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PEPDIA-INT-025744

Silver

Cyclo(Trp-Phe), Diketopiperazine (WF)

65

Quality

2

Source DBs

63

Activities

3

Source refs

4

Literature

0

Patents

Integrated record

Sequence and molecular profile

WF
Indexed sequence2 aa
1WF

Length

2

Molecular weight

351.41 Da

Formula

C20H21N3O3

Structure type

Linear

Synthesis

Synthetic

Chirality

L

Family

-

Gene

-

Residue composition

W
1
F
1

Physicochemical profile

Hydrophobic2

Membrane affinity proxy

Polar0

Solubility proxy

Charged0

Net charge proxy +0

Aromatic2

Binding interaction proxy

Versioned scientific descriptors

Physicochemical properties and standard representations

calculated sequence and structure

Reported properties

Legacy compatibility fields are materialized from the versioned PepDiana computed release; no separate source-reported property is available.

Computed properties

physchem-20260620

Molecular weight

351.399 Da

Molecular formula

C20H21N3O3

Theoretical pI

5.525

Net charge at pH 7

-0.2399

GRAVY

0.95

Instability index

5

Aromaticity

1

Topological polar surface area

108.21 Ų

cLogP

1.8498

Hydrogen-bond donors

4

Hydrogen-bond acceptors

3

Rotatable bonds

7

Method: PepDiana sequence/structure descriptor pipeline

Tool: Biopython+RDKit · Biopython 1.85; RDKit 2024.09.6

Calculated: 2026-06-20T11:01:38.358971+00:00

Assumptions: ph=7; termini=free N-terminus and free C-terminus for simple linear peptides; stereochemistry=standard L-amino acids; smiles_length_limit=200

Sequence representations

representations-20260620 · RDKit 2024.09.6

ProForma 2.0

validated simple linear

WF

HELM 2.0

validated simple linear

PEPTIDE1{W.F}$$$$V2.0

Canonical SMILES

validated

NC(Cc1c[nH]c2ccccc12)C(=O)NC(Cc1ccccc1)C(=O)O

Isomeric SMILES

validated

N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1ccccc1)C(=O)O

Follow-up research

External analysis tools

Run BLASTPSearch similar protein or peptide sequences at NCBI.Search UniProtLook for related UniProtKB entries using the sequence.Search PubMedFind literature context for this peptide record.Search PubChemOpen chemistry search with the canonical SMILES string.

Links open third-party resources with the current PepDiana sequence, record name, or chemistry notation as the initial query.

Research workflow

Citation and local history

BibTeX

@misc{PEPDIA-INT-025744,
  title = {Cyclo(Trp-Phe), Diketopiperazine (WF)},
  author = {{PepDiana Consortium}},
  year = {2026},
  howpublished = {PepDiana Multifunctional Peptide Database},
  url = {http://127.0.0.1:3004/peptides/PEPDIA-INT-025744},
  note = {Accessed from local PepDiana development build}
}

APA-style note

Cyclo(Trp-Phe), Diketopiperazine (WF). (2026). PepDiana record PEPDIA-INT-025744. PepDiana Multifunctional Peptide Database. http://127.0.0.1:3004/peptides/PEPDIA-INT-025744

This record is saved to local recent-view history so it can reappear on the peptide browser page.

Integrated source-database annotations

Biological activity (63 records)

Stable recordActivitySubtypeValueTargetAssay methodSource
CTPDB_P025744_ACT_dbaasp_0000Antimicrobial-1 µg/mlBacillus subtilisNot reported by sourceDBAASPS_6161_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0001Antimicrobial-1 µg/mlMicrococcus luteusNot reported by sourceDBAASPS_6161_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0002Antimicrobial-1 µg/mlStaphylococcus aureusNot reported by sourceDBAASPS_6161_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0003Antimicrobial-80 µg/mlEscherichia coliNot reported by sourceDBAASPS_6161_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0004Antimicrobial-110 µg/mlPseudomonas aeruginosaNot reported by sourceDBAASPS_6161_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0005Antimicrobial-150 µg/mlKlebsiella aerogenesNot reported by sourceDBAASPS_6161_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0006Antimicrobial-90 µg/mlKlebsiella pneumoniaeNot reported by sourceDBAASPS_6161_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0007Antimicrobial-NACandida albicansNot reported by sourceDBAASPS_6161_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0008Antimicrobial-15 µg/mlSaccharomyces cerevisiaeNot reported by sourceDBAASPS_6161_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0009Antimicrobial-NAHuman hepatocellular carcinoma HepG2Not reported by sourceDBAASPS_6161_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0010Antimicrobial-4 µg/mlBacillus subtilis MTCC 2756Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0011Antimicrobial-8 µg/mlBacillus subtilis MTCC 2756Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0012Antimicrobial-8 µg/mlStaphylococcus aureus MTCC 902Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0013Antimicrobial-8 µg/mlStaphylococcus aureus MTCC 902Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0014Antimicrobial-8 µg/mlEscherichia coli MTCC 2622Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0015Antimicrobial-16 µg/mlEscherichia coli MTCC 2622Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0016Antimicrobial-16 µg/mlPseudomonas aeruginosa MTCC 2642Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0017Antimicrobial-16 µg/mlPseudomonas aeruginosa MTCC 2642Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0018Antimicrobial-2 µg/mlStaphylococcus epidermidis MTCC 435Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0019Antimicrobial-2 µg/mlStaphylococcus epidermidis MTCC 435Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0020Antimicrobial-2 µg/mlProteus mirabilis MTCC 425Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0021Antimicrobial-2 µg/mlProteus mirabilis MTCC 425Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0022Antimicrobial-0.5 µg/mlVibrio cholerae MTCC 3905Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0023Antimicrobial-1 µg/mlVibrio cholerae MTCC 3905Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0024Antimicrobial-16 µg/mlKlebsiella pneumoniae MTCC 109Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0025Antimicrobial-16 µg/mlKlebsiella pneumoniae MTCC 109Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0026Antimicrobial-16 µg/mlStaphylococcus simulans MTCC 3610Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0027Antimicrobial-32 µg/mlStaphylococcus simulans MTCC 3610Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0028Antimicrobial-1 µg/mlSalmonella enterica subsp. enterica serovar Typhi MTCC 3216Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0029Antimicrobial-1 µg/mlSalmonella enterica subsp. enterica serovar Typhi MTCC 3216Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0030Antimicrobial->50 µg/mlHuman colon adenocarcinoma HCT 116Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0031Antimicrobial-32 µg/mlAspergillus flavus MTCC 183Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0032Antimicrobial-16 µg/mlCandida albicans MTCC 277Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0033Antimicrobial-2 µg/mlFusarium oxysporum MTCC 284Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0034Antimicrobial-2 µg/mlRhizoctonia solani MTCC 4634Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0035Antimicrobial-4 µg/mlPenicillium expansum MTCC 2006Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0036Antimicrobial-8 µg/mlCandida tropicalis MTCC 184Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0037Antimicrobial-8 µg/mlGoffeauzyma gastrica MTCC 1715Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0038Antimicrobial-4 µg/mlTrichophyton rubrum MTCC 296Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0039Antimicrobial->=100Human lung carcinoma A549Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0040Antimicrobial->100 µMHuman ovarian adenocarcinoma A2780Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0041Antimicrobial->100 µMHuman ovarian adenocarcinoma A2780CisRNot reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0042Antimicrobial-100 µMHuman cervical carcinoma HeLaNot reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0043Antimicrobial->200 µMHuman hepatocellular carcinoma HepG2Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0044Antimicrobial-100 µMHuman breast adenocarcinoma MCF-7Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0045Antimicrobial-4 µg/mlBacillus subtilis ATCC 23857Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0046Antimicrobial-8 µg/mlStaphylococcus aureus ATCC 12600Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0047Antimicrobial-2 µg/mlStaphylococcus epidermidis ATCC 51625Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0048Antimicrobial-16 µg/mlStaphylococcus simulans ATCC 27848Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0049Antimicrobial-8 µg/mlEscherichia coli ATCC 35218Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0050Antimicrobial-16 µg/mlKlebsiella pneumoniae ATCC 43816Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0051Antimicrobial-16 µg/mlProteus mirabilis ATCC 21100Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0052Antimicrobial-16 µg/mlPseudomonas aeruginosa ATCC 10145Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0053Antimicrobial-32 µg/mlAspergillus flavus ATCC 204304Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0054Antimicrobial-16 µg/mlCandida albicans ATCC 10231Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0055Antimicrobial-8 µg/mlGoffeauzyma gastrica ATCC 32042Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0056Antimicrobial-4 µg/mlTrichophyton rubrum ATCC 28191Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0057Antimicrobial-2 µg/mlFusarium oxysporum ATCC 14838Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0058Antimicrobial-2 µg/mlRhizoctonia solani ATCC 10182Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0059Antimicrobial-4 µg/mlPenicillium expansum ATCC 16104Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dbaasp_0060Antimicrobial-8 µg/mlAlternaria brassicae ATCC 66981Not reported by sourceDBAASPS_7135_chain0dbaasp / linked
CTPDB_P025744_ACT_dramp_0061Antimicrobial-Not available in the current structured importUnknownNot reported by sourceDRAMP34358dramp / linked
CTPDB_P025744_ACT_dramp_0062Anticancer-Not available in the current structured importUnknownNot reported by sourceDRAMP34358dramp / linked

Sequence-linked cross-layer evidence

Linked primary-literature evidence

1

Records

1

Papers

1

Positive

0

Negative

1

Primary identities

These observations were collected directly from primary literature and linked by identical normalized sequence. They remain a separate evidence layer and do not overwrite Integrated source-database annotations.

View PEPDIA-PLP-004147View all experimental records

Provenance

Source database records (3)

dbaasp

DBAASPS_6161_chain0

Raw sequence

WF

dbaasp

DBAASPS_7135_chain0

Raw sequence

WF

dramp

DRAMP34358

Raw sequence

WF

Citation trail

Literature (4 records)

Antimicrobial activity, biocompatibility and hydrogelation ability of dipeptide-based amphiphiles.

Mitra RN, Shome A, Paul P, Das PK

Org Biomol Chem2009PMID 19081951

Purification, structural elucidation and bioactivity of tryptophan containing diketopiperazines, from Comamonas testosteroni associated with a rhabditid entomopathogenic nematode against major human-pathogenic bacteria.

Kumar SN, Mohandas C, Nambisan B

Peptides2014PMID 24120705

Purification, structural elucidation and bioactivity of tryptophan containing diketopiperazines, from Comamonas testosteroni associated with a rhabditid entomopathogenic nematode against major human-pathogenic bacteria.

Kumar SN, Mohandas C, Nambisan B

Peptides2014PMID 22617493

Purification, structural elucidation and bioactivity of tryptophan containing diketopiperazines, from Comamonas testosteroni associated with a rhabditid entomopathogenic nematode against major human-pathogenic bacteria.

Kumar SN, Mohandas C, Nambisan B

Peptides2014PMID 32806659

Audit surface

Raw annotations and release metadata

Integrated record last updated: 2026-04-15T00:59:17.814455+00:00

Modification summary

No structured modification annotations are available for this record.

ADMET
{
  "toxicity": [
    {
      "source_db": "dbaasp",
      "assay_method": "-",
      "toxicity_type": "Cytotoxic",
      "target_cellline": "Vero cells"
    },
    {
      "source_db": "dbaasp",
      "assay_method": "-",
      "toxicity_type": "Cytotoxic",
      "target_cellline": "Human fibroblasts"
    }
  ]
}
Source metadata
[
  {
    "source_db": "dbaasp",
    "organism_name": "Unknown"
  },
  {
    "source_db": "dramp",
    "organism_name": "Unknown"
  }
]