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PEPDIA-INT-002857

Gold

Cyclo(Phe-Phe)

Quality

Source DBs

Activities

Source refs

Literature

Patents

Integrated record

Sequence and molecular profile

Indexed sequence2 aa

1FF

Length

Molecular weight

312.37 Da

Formula

C18H20N2O3

Structure type

Linear

Synthesis

Synthetic

Chirality

Family

Gene

Residue composition

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

312.3629 Da

Molecular formula

C18H20N2O3

Theoretical pI

5.525

Net charge at pH 7

-0.2399

GRAVY

2.8

Instability index

Aromaticity

Topological polar surface area

92.42 Å²

cLogP

1.3685

Hydrogen-bond donors

Hydrogen-bond acceptors

Rotatable bonds

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

HELM 2.0

validated simple linear

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

Canonical SMILES

validated

NC(Cc1ccccc1)C(=O)NC(Cc1ccccc1)C(=O)O

Isomeric SMILES

validated

N[C@@H](Cc1ccccc1)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-002857,
  title = {Cyclo(Phe-Phe)},
  author = {{PepDiana Consortium}},
  year = {2026},
  howpublished = {PepDiana Multifunctional Peptide Database},
  url = {http://127.0.0.1:3004/peptides/PEPDIA-INT-002857},
  note = {Accessed from local PepDiana development build}
}

APA-style note

Cyclo(Phe-Phe). (2026). PepDiana record PEPDIA-INT-002857. PepDiana Multifunctional Peptide Database. http://127.0.0.1:3004/peptides/PEPDIA-INT-002857

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

Integrated source-database annotations

Biological activity (35 records)

Stable record	Activity	Subtype	Value	Target	Assay method	Source
CTPDB_P002857_ACT_ahtpdb_0000	Metabolic/Cardiovascular	ACE Inhibitor	Not available in the current structured import	Unknown	Not reported by source	3879ahtpdb / linked
CTPDB_P002857_ACT_ahtpdb_0001	Metabolic/Cardiovascular	ACE Inhibitor	Not available in the current structured import	Unknown	Not reported by source	5404ahtpdb / linked
CTPDB_P002857_ACT_camp_0002	Antimicrobial	Antibacterial	Not available in the current structured import	Unknown	Not reported by source	CAMPSQ13758camp / linked
CTPDB_P002857_ACT_dbaasp_0007	Antimicrobial	-	NA	Escherichia coli ATCC 15939	Not reported by source	DBAASPS_18901_chain0dbaasp / linked
CTPDB_P002857_ACT_dbaasp_0008	Antimicrobial	-	NA	Pseudomonas aeruginosa ATCC 10145	Not reported by source	DBAASPS_18901_chain0dbaasp / linked
CTPDB_P002857_ACT_dbaasp_0009	Antimicrobial	-	NA	Staphylococcus aureus ATCC 6538	Not reported by source	DBAASPS_18901_chain0dbaasp / linked
CTPDB_P002857_ACT_dbaasp_0010	Antimicrobial	-	NA	Listeria monocytogenes WSLC 1001	Not reported by source	DBAASPS_18901_chain0dbaasp / linked
CTPDB_P002857_ACT_dbaasp_0011	Antimicrobial	-	2.54 µM	Plasmodium berghei	Not reported by source	DBAASPS_18901_chain0dbaasp / linked
CTPDB_P002857_ACT_dbaasp_0012	Antimicrobial	-	>100 µM	Mycobacterium tuberculosis H37Rv	Not reported by source	DBAASPS_18901_chain0dbaasp / linked
CTPDB_P002857_ACT_dbaasp_0003	Antimicrobial	-	>500 µg/ml	Staphylococcus aureus	Not reported by source	DBAASPS_957_chain0dbaasp / linked
CTPDB_P002857_ACT_dbaasp_0004	Antimicrobial	-	>500 µg/ml	Staphylococcus aureus	Not reported by source	DBAASPS_957_chain0dbaasp / linked
CTPDB_P002857_ACT_dbaasp_0005	Antimicrobial	-	>500 µg/ml	Streptococcus sanguinis	Not reported by source	DBAASPS_957_chain0dbaasp / linked
CTPDB_P002857_ACT_dbaasp_0006	Antimicrobial	-	>500 µg/ml	Streptococcus sanguinis	Not reported by source	DBAASPS_957_chain0dbaasp / linked
CTPDB_P002857_ACT_parapep_0013	Antiparasitic	Antiparasitic	112.2 µM	Unknown	Microscopy	1154parapep / linked
CTPDB_P002857_ACT_parapep_0014	Antiparasitic	Antiparasitic	2.54 µM	Unknown	Microscopy	1166parapep / linked
CTPDB_P002857_ACT_parapep_0015	Antiparasitic	Antiparasitic	2.0 µM	Unknown	Fluorimetry (fluorescence by hydrolysis of benzyloxycarbonyl-Phe-Arg-7-amino-4-methyl-coumarin measured)	1274parapep / linked
CTPDB_P002857_ACT_parapep_0016	Antiparasitic	Antiparasitic	50.0 nM	Unknown	Microscopy (Giemsa staining)	1711parapep / linked
CTPDB_P002857_ACT_plantpepdb_0017	Metabolic/Cardiovascular	ACE Inhibitor	Not available in the current structured import	Unknown	Not reported by source	PPepDB_3167plantpepdb / linked
CTPDB_P002857_ACT_satpdb_0018	Antiparasitic	-	Not available in the current structured import	Unknown	Not reported by source	satpdb10110satpdb / linked
CTPDB_P002857_ACT_satpdb_0019	Antimicrobial	-	Not available in the current structured import	Unknown	Not reported by source	satpdb10110satpdb / linked
CTPDB_P002857_ACT_satpdb_0020	Anticancer	-	Not available in the current structured import	Unknown	Not reported by source	satpdb13383satpdb / linked
CTPDB_P002857_ACT_satpdb_0021	Antimicrobial	Antibacterial	Not available in the current structured import	Unknown	Not reported by source	satpdb13383satpdb / linked
CTPDB_P002857_ACT_satpdb_0022	Antiviral	-	Not available in the current structured import	Unknown	Not reported by source	satpdb13383satpdb / linked
CTPDB_P002857_ACT_satpdb_0023	Antiparasitic	-	Not available in the current structured import	Unknown	Not reported by source	satpdb13383satpdb / linked
CTPDB_P002857_ACT_satpdb_0024	Antimicrobial	-	Not available in the current structured import	Unknown	Not reported by source	satpdb13383satpdb / linked
CTPDB_P002857_ACT_satpdb_0025	Antimicrobial	Antifungal	Not available in the current structured import	Unknown	Not reported by source	satpdb13383satpdb / linked
CTPDB_P002857_ACT_satpdb_0026	Antiparasitic	-	Not available in the current structured import	Unknown	Not reported by source	satpdb18532satpdb / linked
CTPDB_P002857_ACT_satpdb_0027	Antimicrobial	-	Not available in the current structured import	Unknown	Not reported by source	satpdb18532satpdb / linked
CTPDB_P002857_ACT_satpdb_0028	Metabolic/Cardiovascular	Antihypertensive	Not available in the current structured import	Unknown	Not reported by source	satpdb20016satpdb / linked
CTPDB_P002857_ACT_satpdb_0029	Anticancer	-	Not available in the current structured import	Unknown	Not reported by source	satpdb22490satpdb / linked
CTPDB_P002857_ACT_satpdb_0030	Antimicrobial	Antibacterial	Not available in the current structured import	Unknown	Not reported by source	satpdb22490satpdb / linked
CTPDB_P002857_ACT_satpdb_0031	Antiviral	-	Not available in the current structured import	Unknown	Not reported by source	satpdb22490satpdb / linked
CTPDB_P002857_ACT_satpdb_0032	Antiparasitic	-	Not available in the current structured import	Unknown	Not reported by source	satpdb22490satpdb / linked
CTPDB_P002857_ACT_satpdb_0033	Antimicrobial	-	Not available in the current structured import	Unknown	Not reported by source	satpdb22490satpdb / linked
CTPDB_P002857_ACT_satpdb_0034	Antimicrobial	Antifungal	Not available in the current structured import	Unknown	Not reported by source	satpdb22490satpdb / linked

Sequence-linked cross-layer evidence

Linked primary-literature evidence

Records

Papers

Positive

Negative

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-003482 View all experimental records

Provenance

Source database records (15)

ahtpdb

5404

Raw sequence

ahtpdb

3879

Raw sequence

camp

CAMPSQ13758

Raw sequence

dbaasp

DBAASPS_957_chain0

Raw sequence

dbaasp

DBAASPS_18901_chain0

Raw sequence

parapep

1154

Raw sequence

parapep

1166

Raw sequence

parapep

1274

Raw sequence

parapep

1711

Raw sequence

plantpepdb

PPepDB_3167

Raw sequence

satpdb

satpdb10110

Raw sequence

satpdb

satpdb13383

Raw sequence

satpdb

satpdb18532

Raw sequence

satpdb

satpdb20016

Raw sequence

satpdb

satpdb22490

Raw sequence

Citation trail

Literature (9 records)

Quantitative structure-activity relationship study of bitter di- and tri-peptides including relationship with angiotensin I-converting enzyme inhibitory activity.

Wu J1, Aluko RE.

J Pept Sci. 2007 Jan;13(1):63-9.2007PMID 17117396

Three-dimensional holograph vector of atomic interaction field (3D-HoVAIF): a novel rotation-translation invariant 3D structure descriptor and its applications to peptides.

Tian F1, Zhou P, Lv F, Song R, Li Z.

J Pept Sci. 2007 Aug;13(8):549-66.2007PMID 17654623

-

--PMID 7972024

Anti-biofilm and anti-adherence properties of novel cyclic dipeptides against oral pathogens.

Simon G, Bérubé C, Voyer N, Grenier D

Bioorg Med Chem2019PMID 30528685

Anti-biofilm and anti-adherence properties of novel cyclic dipeptides against oral pathogens.

Simon G, Bérubé C, Voyer N, Grenier D

Bioorg Med Chem2019PMID 23084276

Anti-biofilm and anti-adherence properties of novel cyclic dipeptides against oral pathogens.

Simon G, Bérubé C, Voyer N, Grenier D

Bioorg Med Chem2019PMID 31618032

Audit surface

Raw annotations and release metadata

Integrated record last updated: 2026-04-15T00:59:11.254051+00:00

Modification summary

No structured modification annotations are available for this record.

Source metadata

[
  {
    "source_db": "ahtpdb",
    "organism_name": "Unknown"
  },
  {
    "source_db": "camp",
    "organism_name": "Unknown"
  },
  {
    "source_db": "dbaasp",
    "organism_name": "Unknown"
  },
  {
    "source_db": "parapep",
    "organism_name": "Unknown"
  },
  {
    "source_db": "plantpepdb",
    "organism_name": "Unknown"
  },
  {
    "source_db": "satpdb",
    "organism_name": "Unknown"
  }
]

Structure metadata

{
  "source_db": "satpdb",
  "dssp_states": "CC"
}