ChemFOnt: Showing chemical card for Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid) (CFc000223866)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:45:52 UTC

Chemfont ID

CFc000223866

Molecule Identification

Common Name

Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid)

Definition

4-{[2-({2-[(2-{[2-({6-amino-2-[(2-{[2-({6-amino-2-[(6-amino-2-{[2-({2-[(2-{[2-({2-[(6-amino-2-{[2-({2-[(2-amino-1-hydroxyethylidene)amino]-1-hydroxy-3-methylpentylidene}amino)-1-hydroxyethylidene]amino}-1-hydroxyhexylidene)amino]-1-hydroxy-3-phenylpropylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-(1H-imidazol-5-yl)propylidene)amino]-1,3-dihydroxypropylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxyhexylidene)amino]-1-hydroxyhexylidene}amino)-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxyhexylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]-1-hydroxy-3-methylbutylidene}amino)-1-hydroxyethylidene]amino}-4-[(1-{[1-({1-[(1-carboxy-2-hydroxyethyl)-C-hydroxycarbonimidoyl]-2-(C-hydroxycarbonimidoyl)ethyl}-C-hydroxycarbonimidoyl)-3-(methylsulfanyl)propyl]-C-hydroxycarbonimidoyl}-2-methylbutyl)-C-hydroxycarbonimidoyl]butanoic acid belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues. Based on a literature review very few articles have been published on 4-{[2-({2-[(2-{[2-({6-amino-2-[(2-{[2-({6-amino-2-[(6-amino-2-{[2-({2-[(2-{[2-({2-[(6-amino-2-{[2-({2-[(2-amino-1-hydroxyethylidene)amino]-1-hydroxy-3-methylpentylidene}amino)-1-hydroxyethylidene]amino}-1-hydroxyhexylidene)amino]-1-hydroxy-3-phenylpropylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-(1H-imidazol-5-yl)propylidene)amino]-1,3-dihydroxypropylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxyhexylidene)amino]-1-hydroxyhexylidene}amino)-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxyhexylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]-1-hydroxy-3-methylbutylidene}amino)-1-hydroxyethylidene]amino}-4-[(1-{[1-({1-[(1-carboxy-2-hydroxyethyl)-C-hydroxycarbonimidoyl]-2-(C-hydroxycarbonimidoyl)ethyl}-C-hydroxycarbonimidoyl)-3-(methylsulfanyl)propyl]-C-hydroxycarbonimidoyl}-2-methylbutyl)-C-hydroxycarbonimidoyl]butanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-{[2-({2-[(2-{[2-({6-amino-2-[(2-{[2-({6-amino-2-[(6-amino-2-{[2-({2-[(2-{[2-({2-[(6-amino-2-{[2-({2-[(2-amino-1-hydroxyethylidene)amino]-1-hydroxy-3-methylpentylidene}amino)-1-hydroxyethylidene]amino}-1-hydroxyhexylidene)amino]-1-hydroxy-3-phenylpropylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-(1H-imidazol-5-yl)propylidene)amino]-1,3-dihydroxypropylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxyhexylidene)amino]-1-hydroxyhexylidene}amino)-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxyhexylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]-1-hydroxy-3-methylbutylidene}amino)-1-hydroxyethylidene]amino}-4-[(1-{[1-({1-[(1-carboxy-2-hydroxyethyl)-C-hydroxycarbonimidoyl]-2-(C-hydroxycarbonimidoyl)ethyl}-C-hydroxycarbonimidoyl)-3-(methylsulfanyl)propyl]-C-hydroxycarbonimidoyl}-2-methylbutyl)-C-hydroxycarbonimidoyl]butanoate	Generator
4-{[2-({2-[(2-{[2-({6-amino-2-[(2-{[2-({6-amino-2-[(6-amino-2-{[2-({2-[(2-{[2-({2-[(6-amino-2-{[2-({2-[(2-amino-1-hydroxyethylidene)amino]-1-hydroxy-3-methylpentylidene}amino)-1-hydroxyethylidene]amino}-1-hydroxyhexylidene)amino]-1-hydroxy-3-phenylpropylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-(1H-imidazol-5-yl)propylidene)amino]-1,3-dihydroxypropylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxyhexylidene)amino]-1-hydroxyhexylidene}amino)-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxyhexylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]-1-hydroxy-3-methylbutylidene}amino)-1-hydroxyethylidene]amino}-4-[(1-{[1-({1-[(1-carboxy-2-hydroxyethyl)-C-hydroxycarbonimidoyl]-2-(C-hydroxycarbonimidoyl)ethyl}-C-hydroxycarbonimidoyl)-3-(methylsulphanyl)propyl]-C-hydroxycarbonimidoyl}-2-methylbutyl)-C-hydroxycarbonimidoyl]butanoate	Generator
4-{[2-({2-[(2-{[2-({6-amino-2-[(2-{[2-({6-amino-2-[(6-amino-2-{[2-({2-[(2-{[2-({2-[(6-amino-2-{[2-({2-[(2-amino-1-hydroxyethylidene)amino]-1-hydroxy-3-methylpentylidene}amino)-1-hydroxyethylidene]amino}-1-hydroxyhexylidene)amino]-1-hydroxy-3-phenylpropylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-3-(1H-imidazol-5-yl)propylidene)amino]-1,3-dihydroxypropylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxyhexylidene)amino]-1-hydroxyhexylidene}amino)-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxyhexylidene}amino)-1-hydroxypropylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]-1-hydroxy-3-methylbutylidene}amino)-1-hydroxyethylidene]amino}-4-[(1-{[1-({1-[(1-carboxy-2-hydroxyethyl)-C-hydroxycarbonimidoyl]-2-(C-hydroxycarbonimidoyl)ethyl}-C-hydroxycarbonimidoyl)-3-(methylsulphanyl)propyl]-C-hydroxycarbonimidoyl}-2-methylbutyl)-C-hydroxycarbonimidoyl]butanoic acid	Generator

Chemical Formula

C₁₁₄H₁₈₀N₃₀O₂₉S

Average Molecular Weight

2466.94

Monoisotopic Molecular Weight

2465.32532107

IUPAC Name

4-{2-[2-(2-{2-[6-amino-2-(2-{2-[6-amino-2-(6-amino-2-{2-[2-(2-{2-[2-(6-amino-2-{2-[2-(2-aminoacetamido)-3-methylpentanamido]acetamido}hexanamido)-3-phenylpropanamido]-4-methylpentanamido}-3-(1H-imidazol-4-yl)propanamido)-3-hydroxypropanamido]propanamido}hexanamido)hexanamido]-3-phenylpropanamido}acetamido)hexanamido]propanamido}-3-phenylpropanamido)-3-methylbutanamido]acetamido}-4-[(1-{[1-({2-carbamoyl-1-[(1-carboxy-2-hydroxyethyl)carbamoyl]ethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-methylbutyl)carbamoyl]butanoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CCC(C)C(NC(=O)CN)C(=O)NCC(=O)NC(CCCCN)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(CC(C)C)C(=O)NC(CC1=CNC=N1)C(=O)NC(CO)C(=O)NC(C)C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)NC(CC1=CC=CC=C1)C(=O)NCC(=O)NC(CCCCN)C(=O)NC(C)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(C(C)C)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(C(C)CC)C(=O)NC(CCSC)C(=O)NC(CC(N)=O)C(=O)NC(CO)C(O)=O

InChI Identifier

InChI=1S/C114H180N30O29S/c1-12-65(7)94(142-88(148)55-119)112(170)124-59-90(150)129-74(38-24-28-45-116)100(158)137-81(51-70-33-19-15-20-34-70)106(164)135-79(49-63(3)4)105(163)138-83(53-72-56-121-62-125-72)107(165)140-85(60-145)110(168)127-67(9)96(154)131-75(39-25-29-46-117)101(159)132-76(40-26-30-47-118)102(160)136-80(50-69-31-17-14-18-32-69)98(156)122-57-89(149)128-73(37-23-27-44-115)99(157)126-68(10)97(155)134-82(52-71-35-21-16-22-36-71)109(167)143-93(64(5)6)111(169)123-58-91(151)130-77(41-42-92(152)153)104(162)144-95(66(8)13-2)113(171)133-78(43-48-174-11)103(161)139-84(54-87(120)147)108(166)141-86(61-146)114(172)173/h14-22,31-36,56,62-68,73-86,93-95,145-146H,12-13,23-30,37-55,57-61,115-119H2,1-11H3,(H2,120,147)(H,121,125)(H,122,156)(H,123,169)(H,124,170)(H,126,157)(H,127,168)(H,128,149)(H,129,150)(H,130,151)(H,131,154)(H,132,159)(H,133,171)(H,134,155)(H,135,164)(H,136,160)(H,137,158)(H,138,163)(H,139,161)(H,140,165)(H,141,166)(H,142,148)(H,143,167)(H,144,162)(H,152,153)(H,172,173)

InChI Key

MGIUUAHJVPPFEV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues.

Kingdom

Organic compounds

Super Class

Organic Polymers

Class

Polypeptides

Sub Class

Not Available

Direct Parent

Polypeptides

Alternative Parents

Substituents

Polypeptide
Alpha peptide
Tyrosine or derivatives
Arginine or derivatives
Phenylalanine or derivatives
Glutamine or derivatives
Methionine or derivatives
Leucine or derivatives
Asparagine or derivatives
N-acyl-alpha amino acid or derivatives
Valine or derivatives
Proline or derivatives
Alpha-amino acid amide
Triptan
Alanine or derivatives
Amphetamine or derivatives
Alpha-amino acid or derivatives
3-alkylindole
N-substituted-alpha-amino acid
Indole
Indole or derivatives
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Fatty amide
Pyrrolidone
N-acyl-amine
Benzenoid
Substituted pyrrole
Fatty acyl
2-pyrrolidone
Pyrrole
Heteroaromatic compound
Pyrrolidine
Carboxamide group
Guanidine
Lactam
Secondary carboxylic acid amide
Primary carboxylic acid amide
Thioether
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Carboximidamide
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Imine
Organosulfur compound
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-14	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	10.81	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	35	ChemAxon
Hydrogen Donor Count	33	ChemAxon
Polar Surface Area	957.13 Å²	ChemAxon
Rotatable Bond Count	86	ChemAxon
Refractivity	631.85 m³·mol⁻¹	ChemAxon
Polarizability	261.04 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0254301

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10686382

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

155486971

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid) (CFc000223866)

MOL for CFc000223866 (Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid))

3D MOL for CFc000223866 (Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid))

3D SDF for CFc000223866 (Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid))

3D-SDF for CFc000223866 (Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid))

PDB for CFc000223866 (Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid))

3D PDB for CFc000223866 (Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid))

SMILES for CFc000223866 (Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid))

INCHI for CFc000223866 (Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid))

Structure for CFc000223866 (Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid))

3D Structure for CFc000223866 (Magainin II (GIGKFLHSAKKFGKAFVGEIMNS-acid))