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    Chemistry

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    Also known as: Cancidas, Caspofungin diacetate, 179463-17-3, Mk 0991, L 743872, Cancidas (tn)
    Molecular Formula
    C56H96N10O19
    Molecular Weight
    1213.4  g/mol
    InChI Key
    OGUJBRYAAJYXQP-LLXMLGLCSA-N
    Caspofungin
    A cyclic lipopeptide echinocandin and beta-(1,3)-D-glucan synthase inhibitor that is used to treat internal or systemic MYCOSES.
    1 2D Structure

    Caspofungin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    acetic acid;N-[(3S,6S,9S,11R,15S,18S,20R,21S,24S,25S)-21-(2-aminoethylamino)-3-[(1R)-3-amino-1-hydroxypropyl]-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,25-trihydroxy-15-[(1R)-1-hydroxyethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-10,12-dimethyltetradecanamide
    2.1.2 InChI
    InChI=1S/C52H88N10O15.2C2H4O2/c1-5-28(2)24-29(3)12-10-8-6-7-9-11-13-39(69)56-34-26-38(68)46(55-22-21-54)60-50(75)43-37(67)19-23-61(43)52(77)41(36(66)18-20-53)58-49(74)42(45(71)44(70)31-14-16-32(64)17-15-31)59-48(73)35-25-33(65)27-62(35)51(76)40(30(4)63)57-47(34)72;2*1-2(3)4/h14-17,28-30,33-38,40-46,55,63-68,70-71H,5-13,18-27,53-54H2,1-4H3,(H,56,69)(H,57,72)(H,58,74)(H,59,73)(H,60,75);2*1H3,(H,3,4)/t28?,29?,30-,33-,34+,35+,36-,37+,38-,40+,41+,42+,43+,44+,45+,46+;;/m1../s1
    2.1.3 InChI Key
    OGUJBRYAAJYXQP-LLXMLGLCSA-N
    2.1.4 Canonical SMILES
    CCC(C)CC(C)CCCCCCCCC(=O)NC1CC(C(NC(=O)C2C(CCN2C(=O)C(NC(=O)C(NC(=O)C3CC(CN3C(=O)C(NC1=O)C(C)O)O)C(C(C4=CC=C(C=C4)O)O)O)C(CCN)O)O)NCCN)O.CC(=O)O.CC(=O)O
    2.1.5 Isomeric SMILES
    CCC(C)CC(C)CCCCCCCCC(=O)N[C@H]1C[C@H]([C@H](NC(=O)[C@@H]2[C@H](CCN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@@H](NC1=O)[C@@H](C)O)O)[C@@H]([C@H](C4=CC=C(C=C4)O)O)O)[C@@H](CCN)O)O)NCCN)O.CC(=O)O.CC(=O)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Cancidas

    2. Caspofungin

    3. Caspofungin Msd

    4. L 743,872

    5. L 743872

    6. L-743,872

    7. L-743872

    8. L743,872

    9. L743872

    10. Mk 0991

    11. Mk-0991

    12. Mk0991

    2.2.2 Depositor-Supplied Synonyms

    1. Cancidas

    2. Caspofungin Diacetate

    3. 179463-17-3

    4. Mk 0991

    5. L 743872

    6. Cancidas (tn)

    7. Mk-0991

    8. Caspofungin Acetate- Bio-x

    9. Schembl149293

    10. L 743873

    11. Chembl4297142

    12. Caspofungin Acetate (jan/usan)

    13. Mfcd08141839

    14. Akos025401982

    15. Ac-27763

    16. Bc164293

    17. D02501

    18. F20901

    19. 463c173

    2.3 Create Date
    2006-06-06
    3 Chemical and Physical Properties
    Molecular Weight 1213.4 g/mol
    Molecular Formula C56H96N10O19
    Hydrogen Bond Donor Count18
    Hydrogen Bond Acceptor Count22
    Rotatable Bond Count23
    Exact Mass1212.68532087 g/mol
    Monoisotopic Mass1212.68532087 g/mol
    Topological Polar Surface Area487 Ų
    Heavy Atom Count85
    Formal Charge0
    Complexity1930
    Isotope Atom Count0
    Defined Atom Stereocenter Count14
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameCaspofungin acetate
    Active IngredientCaspofungin acetate
    Dosage FormInjectable
    Routeinjection
    Strength70mg/vial; 50mg/vial
    Market StatusTentative Approval
    CompanySandoz

    2 of 2  
    Drug NameCaspofungin acetate
    Active IngredientCaspofungin acetate
    Dosage FormInjectable
    Routeinjection
    Strength70mg/vial; 50mg/vial
    Market StatusTentative Approval
    CompanySandoz

    4.2 Drug Indication

    - Treatment of invasive candidiasis in adult or paediatric patients.

    - Treatment of invasive aspergillosis in adult or paediatric patients who are refractory to or intolerant of amphotericin B, lipid formulations of amphotericin B and/or itraconazole. Refractoriness is defined as progression of infection or failure to improve after a minimum of 7 days of prior therapeutic doses of effective antifungal therapy.

    - Empirical therapy for presumed fungal infections (such as Candida or Aspergillus) in febrile, neutropaenic adult or paediatric patients.

    Fungal infections

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antifungal Agents

    Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)

    Enzyme Inhibitors

    Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Lipopeptides [CS]; Echinocandin Antifungal [EPC]
    5.3 ATC Code

    J02AX04

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    04-Jan-2021
    28-Sep-2024
    KGS
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    DOSAGE - POWDER;INTRAVENOUS - 50MG/VIAL

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