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Clindamycin Hydrochloride
Also known as: 21462-39-5, Clindamycin hcl, Cleocin, Clinsol, Clintabs, Antirobe
Molecular Formula
C18H34Cl2N2O5S
Molecular Weight
461.4  g/mol
InChI Key
AUODDLQVRAJAJM-XJQDNNTCSA-N
FDA UNII
T20OQ1YN1W

An antibacterial agent that is a semisynthetic analog of LINCOMYCIN.
1 2D Structure

Clindamycin Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide;hydrochloride
2.1.2 InChI
InChI=1S/C18H33ClN2O5S.ClH/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4;/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25);1H/t9-,10+,11-,12+,13-,14+,15+,16+,18+;/m0./s1
2.1.3 InChI Key
AUODDLQVRAJAJM-XJQDNNTCSA-N
2.1.4 Canonical SMILES
CCCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)Cl.Cl
2.1.5 Isomeric SMILES
CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@H](C)Cl.Cl
2.2 Other Identifiers
2.2.1 UNII
T20OQ1YN1W
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 7 Chloro 7 Deoxylincomycin

2. 7-chloro-7-deoxylincomycin

3. Chlolincocin

4. Chlorlincocin

5. Cleocin

6. Clindamycin

7. Clindamycin Monohydrochloride

8. Clindamycin Monohydrochloride, Monohydrate

9. Dalacin C

10. Hydrochloride, Clindamycin

11. Monohydrate Clindamycin Monohydrochloride

12. Monohydrochloride, Clindamycin

13. Monohydrochloride, Monohydrate Clindamycin

2.3.2 Depositor-Supplied Synonyms

1. 21462-39-5

2. Clindamycin Hcl

3. Cleocin

4. Clinsol

5. Clintabs

6. Antirobe

7. Sobelin

8. Clindamycin (hydrochloride)

9. Dalacin C

10. T20oq1yn1w

11. Clindamycin (as Hydrochloride)

12. Nsc-756696

13. (2s,4r)-n-((1s,2s)-2-chloro-1-((2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2h-pyran-2-yl)propyl)-1-methyl-4-propylpyrrolidine-2-carboxamide Hydrochloride

14. U-21251f

15. 21462-39-5 (hcl)

16. Benzaclin

17. Dalacin (tn)

18. Mfcd07793327

19. (2s,4r)-n-[(1s,2s)-2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide;hydrochloride

20. Methyl-7-chloro-6,7,8-trideoxy-6-[[[(2s,4r)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-l-threo-?-d-galacto-octopyranoside Hydrochloride

21. Cleocin Hydrochloride

22. C18h33cln2o5s.hcl

23. Clinimycin Hcl

24. Antirobe Vet.

25. Cleocin Hcl

26. Sobelin Hcl

27. Ncgc00016752-01

28. Clindamycin Hcl (dalacin)

29. Unii-t20oq1yn1w

30. Cleocin Hydrochloride (tn)

31. Schembl3153

32. Cas-21462-39-5

33. Dsstox_cid_25428

34. Dsstox_rid_80872

35. Dsstox_gsid_45428

36. Chembl1200588

37. Dtxsid4045428

38. Hy-b0408a

39. Chebi:176915

40. Act02688

41. Amy33461

42. Einecs 244-398-6

43. Tox21_110591

44. Clindamycin Hydrochloride [mi]

45. Akos015843964

46. Akos015960823

47. Clindamycin Hydrochloride (jp17/usp)

48. Ccg-269349

49. Clindamycin Hydrochloride [jan]

50. Nsc 756696

51. 7-chloro-7-deoxylincomycin Hydrochloride

52. Clindamycin Hydrochloride [mart.]

53. Clindamycin Hydrochloride [vandf]

54. Ac-12179

55. As-13649

56. Clindamycin Hydrochloride [usp-rs]

57. Clindamycin Hydrochloride [usp:ban:jan]

58. Clindamycin Hydrochloride [who-dd]

59. Clindamycin Hydrochloride Anhydrous

60. U 21251f

61. 7(s)-chloro-7-deoxylincomycin Hyddrochloride

62. Clindamycin Hydrochloride [green Book]

63. Clindamycin Hydrochloride [ep Monograph]

64. Clindamycin Hydrochloride [orange Book]

65. D02132

66. Ec 244-398-6

67. Clindamycin Hydrochloride [usp Monograph]

68. Clindamycin Hydrochloride, Lincosamide Antibiotic

69. 462c395

70. A815398

71. A915128

72. Clindamycin Hydrochloride 100 Microg/ml In Methanol

73. Clindamycin Hydrochloride 1000 Microg/ml In Methanol

74. Q27289558

75. Clindamycin Hydrochloride, European Pharmacopoeia (ep) Reference Standard

76. (2s,4r)-n-((1s,2s)-2-chloro-1-((2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2h-pyran-2-yl)propyl)-1-methyl-4-propylpyrrolidine-2-carboxamidehydrochloride

77. (2s,4r)-n-[(1s,2s)-2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-methylsulanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide;hydrochloride

78. (4r)-n-[(1s,2s)-2-chloro-1-[(3r,4r,6r)-3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide Hydrochloride;clindamycin Hydrochloride

79. (4r)-n-[(1s,2s)-2-chloro-1-[(3r,4s,5r,6r)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide;hydrochloride

80. L-threo-.alpha.-d-galacto-octopyranoside, Methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-,(2s-trans)-, Monohydrochloride

81. L-threo-alpha-d-galacto-octopyranoside, Methyl 7-chloro-6,7,8-trideoxy-6-((((2s,4r)-1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, Monohydrochloride

82. L-threo-alpha-d-galacto-octopyranoside, Methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, (2s-trans)-, Monohydrochloride

83. L-threo-alpha-d-galacto-octopyranoside, Methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-l-2-pyrrolidinyl)carbonyl)amino)-1-thio-, Monohydrochloride, Trans-alpha-

84. Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-l-2-pyrrolidinecarboxamido)-1-thio-l-threo-.alpha.-d-galacto-octopyranoside Monohydrochloride

85. Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-l-2-pyrrolidinecarboxamido)-1-thio-l-threo-alpha-d-galacto-octopyranoside Monohydrochloride

2.4 Create Date
2007-05-07
3 Chemical and Physical Properties
Molecular Weight 461.4 g/mol
Molecular Formula C18H34Cl2N2O5S
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Exact Mass460.1565488 g/mol
Monoisotopic Mass460.1565488 g/mol
Topological Polar Surface Area128 Ų
Heavy Atom Count28
Formal Charge0
Complexity502
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 12  
Drug NameAcanya
PubMed HealthBenzoyl Peroxide/Clindamycin (On the skin)
Drug ClassesAntiacne, Antibacterial
Active IngredientBenzoyl peroxide; clindamycin phosphate
Dosage FormGel
RouteTopical
Strength1.2%; 2.5%
Market StatusPrescription
CompanyDow Pharm

2 of 12  
Drug NameBenzaclin
Active IngredientBenzoyl peroxide; clindamycin phosphate
Dosage FormGel
RouteTopical
Strength5%; eq 1% base
Market StatusPrescription
CompanyValeant Bermuda

3 of 12  
Drug NameCleocin
Drug LabelClindamycin hydrochloride is the hydrated hydrochloride salt of clindamycin. Clindamycin is a semisynthetic antibiotic produced by a 7(S)-chloro-substitution of the 7(R)-hydroxyl group of the parent compound lincomycin.CLEOCIN HCl Capsules contain cl...
Active IngredientClindamycin palmitate hydrochloride; Clindamycin phosphate
Dosage FormSuppository; Swab; For solution; Cream
RouteTopical; Vaginal; Oral
Strengtheq 1% base; 100mg; eq 2% base; eq 75mg base/5ml
Market StatusPrescription
CompanyPharmacia And Upjohn

4 of 12  
Drug NameCleocin hydrochloride
PubMed HealthBenzoyl Peroxide/Clindamycin (On the skin)
Drug ClassesAntiacne, Antibacterial
Drug LabelClindamycin hydrochloride is the hydrated hydrochloride salt of clindamycin. Clindamycin is a semisynthetic antibiotic produced by a 7(S)-chloro-substitution of the 7(R)-hydroxyl group of the parent compound lincomycin.CLEOCIN HCl Capsules contain cl...
Active IngredientClindamycin hydrochloride
Dosage FormCapsule
RouteOral
Strengtheq 300mg base; eq 150mg base; eq 75mg base
Market StatusPrescription
CompanyPharmacia And Upjohn

5 of 12  
Drug NameClindamycin hydrochloride
PubMed HealthClindamycin (Vaginal)
Drug ClassesAntibiotic
Drug LabelDESCRIPTIONClindamycin hydrochloride is the hydrated hydrochloride salt of clindamycin. Clindamycin is a semisynthetic antibiotic produced by a 7(S)-chloro-substitution of the 7(R)-hydroxyl group of the parent compound lincomycin.The chemical name fo...
Active IngredientClindamycin hydrochloride
Dosage FormCapsule
RouteOral
Strengtheq 300mg base; eq 150mg base; eq 75mg base
Market StatusPrescription
CompanyCorepharma; Watson Labs; Mylan Pharms; Ranbaxy; Lannett; Teva; Aurobindo Pharma; Zydus Pharms Usa

6 of 12  
Drug NameDuac
Active IngredientBenzoyl peroxide; clindamycin phosphate
Dosage FormGel
RouteTopical
Strength5%; 1.2%
Market StatusPrescription
CompanyStiefel

7 of 12  
Drug NameAcanya
PubMed HealthBenzoyl Peroxide/Clindamycin (On the skin)
Drug ClassesAntiacne, Antibacterial
Active IngredientBenzoyl peroxide; clindamycin phosphate
Dosage FormGel
RouteTopical
Strength1.2%; 2.5%
Market StatusPrescription
CompanyDow Pharm

8 of 12  
Drug NameBenzaclin
Active IngredientBenzoyl peroxide; clindamycin phosphate
Dosage FormGel
RouteTopical
Strength5%; eq 1% base
Market StatusPrescription
CompanyValeant Bermuda

9 of 12  
Drug NameCleocin
Drug LabelClindamycin hydrochloride is the hydrated hydrochloride salt of clindamycin. Clindamycin is a semisynthetic antibiotic produced by a 7(S)-chloro-substitution of the 7(R)-hydroxyl group of the parent compound lincomycin.CLEOCIN HCl Capsules contain cl...
Active IngredientClindamycin palmitate hydrochloride; Clindamycin phosphate
Dosage FormSuppository; Swab; For solution; Cream
RouteTopical; Vaginal; Oral
Strengtheq 1% base; 100mg; eq 2% base; eq 75mg base/5ml
Market StatusPrescription
CompanyPharmacia And Upjohn

10 of 12  
Drug NameCleocin hydrochloride
PubMed HealthBenzoyl Peroxide/Clindamycin (On the skin)
Drug ClassesAntiacne, Antibacterial
Drug LabelClindamycin hydrochloride is the hydrated hydrochloride salt of clindamycin. Clindamycin is a semisynthetic antibiotic produced by a 7(S)-chloro-substitution of the 7(R)-hydroxyl group of the parent compound lincomycin.CLEOCIN HCl Capsules contain cl...
Active IngredientClindamycin hydrochloride
Dosage FormCapsule
RouteOral
Strengtheq 300mg base; eq 150mg base; eq 75mg base
Market StatusPrescription
CompanyPharmacia And Upjohn

11 of 12  
Drug NameClindamycin hydrochloride
PubMed HealthClindamycin (Vaginal)
Drug ClassesAntibiotic
Drug LabelDESCRIPTIONClindamycin hydrochloride is the hydrated hydrochloride salt of clindamycin. Clindamycin is a semisynthetic antibiotic produced by a 7(S)-chloro-substitution of the 7(R)-hydroxyl group of the parent compound lincomycin.The chemical name fo...
Active IngredientClindamycin hydrochloride
Dosage FormCapsule
RouteOral
Strengtheq 300mg base; eq 150mg base; eq 75mg base
Market StatusPrescription
CompanyCorepharma; Watson Labs; Mylan Pharms; Ranbaxy; Lannett; Teva; Aurobindo Pharma; Zydus Pharms Usa

12 of 12  
Drug NameDuac
Active IngredientBenzoyl peroxide; clindamycin phosphate
Dosage FormGel
RouteTopical
Strength5%; 1.2%
Market StatusPrescription
CompanyStiefel

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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


Protein Synthesis Inhibitors

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Lincosamide Antibacterial [EPC]; Lincosamides [CS]; Neuromuscular Blockade [PE]; Decreased Sebaceous Gland Activity [PE]
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  • CAPSULE;ORAL - EQ 150MG BASE
  • CAPSULE;ORAL - EQ 300MG BASE
  • CAPSULE;ORAL - EQ 75MG BASE
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