloride, Hemihydrate

13. Paroxetine Maleate

14. Paroxetine, Cis-(+)-isomer

15. Paroxetine, Cis-(-)-isomer

16. Paroxetine, Trans-(+)-isomer

17. Paxil

18. Seroxat

2.3.2 Depositor-Supplied Synonyms

1. 72471-80-8

2. Ypo0ntk49o

3. Acetic Acid;(3s,4r)-3-(1,3-benzodioxol-5-yloxymethyl)-4-(4-fluorophenyl)piperidine

4. Unii-ypo0ntk49o

5. Schembl4200728

6. Dtxsid70222772

7. Paroxetine Acetate [who-dd]

8. Q27294647

9. Piperidine, 3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-, (3s-trans)-, Acetate

10. Piperidine, 3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-, Acetate (1:1), (3s,4r)-

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 389.4 g/mol
Molecular Formula C21H24FNO5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass389.16385103 g/mol
Monoisotopic Mass389.16385103 g/mol
Topological Polar Surface Area77 Ų
Heavy Atom Count28
Formal Charge0
Complexity433
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antidepressive Agents, Second-Generation

A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake. (See all compounds classified as Antidepressive Agents, Second-Generation.)


Cytochrome P-450 CYP2D6 Inhibitors

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP2D6. (See all compounds classified as Cytochrome P-450 CYP2D6 Inhibitors.)


Selective Serotonin Reuptake Inhibitors

Compounds that specifically inhibit the reuptake of serotonin in the brain. (See all compounds classified as Selective Serotonin Reuptake Inhibitors.)


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