Viomycin

ID: ALA3085436

Chembl Id: CHEMBL3085436

PubChem CID: 135398671

Max Phase: Approved

First Approval: 1982

Molecular Formula: C25H43N13O10

Molecular Weight: 685.70

Molecule Type: Protein

Associated Items:

Names and Identifiers

Synonyms: Celiomycin | Florimycin | Tuberactinomycin b | Vinacetin a | Vioactane

Synonyms from Alternative Forms(5): Viomycin sulfate | Florimycin sulfate | Viomycin sulphate | NSC-760360 | Viocin sulfate

Canonical SMILES:  NCCC[C@H](N)CC(=O)N[C@H]1CNC(=O)[C@H]([C@H]2C[C@H](O)NC(N)=N2)NC(=O)/C(=C/NC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC1=O

Standard InChI:  InChI=1S/C25H43N13O10/c26-3-1-2-10(27)4-16(41)32-12-6-30-23(47)18(11-5-17(42)37-24(28)36-11)38-20(44)13(7-31-25(29)48)33-21(45)14(8-39)35-22(46)15(9-40)34-19(12)43/h7,10-12,14-15,17-18,39-40,42H,1-6,8-9,26-27H2,(H,30,47)(H,32,41)(H,33,45)(H,34,43)(H,35,46)(H,38,44)(H3,28,36,37)(H3,29,31,48)/b13-7-/t10-,11+,12-,14-,15-,17-,18-/m0/s1

Standard InChI Key:  GXFAIFRPOKBQRV-GHXCTMGLSA-N

Alternative Forms

  1. Parent:

    ALA3085436

    VIOMYCIN
  2. Alternative Forms:

Associated Targets(Human)

HDAC6 Tclin Histone deacetylase 6 (20808 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

pol Human immunodeficiency virus type 1 integrase (9041 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rpsB Bacterial 70S ribosome (328 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis (203094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: Yes
Molecule Type: ProteinTopical: NoFirst In Class: NoBlack Box: No
Chirality: YesAvailability: NoProdrug: 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

Calculated Properties

Molecular Weight: 685.70Molecular Weight (Monoisotopic): 685.3256AlogP: -8.88#Rotatable Bonds: 10
Polar Surface Area: 392.86Molecular Species: BASEHBA: 15HBD: 15
#RO5 Violations: 3HBA (Lipinski): 23HBD (Lipinski): 19#RO5 Violations (Lipinski): 3
CX Acidic pKa: 8.99CX Basic pKa: 22.11CX LogP: -10.98CX LogD: -16.45
Aromatic Rings: Heavy Atoms: 48QED Weighted: 0.09Np Likeness Score: 1.01

References

1. Carlson HA, Masukawa KM, Rubins K, Bushman FD, Jorgensen WL, Lins RD, Briggs JM, McCammon JA..  (2000)  Developing a dynamic pharmacophore model for HIV-1 integrase.,  43  (11): [PMID:10841789] [10.1021/jm990322h]
2. Bodoor K, Boyapati V, Gopu V, Boisdore M, Allam K, Miller J, Treleaven WD, Weldeghiorghis T, Aboul-ela F..  (2009)  Design and implementation of an ribonucleic acid (RNA) directed fragment library.,  52  (12): [PMID:19445516] [10.1021/jm9000659]
3. Feldman MB, Terry DS, Altman RB, Blanchard SC..  (2010)  Aminoglycoside activity observed on single pre-translocation ribosome complexes.,  (1): [PMID:19946275] [10.1038/nchembio.274]
4. Kruhlak NL, Choi SS, Contrera JF, Weaver JL, Willard JM, Hastings KL, Sancilio LF..  (2008)  Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models.,  18  (2): [PMID:20020916] [10.1080/15376510701857262]
5. Ellen Van Damme.  (2021)  Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity,  [10.6019/CHEMBL4651402]
6. Bernhard Ellinger, Justus Dick, Vanessa Lage-Rupprecht, Bruce Schultz, Andrea Zaliani, Marcin Namysl, Stephan Gebel, Ole Pless, Jeanette Reinshagen, Christian Ebeling, Alexander Esser, Marc Jacobs, Carsten Claussen, and Martin Hofmann-Apitius.  (2021)  HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators,  [10.6019/CHEMBL4808148]
7. Mishra SK, Tripathi G, Kishore N, Singh RK, Singh A, Tiwari VK..  (2017)  Drug development against tuberculosis: Impact of alkaloids.,  137  [PMID:28628823] [10.1016/j.ejmech.2017.06.005]