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Chemistry

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Also known as: 327026-93-7, Slv-314, Lensiprazine [inn], N47mw76ogx, Chembl196514, (r)-8-(4-(3-(5-fluoro-1h-indol-3-yl)propyl)piperazin-1-yl)-2-methyl-2h-benzo[b][1,4]oxazin-3(4h)-one

Molecular Formula

C₂₄H₂₇FN₄O₂

Molecular Weight

422.5 g/mol

InChI Key

SDAMYSWGWHXMRT-MRXNPFEDSA-N

FDA UNII

N47MW76OGX

1 2D Structure

Lensiprazine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R)-8-[4-[3-(5-fluoro-1H-indol-3-yl)propyl]piperazin-1-yl]-2-methyl-4H-1,4-benzoxazin-3-one

2.1.2 InChI

InChI=1S/C24H27FN4O2/c1-16-24(30)27-21-5-2-6-22(23(21)31-16)29-12-10-28(11-13-29)9-3-4-17-15-26-20-8-7-18(25)14-19(17)20/h2,5-8,14-16,26H,3-4,9-13H2,1H3,(H,27,30)/t16-/m1/s1

2.1.3 InChI Key

SDAMYSWGWHXMRT-MRXNPFEDSA-N

2.1.4 Canonical SMILES

CC1C(=O)NC2=C(O1)C(=CC=C2)N3CCN(CC3)CCCC4=CNC5=C4C=C(C=C5)F

2.1.5 Isomeric SMILES

C[C@@H]1C(=O)NC2=C(O1)C(=CC=C2)N3CCN(CC3)CCCC4=CNC5=C4C=C(C=C5)F

2.2 Other Identifiers

2.2.1 UNII

N47MW76OGX

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 8-(4-(3-(5-fluoro-1h-indol-3-yl)propyl)piperazin-1-yl)-4h-benzo(1,4)oxazin-2-methyl-3-one

2. Slv 314

3. Slv-314

4. Slv314

2.3.2 Depositor-Supplied Synonyms

1. 327026-93-7

2. Slv-314

3. Lensiprazine [inn]

4. N47mw76ogx

5. Chembl196514

6. (r)-8-(4-(3-(5-fluoro-1h-indol-3-yl)propyl)piperazin-1-yl)-2-methyl-2h-benzo[b][1,4]oxazin-3(4h)-one

7. Unii-n47mw76ogx

8. Lensiprazine [who-dd]

9. Dtxsid60186379

10. Bdbm50176019

11. Zinc11689014

12. (2r)-8-[4-[3-(5-fluoro-1h-indol-3-yl)propyl]piperazin-1-yl]-2-methyl-4h-1,4-benzoxazin-3-one

13. 026l937

14. Q27284539

15. (2r)-8-(4-(3-(5-fluoro-1h-indol-3-yl)propyl)piperidin-1-yl)-2-methyl-2h-1,4-benzoxazin-3(4h)-one

16. (2r)-8-[4-[3-(5-fluoro-1h-indole-3-yl)propyl]piperazino]-2alpha-methyl-2h-1,4-benzooxazine-3(4h)-one

17. (r)-8-{4-[3-(5-fluoro-1h-indol-3-yl)-propyl]-piperazin-1-yl}-2-methyl-4h-benzo[1,4]oxazin-3-one

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₇FN₄O₂
Molecular Weight	422.5 g/mol
XLogP3	3.8
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Exact Mass	422.21180428 g/mol
Monoisotopic Mass	422.21180428 g/mol
Topological Polar Surface Area	60.6 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	629
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Dopamine D2 Receptor Antagonists

Compounds and drugs that bind to and inhibit or block the activation of DOPAMINE D2 RECEPTORS. (See all compounds classified as Dopamine D2 Receptor Antagonists.)

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