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Chemistry

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Also known as: 1035979-44-2, P005672 hcl, Sarecycline hcl, Wc3035, Sarecycline hydrochloride [usan], P005672 hydrochloride
Molecular Formula
C24H30ClN3O8
Molecular Weight
524.0  g/mol
InChI Key
JGPBDCKZLBSHOI-FIPJBXKNSA-N
FDA UNII
36718856JR

Sarecycline
1 2D Structure

Sarecycline

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4S,4aS,5aR,12aR)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-7-[[methoxy(methyl)amino]methyl]-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride
2.1.2 InChI
InChI=1S/C24H29N3O8.ClH/c1-26(2)18-13-8-11-7-12-10(9-27(3)35-4)5-6-14(28)16(12)19(29)15(11)21(31)24(13,34)22(32)17(20(18)30)23(25)33;/h5-6,11,13,18,28-29,32,34H,7-9H2,1-4H3,(H2,25,33);1H/t11-,13-,18-,24-;/m0./s1
2.1.3 InChI Key
JGPBDCKZLBSHOI-FIPJBXKNSA-N
2.1.4 Canonical SMILES
CN(C)C1C2CC3CC4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)CN(C)OC.Cl
2.1.5 Isomeric SMILES
CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)CN(C)OC.Cl
2.2 Other Identifiers
2.2.1 UNII
36718856JR
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (4s,4as,5ar,12as)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-((methoxy(methyl)amino)methyl)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide

2. Sarecycline

3. Seysara

2.3.2 Depositor-Supplied Synonyms

1. 1035979-44-2

2. P005672 Hcl

3. Sarecycline Hcl

4. Wc3035

5. Sarecycline Hydrochloride [usan]

6. P005672 Hydrochloride

7. Sarecycline (hydrochloride)

8. Seysara

9. Po05672

10. Wc-3035

11. Po-05672

12. 36718856jr

13. 1035979-44-2 (hcl)

14. P-00562

15. (4s,4as,5ar,12as)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-((methoxy(methyl)amino)methyl)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hydrochloride

16. Sarecycline Hydrochloride (usan)

17. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-7-((methoxymethylamino)methyl)-1,11-dioxo-, Hydrochloride (1:1), (4s,4as,5ar,12as)-

18. Unii-36718856jr

19. (4s,4as,5ar,12as)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-{[methoxy(methyl)amino]methyl}-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hydrochloride

20. Seysara (tn)

21. Sarecyclinep005672

22. Sarecycline(p005672)

23. Chembl2364633

24. Schembl22205222

25. Ex-a185

26. Dtxsid701027925

27. (4s,4as,5ar,12ar)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-7-[[methoxy(methyl)amino]methyl]-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide;hydrochloride

28. Hy-13858a

29. Mfcd24444565

30. Sarecycline Hydrochloride [mi]

31. Akos032947249

32. Ac-30259

33. As-75307

34. Sarecycline Hydrochloride [who-dd]

35. Cs-0008147

36. D10667

37. F17423

38. Sarecycline Hydrochloride [orange Book]

39. J-501482

40. Q27256532

41. (4s,4as,5ar,12as)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-7-[(methoxymethylamino)methyl]-1,11-dioxo-2-naphthacenecarboxamide Hydrochloride

42. (4s,4as,5ar,12as)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-((methoxymethylamino)methyl)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Monohydrochloride

2.4 Create Date
2013-04-02
3 Chemical and Physical Properties
Molecular Weight 524.0 g/mol
Molecular Formula C24H30ClN3O8
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Exact Mass523.1721426 g/mol
Monoisotopic Mass523.1721426 g/mol
Topological Polar Surface Area174 Ų
Heavy Atom Count36
Formal Charge0
Complexity1010
Isotope Atom Count0
Defined Atom Stereocenter Count4
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

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


Dermatologic Agents

Drugs used to treat or prevent skin disorders or for the routine care of skin. (See all compounds classified as Dermatologic Agents.)


4.2 FDA Pharmacological Classification
4.2.1 Pharmacological Classes
Tetracycline-class Drug [EPC]; Tetracyclines [CS]; P-Glycoprotein Inhibitors [MoA]

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