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    Cibinetide

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    DIGITAL CONTENT

    PharmaCompass
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    2D Structure
    Also known as: Phbsp, Ph-bsp, Ara290, Ara-290, 1208243-50-8, Ara 290
    Molecular Formula
    C51H84N16O21
    Molecular Weight
    1257.3  g/mol
    InChI Key
    WZTIQQBMSJTRBR-WYKNNRPVSA-N
    FDA UNII
    9W5677JKDA
    Cibinetide has been used in trials studying the basic science of Depression.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4S)-5-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-4-amino-1-[[(2S)-1-[[(1S)-1-carboxy-2-hydroxyethyl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-5-oxo-4-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]pentanoic acid
    2.1.2 InChI
    InChI=1S/C51H84N16O21/c1-22(2)17-30(47(84)65-32(19-36(53)71)48(85)66-33(20-68)49(86)67-34(21-69)50(87)88)63-40(77)24(5)57-41(78)25(7-6-16-56-51(54)55)59-43(80)29(11-15-39(75)76)62-46(83)31(18-23(3)4)64-45(82)27(8-12-35(52)70)60-44(81)28(10-14-38(73)74)61-42(79)26-9-13-37(72)58-26/h22-34,68-69H,6-21H2,1-5H3,(H2,52,70)(H2,53,71)(H,57,78)(H,58,72)(H,59,80)(H,60,81)(H,61,79)(H,62,83)(H,63,77)(H,64,82)(H,65,84)(H,66,85)(H,67,86)(H,73,74)(H,75,76)(H,87,88)(H4,54,55,56)/t24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-/m0/s1
    2.1.3 InChI Key
    WZTIQQBMSJTRBR-WYKNNRPVSA-N
    2.1.4 Canonical SMILES
    CC(C)CC(C(=O)NC(CC(=O)N)C(=O)NC(CO)C(=O)NC(CO)C(=O)O)NC(=O)C(C)NC(=O)C(CCCN=C(N)N)NC(=O)C(CCC(=O)O)NC(=O)C(CC(C)C)NC(=O)C(CCC(=O)N)NC(=O)C(CCC(=O)O)NC(=O)C1CCC(=O)N1
    2.1.5 Isomeric SMILES
    C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)O)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]1CCC(=O)N1
    2.2 Other Identifiers
    2.2.1 UNII
    9W5677JKDA
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ara-290

    2. Ara290

    3. Pglu-glu-gln-leu-glu-arg-ala-leu-asn-ser-ser

    4. Phbsp Peptide

    5. Pyroglutamate Helix B Surface Peptide

    6. Pyroglutamate-glutamyl-glutaminyl-leucyl-glutamyl-arginyl-alanyl-leucyl-asparagyl-seryl-serine

    7. Ueqleralnss

    2.3.2 Depositor-Supplied Synonyms

    1. Phbsp

    2. Ph-bsp

    3. Ara290

    4. Ara-290

    5. 1208243-50-8

    6. Ara 290

    7. Cibinetide [usan]

    8. Pglu-glu-gln-leu-glu-arg-ala-leu-asn-ser-ser

    9. 9w5677jkda

    10. Pyr-glu-gln-leu-glu-arg-ala-leu-asn-ser-ser-oh

    11. L-pyroglutamyl-l-glutamyl-l-glutaminyl-l-ieucyl-l-glutamyl-l-arginyl-l-alanyl-l-leucyl-l-asparaginyl-l-seryl-l-serine

    12. L-pyroglutamyl-l-glutamyl-l-glutaminyl-l-leucyl-l-glutamyl-l-arginyl-l-alanyl-l-leucyl-l-asparaginyl-l-seryl-l-serine

    13. Phbsp Peptide

    14. Unii-9w5677jkda

    15. Cibinetidecibinetide

    16. Pyroglutamate Helix B Surface Peptide

    17. Cibinetide [inn]

    18. Cibinetide (usan/inn)

    19. Cibinetide [who-dd]

    20. Gtpl9677

    21. Chembl3545305

    22. Ex-a6264

    23. Db13006

    24. Pyroglutamate-glutamyl-glutaminyl-leucyl-glutamyl-arginyl-alanyl-leucyl-asparagyl-seryl-serine

    25. L-serine, 5-oxo-l-prolyl-l-alpha-glutamyl-l-glutaminyl-l-leucyl-l-alpha-glutamyl-l-arginyl-l-alanyl-l-leucyl-l-asparaginyl-l-seryl-

    26. D11218

    27. Q27273306

    28. L-pyr-l-glu-l-gln-l-leu-l-glu-l-arg-l-ala-l-leu-l-asn-l-ser-l-ser

    29. L-serine, 5-oxo-l-prolyl-l-.alpha.-glutamyl-l-glutaminyl-l-leucyl-l-.alpha.-glutamyl-l-arginyl-l-alanyl-l-leucyl-l-asparaginyl-l-seryl-

    2.4 Create Date
    2015-07-11
    3 Chemical and Physical Properties
    Molecular Weight 1257.3 g/mol
    Molecular Formula C51H84N16O21
    XLogP3-7.7
    Hydrogen Bond Donor Count20
    Hydrogen Bond Acceptor Count22
    Rotatable Bond Count42
    Exact Mass1256.59969375 g/mol
    Monoisotopic Mass1256.59969375 g/mol
    Topological Polar Surface Area623 Ų
    Heavy Atom Count88
    Formal Charge0
    Complexity2560
    Isotope Atom Count0
    Defined Atom Stereocenter Count11
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Treatment of sarcoidosis