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CHEMISTRY
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DEVELOPMENTS

7 Drugs in Development

7 Drugs in Development

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Chemistry

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Also known as: 860174-12-5, Ati-7505, Naronapride [usan:inn], Naronapride free base, Ati7505, Unii-058896b00b

Molecular Formula

C₂₇H₄₁ClN₄O₅

Molecular Weight

537.1 g/mol

InChI Key

VGDDOIZXGFJDRC-VJTSUQJLSA-N

FDA UNII

058896B00B

1 2D Structure

Naronapride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(3R)-1-azabicyclo[2.2.2]octan-3-yl] 6-[(3S,4R)-4-[(4-amino-5-chloro-2-methoxybenzoyl)amino]-3-methoxypiperidin-1-yl]hexanoate

2.1.2 InChI

InChI=1S/C27H41ClN4O5/c1-35-23-15-21(29)20(28)14-19(23)27(34)30-22-9-13-31(17-25(22)36-2)10-5-3-4-6-26(33)37-24-16-32-11-7-18(24)8-12-32/h14-15,18,22,24-25H,3-13,16-17,29H2,1-2H3,(H,30,34)/t22-,24+,25+/m1/s1

2.1.3 InChI Key

VGDDOIZXGFJDRC-VJTSUQJLSA-N

2.1.4 Canonical SMILES

COC1CN(CCC1NC(=O)C2=CC(=C(C=C2OC)N)Cl)CCCCCC(=O)OC3CN4CCC3CC4

2.1.5 Isomeric SMILES

CO[C@H]1CN(CC[C@H]1NC(=O)C2=CC(=C(C=C2OC)N)Cl)CCCCCC(=O)O[C@H]3CN4CCC3CC4

2.2 Other Identifiers

2.2.1 UNII

058896B00B

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (3r)-1-azabicyclo(2.2.2)oct-3-yl 6-((3s,4r)-4-((4-amino-5-chloro-2-methoxybenzoyl)amino)-3-methoxy-1-piperidinyl)hexanoate

2. Ati 7505

3. Ati-7505

4. Ati7505

2.3.2 Depositor-Supplied Synonyms

1. 860174-12-5

2. Ati-7505

3. Naronapride [usan:inn]

4. Naronapride Free Base

5. Ati7505

6. Unii-058896b00b

7. Ati 7505

8. 058896b00b

9. (3r)-1-azabicyclo(2.2.2)oct-3-yl 6-((3s,4r)-4-((4-amino-5-chloro-2-methoxybenzoyl)amino)-3-methoxy-1-piperidinyl)hexanoate

10. 1-piperidinehexanoic Acid, 4-((4-amino-5-chloro-2-methoxybenzoyl)amino)-3-methoxy-, (3r)-1-azabicyclo(2.2.2)oct-3-yl Ester, (3s,4r)-

11. Naronapride [usan]

12. [(3r)-1-azabicyclo[2.2.2]octan-3-yl] 6-[(3s,4r)-4-[(4-amino-5-chloro-2-methoxybenzoyl)amino]-3-methoxypiperidin-1-yl]hexanoate

13. Naronapride [inn]

14. Naronapride (usan/inn)

15. Naronapride [who-dd]

16. Schembl731063

17. Chembl2103858

18. Dtxsid401006590

19. 860174-12-5 (free Base)

20. Db05542

21. Hy-121826

22. Cs-0083508

23. Ns00071036

24. D09933

25. Q27236096

26. (3r)-1-azabicyclo(2.2.2)oct-3-yl 6-((3s,4r)-4-((4-amino-5-chloro-2- Methoxybenzoyl)amino)-3-methoxypiperidin-1-yl)hexanoate

27. (r)-quinuclidin-3-yl 6-((3s,4r)-4-(4-amino-5-chloro-2-methoxybenzamido)-3-methoxypiperidin-1-yl)hexanoate

28. 1-piperidinehexanoic Acid, 4-((4-amino-5-chloro-2-methoxybenzoyl)amino)-3-methoxy-, 1-azabicyclo(2.2.2)oct-3-yl Ester, (3s,4r)-

29. 4-amino-n-(1-{6-[(1-azabicyclo[2.2.2]octan-3-yl)oxy]-6-oxohexyl}-3-methoxypiperidin-4-yl)-5-chloro-2-methoxybenzene-1-carboximidic Acid

2.3.3 Other Synonyms

1. Naronapride Free Base

2. Ati-7505

3. Cas 860174-12-5

4. Ati 7505

5. 860174-12-5

2.4 Create Date

2006-10-26

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₄₁ClN₄O₅
Molecular Weight	537.1 g/mol
XLogP3	2.8
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	12
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	106
Heavy Atom Count	37
Formal Charge	0
Complexity	752
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in gastroesophageal reflux disease (GERD) and gastroparesis.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Serotonin 5-HT4 Receptor Agonists

Endogenous compounds and drugs that specifically stimulate SEROTONIN 5-HT4 RECEPTORS. (See all compounds classified as Serotonin 5-HT4 Receptor Agonists.)

Drugs in Development