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CHEMISTRY
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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: (r)-zacopride, (r)-(+)-zacopride, Chembl27846, 38126eqf7a, Zacopride,s, 123441-85-0

Molecular Formula

C₁₅H₂₀ClN₃O₂

Molecular Weight

309.79 g/mol

InChI Key

FEROPKNOYKURCJ-ZDUSSCGKSA-N

FDA UNII

38126EQF7A

1 2D Structure

R-Zacopride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-amino-N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-5-chloro-2-methoxybenzamide

2.1.2 InChI

InChI=1S/C15H20ClN3O2/c1-21-14-7-12(17)11(16)6-10(14)15(20)18-13-8-19-4-2-9(13)3-5-19/h6-7,9,13H,2-5,8,17H2,1H3,(H,18,20)/t13-/m0/s1

2.1.3 InChI Key

FEROPKNOYKURCJ-ZDUSSCGKSA-N

2.1.4 Canonical SMILES

COC1=CC(=C(C=C1C(=O)NC2CN3CCC2CC3)Cl)N

2.1.5 Isomeric SMILES

COC1=CC(=C(C=C1C(=O)N[C@H]2CN3CCC2CC3)Cl)N

2.2 Other Identifiers

2.2.1 UNII

38126EQF7A

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. (r)-zacopride

2. (r)-(+)-zacopride

3. Chembl27846

4. 38126eqf7a

5. Zacopride,s

6. 123441-85-0

7. R-zacopride

8. (r)zacopride

9. Zinc848

10. Unii-38126eqf7a

11. Gtpl2288

12. Schembl5387843

13. 4-amino-n-(1-aza-bicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxy-benzamide

14. Bdbm50031475

15. Pdsp1_001700

16. Pdsp2_001683

17. Q27078109

18. 4-amino-n-(r)-1-aza-bicyclo[2.2.2]oct-3-yl-5-chloro-2-methoxy-benzamide

19. 4-amino-n-(1-aza-bicyclo[2.2.2]oct-3-yl)-5-chloro-2-((r)-methoxy)-benzamide

20. 4-amino-n-[(8r)-1-azabicyclo[2.2.2]octan-8-yl]-5-chloro-2-methoxybenzamide

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₂₀ClN₃O₂
Molecular Weight	309.79 g/mol
XLogP3	1.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Exact Mass	309.1244046 g/mol
Monoisotopic Mass	309.1244046 g/mol
Topological Polar Surface Area	67.6 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	387
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