VINBLASTINE SULFATE

ID: ALA378544

Max Phase: Approved

First Approval: 1965

Molecular Formula: C46H60N4O13S

Molecular Weight: 810.99

Molecule Type: Small molecule

Associated Items:

Representations

Synonyms (9): Alkaban-aq | Vinblastine sulfate | Vinblastine sulphate | Vinblastini sulfas | Vincaleukoblastine sulfate | Vlb monosulfate | 29060-LE | 29060LE | NSC-49842
Synonyms from Alternative Forms(9):

    Trade Names(4): Velban | Velbe | Vinblast,lederle | Vinblastine sulfate

    Canonical SMILES:  CC[C@]1(O)C[C@@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1.O=S(=O)(O)O

    Standard InChI:  InChI=1S/C46H58N4O9.H2O4S/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7;1-5(2,3)4/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3;(H2,1,2,3,4)/t28-,37-,38+,39+,42-,43+,44+,45-,46-;/m0./s1

    Standard InChI Key:  KDQAABAKXDWYSZ-PNYVAJAMSA-N

    Associated Targets(Human)

    K562 73714 Activities

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    LNCaP 8286 Activities

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    COLO 320 353 Activities

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    T47D 39041 Activities

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    Panel NCI-60 (60 carcinoma cell lines) 1088 Activities

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    HCT-116 91556 Activities

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    MDA-MB-435 38290 Activities

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    A549 127892 Activities

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    HCT-8 3484 Activities

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    NUGC-4 61 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    M21 1715 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Caco-2 12174 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    COR-L23 253 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    C32 251 Activities

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    A-375 9258 Activities

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    ACHN 49357 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Tubulin 5180 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Menin/Histone-lysine N-methyltransferase MLL 48157 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Prelamin-A/C 36751 Activities

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    ATP-dependent DNA helicase Q1 5575 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Lysine-specific demethylase 4D-like 40243 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Huntingtin 19182 Activities

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    microRNA 21 64692 Activities

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    Ras-related protein Rab-9A 22488 Activities

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    Microtubule-associated protein tau 95507 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Hypoxia-inducible factor 1 alpha 6027 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Niemann-Pick C1 protein 18985 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Lysine-specific demethylase 4A 52245 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Nuclear factor erythroid 2-related factor 2 95332 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    ATPase family AAA domain-containing protein 5 122566 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 93046 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    HT-29 80576 Activities

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    MCF7 126967 Activities

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    UACC-903 393 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Mothers against decapentaplegic homolog 3 68039 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    DU-145 51482 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    SK-MEL-5 47095 Activities

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    BXPC-3 2997 Activities

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    HepG2 196354 Activities

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    MDA-MB-231 73002 Activities

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    Geminin 128009 Activities

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    Ataxin-2 54410 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 36611 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Tyrosyl-DNA phosphodiesterase 1 345557 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Nuclear receptor subfamily 0 group B member 1 493 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Isocitrate dehydrogenase [NADP] cytoplasmic 40980 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Paired box protein Pax-8 1910 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Histone deacetylase 6 20808 Activities

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    Associated Targets(non-human)

    Tubulin 1327 Activities

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    Mus musculus 284745 Activities

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    Plasmodium falciparum 966862 Activities

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    Thioredoxin reductase 1, cytoplasmic 45279 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Acetylcholinesterase 12221 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Cholinesterase 8742 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    P388/S 109 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    P388/VCR 52 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    CHO 4503 Activities

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    P388 20296 Activities

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    B16 5829 Activities

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    Rattus norvegicus 775804 Activities

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    SARS-CoV-2 38078 Activities

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    Replicase polyprotein 1ab 11336 Activities

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    Molecule Features

    Natural Product: NoOral: NoChemical Probe: NoParenteral: Yes
    Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
    Chirality: YesAvailability: YesProdrug: No

    Drug Indications

    MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

    Mechanisms of Action

    Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

    Properties

    Molecular Weight: 810.99Molecular Weight (Monoisotopic): 810.4204AlogP: 3.99#Rotatable Bonds: 7
    Polar Surface Area: 154.10Molecular Species: BASEHBA: 12HBD: 3
    #RO5 Violations: 2HBA (Lipinski): 13HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
    CX Acidic pKa: 10.87CX Basic pKa: 8.86CX LogP: 4.18CX LogD: 1.81
    Aromatic Rings: 3Heavy Atoms: 59QED Weighted: 0.18Np Likeness Score: 1.53

    References

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