Peptide Database

Peptide NameCAP(i+4)1,23(L17K)

Function Ontology

Antimicrobial

Antimicrobial ▸ Antibacterial

Toxicity / Safety ▸ Blood cell toxicity ▸ Hemolysis ▸ Hemolytic

Standard StatusStandard

Sequence Length32 amino acids

Chemical FormulaC173H315N57O38

DescriptionStandard

        GLRKRLRKFRNKIKEKKKKIGQKIQGLVPKLA
    

Molecular Weight3801.71 Da

Isoelectric Point (pI)12.00

Net Charge (pH 7.0)12.75

Net Charge (pH 7.4) 12.53

Charge Density (pH 7.0) 0.3985

GRAVY Index-1.13

Hydrophobic Moment 0.65

Boman Index-0.48

Instability Index35.92

Aliphatic Index 97.50

Aromaticity 0.0312

Extinction Coeff. Reduced 0.00

Extinction Coeff. Oxidized 0.00

The radar chart summarizes major physicochemical dimensions for quick comparison, while exact numerical values remain listed on the left.

Amino Acid Composition

TPSA 1631.00

LogP -12.32

H-bond Donors 58.0

H-bond Acceptors 51.0

Rotatable Bonds 146.0

Heavy Atoms 268.0

Ring Count 2.0

Amide Bonds 34.0

3D PDB MODEL

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2D CHEMICAL STRUCTURE

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RECORD: Rec_0000567 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighydrocarbon-stapled side-chain cyclic peptide [Cyclic]

Chiralitycanonical L-amino-acid peptide [L]

N-TermNone

C-TermAmidation

Other ModsThe Ⓧ (position: 2, 6, 24 and 28) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. Ⓧ (2) and Ⓧ (6), Ⓧ (24) and X (28) are cross-linked by hydrocarbon stapling respectively

Bio-Activity Profile

Function

Antimicrobial Antibacterial

TargetBacillus cereus ATCC 14579

Activity3.13 μg/mL

MethodMIC

PaperRida Mourtada, Henry D Herce, Daniel J Yin, Jamie A Moroco, Thomas E Wales, John R Engen, Loren D Walensky. Design of stapled antimicrobial peptides that are stable, nontoxic and kill antibiotic-resistant bacteria in mice. Nat Biotechnol. 2019 Oct;37(10):1186-1197. Epub 2019 Aug 19. PMID31427820 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/31427820/

RECORD: Rec_0007429 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighydrocarbon-stapled side-chain cyclic peptide [Cyclic]

Chiralitycanonical L-amino-acid peptide [L]

N-TermNone

C-TermAmidation

Other ModsThe Ⓧ (position: 2, 6, 24 and 28) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. Ⓧ (2) and Ⓧ (6), Ⓧ (24) and X (28) are cross-linked by hydrocarbon stapling respectively

Bio-Activity Profile

Function

Hemolytic

Targethuman red blood cells

Activity25 μg/mL

MethodHemolysis

PaperRida Mourtada, Henry D Herce, Daniel J Yin, Jamie A Moroco, Thomas E Wales, John R Engen, Loren D Walensky. Design of stapled antimicrobial peptides that are stable, nontoxic and kill antibiotic-resistant bacteria in mice. Nat Biotechnol. 2019 Oct;37(10):1186-1197. Epub 2019 Aug 19. PMID31427820 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/31427820/

RECORD: Rec_0042559 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighydrocarbon-stapled side-chain cyclic peptide [Cyclic]

Chiralitycanonical L-amino-acid peptide [L]

N-TermNone

C-TermAmidation

Other ModsThe Ⓧ (position: 2, 6, 24 and 28) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. Ⓧ (2) and Ⓧ (6), Ⓧ (24) and X (28) are cross-linked by hydrocarbon stapling respectively

Bio-Activity Profile

Function

Antimicrobial Antibacterial

TargetStaphylococcus aureus ATCC 25923

Activity12.5 μg/mL

MethodMIC

PaperRida Mourtada, Henry D Herce, Daniel J Yin, Jamie A Moroco, Thomas E Wales, John R Engen, Loren D Walensky. Design of stapled antimicrobial peptides that are stable, nontoxic and kill antibiotic-resistant bacteria in mice. Nat Biotechnol. 2019 Oct;37(10):1186-1197. Epub 2019 Aug 19. PMID31427820 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/31427820/

RECORD: Rec_0100430 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighydrocarbon-stapled side-chain cyclic peptide [Cyclic]

Chiralitycanonical L-amino-acid peptide [L]

N-TermNone

C-TermAmidation

Other ModsThe Ⓧ (position: 2, 6, 24 and 28) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. Ⓧ (2) and Ⓧ (6), Ⓧ (24) and X (28) are cross-linked by hydrocarbon stapling respectively

Bio-Activity Profile

Function

Antimicrobial Antibacterial

TargetEscherichia coli ATCC 25922

Activity1.56 μg/mL

MethodMIC

PaperRida Mourtada, Henry D Herce, Daniel J Yin, Jamie A Moroco, Thomas E Wales, John R Engen, Loren D Walensky. Design of stapled antimicrobial peptides that are stable, nontoxic and kill antibiotic-resistant bacteria in mice. Nat Biotechnol. 2019 Oct;37(10):1186-1197. Epub 2019 Aug 19. PMID31427820 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/31427820/

RECORD: Rec_0239131 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighydrocarbon-stapled side-chain cyclic peptide [Cyclic]

Chiralitycanonical L-amino-acid peptide [L]

N-TermNone

C-TermAmidation

Other ModsThe Ⓧ (position: 2, 6, 24 and 28) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. Ⓧ (2) and Ⓧ (6), Ⓧ (24) and X (28) are cross-linked by hydrocarbon stapling respectively

Bio-Activity Profile

Function

Antimicrobial Antibacterial

TargetPseudomonas aeruginosa ATCC 27853

Activity1.56 μg/mL

MethodMIC

PaperRida Mourtada, Henry D Herce, Daniel J Yin, Jamie A Moroco, Thomas E Wales, John R Engen, Loren D Walensky. Design of stapled antimicrobial peptides that are stable, nontoxic and kill antibiotic-resistant bacteria in mice. Nat Biotechnol. 2019 Oct;37(10):1186-1197. Epub 2019 Aug 19. PMID31427820 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/31427820/