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    Chemistry

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    Also known as: 155213-67-5, Norvir, Abt-538, A-84538, Abbott 84538, Abbott-84538
    Molecular Formula
    C37H48N6O5S2
    Molecular Weight
    720.9  g/mol
    InChI Key
    NCDNCNXCDXHOMX-XGKFQTDJSA-N
    FDA UNII
    O3J8G9O825
    Ritonavir
    An HIV protease inhibitor that works by interfering with the reproductive cycle of HIV. It also inhibits CYTOCHROME P-450 CYP3A.
    Ritonavir is a Cytochrome P450 3A Inhibitor and Protease Inhibitor. The mechanism of action of ritonavir is as a HIV Protease Inhibitor and Cytochrome P450 3A Inhibitor and Cytochrome P450 2D6 Inhibitor and Cytochrome P450 2C19 Inducer and Cytochrome P450 3A Inducer and P-Glycoprotein Inhibitor and Breast Cancer Resistance Protein Inhibitor and Cytochrome P450 3A4 Inhibitor and Cytochrome P450 1A2 Inducer and Cytochrome P450 2C9 Inducer and Cytochrome P450 2B6 Inducer and UDP Glucuronosyltransferases Inducer.
    1 2D Structure

    Ritonavir

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-3-hydroxy-5-[[(2S)-3-methyl-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]butanoyl]amino]-1,6-diphenylhexan-2-yl]carbamate
    2.1.2 InChI
    InChI=1S/C37H48N6O5S2/c1-24(2)33(42-36(46)43(5)20-29-22-49-35(40-29)25(3)4)34(45)39-28(16-26-12-8-6-9-13-26)18-32(44)31(17-27-14-10-7-11-15-27)41-37(47)48-21-30-19-38-23-50-30/h6-15,19,22-25,28,31-33,44H,16-18,20-21H2,1-5H3,(H,39,45)(H,41,47)(H,42,46)/t28-,31-,32-,33-/m0/s1
    2.1.3 InChI Key
    NCDNCNXCDXHOMX-XGKFQTDJSA-N
    2.1.4 Canonical SMILES
    CC(C)C1=NC(=CS1)CN(C)C(=O)NC(C(C)C)C(=O)NC(CC2=CC=CC=C2)CC(C(CC3=CC=CC=C3)NC(=O)OCC4=CN=CS4)O
    2.1.5 Isomeric SMILES
    CC(C)C1=NC(=CS1)CN(C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC2=CC=CC=C2)C[C@@H]([C@H](CC3=CC=CC=C3)NC(=O)OCC4=CN=CS4)O
    2.2 Other Identifiers
    2.2.1 UNII
    O3J8G9O825
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Abt 538

    2. Abt-538

    3. Abt538

    4. Norvir

    2.3.2 Depositor-Supplied Synonyms

    1. 155213-67-5

    2. Norvir

    3. Abt-538

    4. A-84538

    5. Abbott 84538

    6. Abbott-84538

    7. Empetus

    8. Ritomune

    9. Ritovir

    10. Viekirax

    11. Viriton

    12. Rtv

    13. Abt 538

    14. Chebi:45409

    15. 1,3-thiazol-5-ylmethyl N-[(2s,3s,5s)-3-hydroxy-5-[[(2s)-3-methyl-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]butanoyl]amino]-1,6-diphenylhexan-2-yl]carbamate

    16. Nsc-693184

    17. O3j8g9o825

    18. Ritonavir Related Compounds Mixture

    19. Nsc693184

    20. 2,7,10,12-tetraazatridecanoic Acid, 4-hydroxy-12-methyl-9-(1-methylethyl)-13-[2-(1-methylethyl)-4-thiazolyl]-8,11-dioxo-3,6-bis(phenylmethyl)-, 5-thiazolylmethyl Ester, (3s,4s,6s,9s)-

    21. Thiazol-5-ylmethyl ((2s,3s,5s)-3-hydroxy-5-((s)-2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanamido)-1,6-diphenylhexan-2-yl)carbamate

    22. Ritonavir [usan]

    23. Ncgc00159462-02

    24. Ncgc00183130-01

    25. Norvir Softgel

    26. Dsstox_cid_28553

    27. Dsstox_rid_82825

    28. Dsstox_gsid_48627

    29. N-[(2s,4s,5s)-4-hydroxy-1,6-diphenyl-5-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}hexan-2-yl]-n~2~-(methyl{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl}carbamoyl)-l-valinamide

    30. Rit

    31. Abt538

    32. Mfcd00927142

    33. Drg-0244

    34. 2,4,7,12-tetraazatridecan-13-oic Acid, 10-hydroxy-2-methyl-5-(1-methylethyl)-1-(2-(1-methylethyl)-4-thiazolyl)-3,6-dioxo-8,11-bis(phenylmethyl)-, 5-thiazolylmethyl Ester, (5s-(5r*,8r*,10r*,11r*))-

    35. Smr000466395

    36. Thiazol-5-ylmethyl (2s,3s,5s)-3-hydroxy-5-((s)-2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanamido)-1,6-diphenylhexan-2-ylcarbamate

    37. Thiazol-5-ylmethyl N-[(1s,2s,4s)-1-benzyl-2-hydroxy-4-[[(2s)-2-[[(2-isopropylthiazol-4-yl)methyl-methyl-carbamoyl]amino]-3-methyl-butanoyl]amino]-5-phenyl-pentyl]carbamate

    38. Norvir (tm)

    39. Norvir (tn)

    40. Cas-155213-67-5

    41. Hsdb 7160

    42. 1,3-thiazol-5-ylmethyl N-[(2s,3s,5r)-3-hydroxy-5-[[(2s)-3-methyl-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]butanoyl]amino]-1,6-diphenyl-hexan-2-yl]carbamate

    43. Ritonavirum

    44. Tmc 114r

    45. Unii-o3j8g9o825

    46. 1hxw

    47. 3prs

    48. 3tne

    49. 4eyr

    50. Ritonavir [usan:usp:inn:ban]

    51. Ritonavir- Bio-x

    52. 2,4,7,12-tetraazatridecan-13-oic Acid, 10-hydroxy-2-methyl-5-(1-methylethyl)-1-[2-(1-methylethyl)-4-thiazolyl]-3,6-dioxo-8,11-bis(phenylmethyl)-, 5-thiazolylmethyl Ester, [5s-(5r*,8r*,10r*,11r*)]-

    53. 2,7,10,12-tetraazatridecanoic Acid, 4-hydroxy-12-methyl-9-(1-methylethyl)-13-(2-(1-methylethyl)-4-thiazolyl)-8,11-dioxo-3,6-bis(phenylmethyl)-, 5-thiazolylmethyl Ester, (3s,4s,6s,9s)-

    54. Ritonavir & Plga

    55. 5-thiazolylmethyl ((alphas)-alpha-((1s,3s-1-hydroxy-3-((2s)-2-(3-((2-isopropyl-4-thiazolyl)methyl)-3-methylureido)-3-methylbutyramido)-4-phenylbutyl)phenethyl)carbamate

    56. Norvir, Norvir Softgel

    57. 1sh9

    58. Ritonavir [inn]

    59. Ritonavir [jan]

    60. Ritonavir [mi]

    61. Ritonavir [hsdb]

    62. Ritonavir [vandf]

    63. Abbot 84538

    64. Chembl163

    65. Ritonavir [mart.]

    66. Ritonavir [usp-rs]

    67. Ritonavir [who-dd]

    68. Ritonavir [who-ip]

    69. Schembl6679

    70. Ritonavir (jan/usp/inn)

    71. Bidd:pxr0023

    72. Ritonavir [ema Epar]

    73. 5-thiazolylmethyl ((alphas)-alpha-((1s,3s)-1-hydroxy-3-((2s)-2-(3-((2-isopropyl-4-thiazolyl)methyl)-3-methylureido)-3-methylbutyramido)-4-phenylbutyl)phenethyl)carbamate

    74. Mls000759541

    75. Mls001424063

    76. Mls006011764

    77. Bidd:gt0387

    78. Gtpl8804

    79. Ritonavir [orange Book]

    80. Dtxsid1048627

    81. Ritonavir [usp Impurity]

    82. Ritonavir, >=98% (hplc)

    83. Ritonavir [usp Monograph]

    84. Kaletra Component Ritonavir

    85. Hms2051b08

    86. Hms2235o10

    87. Hms3715l22

    88. Pharmakon1600-01502391

    89. Paxlovid Component Ritonavir

    90. Ritonavirum [who-ip Latin]

    91. Viekirax Component Ritonavir

    92. Zinc3944422

    93. Tox21_112969

    94. Tox21_113431

    95. Ac-733

    96. Bdbm50088504

    97. Nsc760369

    98. S1185

    99. Stk634209

    100. Ritonavir Component Of Kaletra

    101. Akos000280930

    102. Ritonavir & Poly-lactide-co-glycolide

    103. Ritonavir Component Of Viekirax

    104. Tox21_112969_1

    105. Ccg-101007

    106. Cs-0432

    107. Db00503

    108. Ks-5017

    109. Nc00257

    110. Nsc 693184

    111. Nsc 760369

    112. Nsc-760369

    113. Mrf-0000287

    114. Ncgc00159462-03

    115. Ncgc00159462-04

    116. Ncgc00159462-07

    117. Ncgc00159462-20

    118. Ritonavir 100 Microg/ml In Acetonitrile

    119. Br164353

    120. Hy-90001

    121. Mls000759541-02

    122. R0116

    123. Sw197637-2

    124. C07240

    125. D00427

    126. Ab00639991-06

    127. Ab00639991-08

    128. Ab00639991_09

    129. Ab00639991_10

    130. 213r675

    131. A 84538

    132. A904691

    133. Q422618

    134. J-009178

    135. Ritonavir Related Compounds Mixture [usp-rs]

    136. Brd-k51485625-001-07-6

    137. Ritonavir Solution, 1.0 Mg/ml In Acetonitrile, Certified Reference Material

    138. (2s, 3s, 5s)-5-(n-(n-((n-methyl-n-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)valinvl)amino)-2-(n-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane

    139. (2s,3s,5s )-5-(n-(n-((n-methyl-n-((2-isopropyl-4-thiazolyl) Methyl)amino)carbonyl)valinyl)amino)-2-(n-((5-thiazolyl) Methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane

    140. (2s,3s,5s)-5-(n-(n((n-methyl-n-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino)-2-(n-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane

    141. (2s,3s,5s)-5-(n-(n-((n-methyi-n-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino)-2-(n-((5-thiazolyl)methoxycarbonyl)amino)-1.6-diphenyl-3-hydroxyhexane

    142. (2s,3s,5s)-5-(n-(n-((n-methyl-n-((2-isopropyl-4-thiazolyl) Methyl)amino)carbonyl)valinyl)amino)-2-(n-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane

    143. (2s,3s,5s)-5-(n-(n-((n-methyl-n-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino )-2-(n-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane

    144. (2s,3s,5s)-5-(n-(n-((n-methyl-n-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino)-2-(n-((5-thiazolyl)methoxycarbonyl)amino)-1 .6-diphenyl-3-hydroxyhexane

    145. (2s,3s,5s)-5-(n-(n-((n-methyl-n-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino)-2-(n-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane

    146. (2s,3s,5s)-5-(n-(n-((n-methyl-n-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino)-2-(n-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3hydroxyhexane

    147. (2s,3s,5s)-5-(n-(n-((n-methyl-n-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino)-2-(n-((5-thiazolyl)methoxycarbonyl)amino)-1.6-diphenyl-3-hydroxyhexane

    148. 1,3-thiazol-5-ylmethyl N-[(2s,3s,5s)-3-hydroxy-5-[(2s)-3-methyl-2-{[methyl({[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl})carbamoyl]amino}butanamido]-1,6-diphenylhexan-2-yl]carbamate

    149. 1,3-thiazol-5-ylmethyl N-[(2s,3s,5s)-3-hydroxy-5-[[(2s)-3-methyl-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]butanoyl]amino]-1,6-di(phenyl)hexan-2-yl]carbamate

    150. 2,4,7,12-tetraazatridecan-13-oic Acid, 10-hydroxy-2-methyl-5-(1-methylethyl)-1-(2-(1-methylethyl)-4-thiazolyl)-3,6-dioxo-8,11-bis(phenylmethyl)-5-thiazolylmethyl Ester (5s-(5r*,8r*,10r*,11r*))-

    151. 5-thiazolylmethyl ((.alpha.s)-.alpha.-((1s,3s)-1-hydroxy-3-((2s)-2-(3-((2-isopropyl-4-thiazolyl)methyl)-3-methylureido)-3-methylbutyramido)-4-phenylbutyl)phenethyl)carbamate

    152. 5-thiazolylmethyl (3s,4s,6s,9s)-4-hydroxy-12-methyl-9-(1-methylethyl)-13-[2-(1-methylethyl)-4-thiazolyl]-8,11-dioxo-3,6-bis(phenylmethyl)-2,7,10,12-tetraazatridecanoate

    153. N-[(2s,4s,5s)-4-hydroxy-1,6-diphenyl-5-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}hexan-2-yl]-n(2)-(methyl{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl}carbamoyl)-l-valinamide

    154. N1-((1s,3s,4s)-1-benzyl-3-hydroxy-5-phenyl-4-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}pentyl)-n2-{[[(2-isopropyl-1,3-thiazol-4-yl)methyl](methyl)amino]carbonyl}-l-valinamide

    155. Thiazol-5-ylmethyl((2s,3s,5s)-3-hydroxy-5-((s)-2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanamido)-1,6-diphenylhexan-2-yl)carbamate

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 720.9 g/mol
    Molecular Formula C37H48N6O5S2
    XLogP36
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count18
    Exact Mass720.31276100 g/mol
    Monoisotopic Mass720.31276100 g/mol
    Topological Polar Surface Area202 Ų
    Heavy Atom Count50
    Formal Charge0
    Complexity1040
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameNorvir
    PubMed HealthRitonavir (By mouth)
    Drug ClassesAntiretroviral Agent
    Drug LabelNORVIR (ritonavir) is an inhibitor of HIV-1 protease with activity against the Human Immunodeficiency Virus (HIV) type 1.Ritonavir is chemically designated as 10-Hydroxy-2-methyl-5-(1-methylethyl)-1- [2-(1-methylethyl)-4-thiazolyl]-3,6-dioxo-8,11-bis...
    Active IngredientRitonavir
    Dosage FormTablet; Capsule; Solution
    RouteOral
    Strength80mg/ml; 100mg
    Market StatusPrescription
    CompanyAbbvie

    2 of 4  
    Drug NameRitonavir
    PubMed HealthRitonavir (By mouth)
    Drug ClassesAntiretroviral Agent
    Drug LabelNORVIR (ritonavir) is an inhibitor of HIV-1 protease with activity against the Human Immunodeficiency Virus (HIV) type 1.Ritonavir is chemically designated as 10-Hydroxy-2-methyl-5-(1-methylethyl)-1- [2-(1-methylethyl)-4-thiazolyl]-3,6-dioxo-8,11-bis...
    Active IngredientRitonavir
    Dosage FormTablet
    RouteOral
    Strength100mg
    Market StatusTentative Approval
    CompanyRoxane

    3 of 4  
    Drug NameNorvir
    PubMed HealthRitonavir (By mouth)
    Drug ClassesAntiretroviral Agent
    Drug LabelNORVIR (ritonavir) is an inhibitor of HIV-1 protease with activity against the Human Immunodeficiency Virus (HIV) type 1.Ritonavir is chemically designated as 10-Hydroxy-2-methyl-5-(1-methylethyl)-1- [2-(1-methylethyl)-4-thiazolyl]-3,6-dioxo-8,11-bis...
    Active IngredientRitonavir
    Dosage FormTablet; Capsule; Solution
    RouteOral
    Strength80mg/ml; 100mg
    Market StatusPrescription