Page last updated: 2024-11-12

complestatin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

complestatin: compound extracted from Streptomyces lavendulae mycelia; on acid hydrolysis yields D-4-hydroxyphenylglycine & D-3,5-dichloro-4-hydroxyphenylglycine & acidic chromophore; inhibits gp120-CD4 binding [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

isocomplestatin : A heterodetic cyclic peptide which is a atropisomer of complestatin. It is isolated from the culture broth of Streptomyces and has anti-HIV-1 activity. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

chloropeptin II : A heterodetic cyclic peptide consisting of N-acylated trytophan, 3,5-dichloro-4-hydroxyphenylglycine, 4-hydroxyphenylglycine, 3,5-dichloro-4-hydroxyphenylglycyl, tyrosine and 4-hydroxyphenylglycine residues joined in sequence and in which the side-chain of the central 4-hydroxyphenylglycine residue is attached to the side-chain of the tryptophan via a C3-C6 bond and to the side-chain of the tyrosine via an ether bond from C5. It is isolated from the culture broth of Streptomyces and has anti-HIV-1 activity. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID16134403
CHEMBL ID437996
CHEMBL ID506605
CHEBI ID66093
CHEBI ID65619
MeSH IDM0080789

Synonyms (11)

Synonym
sch-79235
wk-3419a
chloropeptin ii
complestatin
69598-75-0
isocomplestatin
bdbm50123449
chembl437996
chebi:66093 ,
CHEMBL506605
CHEBI:65619
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agentA substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
anti-HIV-1 agentAn anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
HIV-1 integrase inhibitorAn inhibitor of HIV-1 integrase, an enzyme required for the integration of the genetic material of the retrovirus into the DNA of the infected cells.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (7)

ClassDescription
indolesAny compound containing an indole skeleton.
cyclic etherAny ether in which the oxygen atom forms part of a ring.
heterodetic cyclic peptideA heterodetic cyclic peptide is a peptide consisting only of amino-acid residues, but in which the linkages forming the ring are not solely peptide bonds; one or more is an isopeptide, disulfide, ester, or other bond.
organochlorine compoundAn organochlorine compound is a compound containing at least one carbon-chlorine bond.
peptide antibioticA chemically diverse class of peptides that exhibit antimicrobial properties.
polyphenolMembers of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group.
heterodetic cyclic peptideA heterodetic cyclic peptide is a peptide consisting only of amino-acid residues, but in which the linkages forming the ring are not solely peptide bonds; one or more is an isopeptide, disulfide, ester, or other bond.
organochlorine compoundAn organochlorine compound is a compound containing at least one carbon-chlorine bond.
cyclic etherAny ether in which the oxygen atom forms part of a ring.
organic heterobicyclic compound
polyphenolMembers of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
T-cell surface glycoprotein CD4Homo sapiens (human)IC50 (µMol)0.13000.13000.13000.1300AID42787
Integrase Human immunodeficiency virus 1IC50 (µMol)1.64000.00051.544310.0000AID356722; AID356723; AID356724; AID356725; AID356726
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (33)

Processvia Protein(s)Taxonomy
maintenance of protein location in cellT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of protein phosphorylationT-cell surface glycoprotein CD4Homo sapiens (human)
adaptive immune responseT-cell surface glycoprotein CD4Homo sapiens (human)
immune responseT-cell surface glycoprotein CD4Homo sapiens (human)
cell adhesionT-cell surface glycoprotein CD4Homo sapiens (human)
signal transductionT-cell surface glycoprotein CD4Homo sapiens (human)
cell surface receptor signaling pathwayT-cell surface glycoprotein CD4Homo sapiens (human)
enzyme-linked receptor protein signaling pathwayT-cell surface glycoprotein CD4Homo sapiens (human)
cell surface receptor protein tyrosine kinase signaling pathwayT-cell surface glycoprotein CD4Homo sapiens (human)
calcium-mediated signalingT-cell surface glycoprotein CD4Homo sapiens (human)
T cell differentiationT-cell surface glycoprotein CD4Homo sapiens (human)
macrophage differentiationT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of interleukin-2 productionT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of kinase activityT-cell surface glycoprotein CD4Homo sapiens (human)
helper T cell enhancement of adaptive immune responseT-cell surface glycoprotein CD4Homo sapiens (human)
interleukin-15-mediated signaling pathwayT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of canonical NF-kappaB signal transductionT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of MAPK cascadeT-cell surface glycoprotein CD4Homo sapiens (human)
T cell selectionT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of monocyte differentiationT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of protein kinase activityT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of DNA-templated transcriptionT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of viral entry into host cellT-cell surface glycoprotein CD4Homo sapiens (human)
symbiont entry into host cellT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of peptidyl-tyrosine phosphorylationT-cell surface glycoprotein CD4Homo sapiens (human)
defense response to Gram-negative bacteriumT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of calcium-mediated signalingT-cell surface glycoprotein CD4Homo sapiens (human)
regulation of T cell activationT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of T cell activationT-cell surface glycoprotein CD4Homo sapiens (human)
regulation of calcium ion transportT-cell surface glycoprotein CD4Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeT-cell surface glycoprotein CD4Homo sapiens (human)
cellular response to granulocyte macrophage colony-stimulating factor stimulusT-cell surface glycoprotein CD4Homo sapiens (human)
T cell activationT-cell surface glycoprotein CD4Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (17)

Processvia Protein(s)Taxonomy
virus receptor activityT-cell surface glycoprotein CD4Homo sapiens (human)
transmembrane signaling receptor activityT-cell surface glycoprotein CD4Homo sapiens (human)
extracellular matrix structural constituentT-cell surface glycoprotein CD4Homo sapiens (human)
protein bindingT-cell surface glycoprotein CD4Homo sapiens (human)
zinc ion bindingT-cell surface glycoprotein CD4Homo sapiens (human)
lipid bindingT-cell surface glycoprotein CD4Homo sapiens (human)
coreceptor activityT-cell surface glycoprotein CD4Homo sapiens (human)
enzyme bindingT-cell surface glycoprotein CD4Homo sapiens (human)
protein kinase bindingT-cell surface glycoprotein CD4Homo sapiens (human)
MHC class II protein complex bindingT-cell surface glycoprotein CD4Homo sapiens (human)
signaling receptor activityT-cell surface glycoprotein CD4Homo sapiens (human)
interleukin-16 bindingT-cell surface glycoprotein CD4Homo sapiens (human)
interleukin-16 receptor activityT-cell surface glycoprotein CD4Homo sapiens (human)
MHC class II protein bindingT-cell surface glycoprotein CD4Homo sapiens (human)
identical protein bindingT-cell surface glycoprotein CD4Homo sapiens (human)
protein homodimerization activityT-cell surface glycoprotein CD4Homo sapiens (human)
protein tyrosine kinase bindingT-cell surface glycoprotein CD4Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
early endosomeT-cell surface glycoprotein CD4Homo sapiens (human)
endoplasmic reticulum lumenT-cell surface glycoprotein CD4Homo sapiens (human)
endoplasmic reticulum membraneT-cell surface glycoprotein CD4Homo sapiens (human)
plasma membraneT-cell surface glycoprotein CD4Homo sapiens (human)
external side of plasma membraneT-cell surface glycoprotein CD4Homo sapiens (human)
clathrin-coated endocytic vesicle membraneT-cell surface glycoprotein CD4Homo sapiens (human)
membrane raftT-cell surface glycoprotein CD4Homo sapiens (human)
T cell receptor complexT-cell surface glycoprotein CD4Homo sapiens (human)
membrane raftT-cell surface glycoprotein CD4Homo sapiens (human)
external side of plasma membraneT-cell surface glycoprotein CD4Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (15)

Assay IDTitleYearJournalArticle
AID356723Inhibition of HIV1 integrase strand transfer activity2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID356725Inhibition of disintegration activity of HIV1 integrase catalytic core domain (50 to 212)2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID42787Inhibitory concentration against CD4-gp120 binding in the absence of fetal bovine serum (FBS); Range is 0.13-0.5 uM2003Bioorganic & medicinal chemistry letters, Feb-10, Volume: 13, Issue:3
Condensed aromatic peptide family of microbial metabolites, inhibitors of CD28-CD80 interactions.
AID356724Inhibition of disintegration activity of HIV1 intact integrase2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID356730Antiviral activity against HIV PIC2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID44673Inhibition of CD28-CD80 interaction in the presence of fetal bovine serum (FBS)2003Bioorganic & medicinal chemistry letters, Feb-10, Volume: 13, Issue:3
Condensed aromatic peptide family of microbial metabolites, inhibitors of CD28-CD80 interactions.
AID356731Antiviral activity against HIV2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID356732Inhibition of HIV1 recombinant gp120/CD4 interaction by ELISA2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID356722Inhibition of HIV1 integrase 3' processing/strand transfer coupled activity2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID356728Antiviral activity against Simian immunodeficiency virus2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID356727Antiviral activity against Feline immunodeficiency virus2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID356721Antiviral activity against HIV1 assessed as inhibition of viral spread in infected cells2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID356729Antiviral activity against Avian myeloblastosis virus2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
AID44672Inhibition of CD28-CD80 interaction in the absence of fetal bovine serum (FBS)2003Bioorganic & medicinal chemistry letters, Feb-10, Volume: 13, Issue:3
Condensed aromatic peptide family of microbial metabolites, inhibitors of CD28-CD80 interactions.
AID356726Inhibition of integration activity of HIV1 intact integrase2001Journal of natural products, Jul, Volume: 64, Issue:7
The complestatins as HIV-1 integrase inhibitors. Efficient isolation, structure elucidation, and inhibitory activities of isocomplestatin, chloropeptin I, new complestatins, A and B, and acid-hydrolysis products of chloropeptin I.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (35)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (8.57)18.7374
1990's7 (20.00)18.2507
2000's14 (40.00)29.6817
2010's9 (25.71)24.3611
2020's2 (5.71)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.55

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index24.55 (24.57)
Research Supply Index3.58 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index26.67 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (24.55)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (2.86%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other34 (97.14%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]