ChemFOnt: Showing chemical card for Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide (CFc000224289)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:46:38 UTC

Chemfont ID

CFc000224289

Molecule Identification

Common Name

Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide

Definition

Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide, also known as ac-nle(4)-c(asp(5)-2'-nal(7)-lys(10))alpha-MSH(4-10)-NH2, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acetyl-norisoleucyl(4)-cyclo(aspartyl(5)-2'-naphthylalanyl(7)-lysyl(10))alpha-MSH(4-10)-amide	HMDB
Ac-nle(4)-c(asp(5)-2'-nal(7)-lys(10))alpha-MSH(4-10)-NH2	HMDB

Chemical Formula

C₅₄H₇₁N₁₅O₉

Average Molecular Weight

1074.258

Monoisotopic Molecular Weight

1073.555918926

IUPAC Name

6-{3-[(diaminomethylidene)amino]propyl}-15-(2-acetamidohexanamido)-12-[(1H-imidazol-5-yl)methyl]-3-[(1H-indol-3-yl)methyl]-9-[(naphthalen-2-yl)methyl]-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide

Traditional Name

6-{3-[(diaminomethylidene)amino]propyl}-15-(2-acetamidohexanamido)-12-(3H-imidazol-4-ylmethyl)-3-(1H-indol-3-ylmethyl)-9-(naphthalen-2-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide

CAS Registry Number

Not Available

SMILES

CCCCC(NC(C)=O)C(=O)NC1CC(=O)NCCCCC(NC(=O)C(CC2=CNC3=CC=CC=C23)NC(=O)C(CCCN=C(N)N)NC(=O)C(CC2=CC3=CC=CC=C3C=C2)NC(=O)C(CC2=CN=CN2)NC1=O)C(N)=O

InChI Identifier

InChI=1S/C54H71N15O9/c1-3-4-15-40(63-31(2)70)48(73)69-45-27-46(71)59-21-10-9-17-39(47(55)72)64-51(76)43(25-35-28-61-38-16-8-7-14-37(35)38)67-49(74)41(18-11-22-60-54(56)57)65-50(75)42(24-32-19-20-33-12-5-6-13-34(33)23-32)66-52(77)44(68-53(45)78)26-36-29-58-30-62-36/h5-8,12-14,16,19-20,23,28-30,39-45,61H,3-4,9-11,15,17-18,21-22,24-27H2,1-2H3,(H2,55,72)(H,58,62)(H,59,71)(H,63,70)(H,64,76)(H,65,75)(H,66,77)(H,67,74)(H,68,78)(H,69,73)(H4,56,57,60)

InChI Key

GGYWLZFXFKFWKL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Macrolactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Naphthalene
3-alkylindole
Indole or derivatives
Indole
N-acyl-amine
Fatty acyl
Substituted pyrrole
Fatty amide
Benzenoid
Pyrrole
Azole
Acetamide
Imidazole
Heteroaromatic compound
Secondary carboxylic acid amide
Primary carboxylic acid amide
Lactam
Carboxamide group
Guanidine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	0.011 g/L	ALOGPS
logP	1.16	ALOGPS
logP	-1.7	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	10.76	ChemAxon
pKa (Strongest Basic)	11.59	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	384.76 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	286.89 m³·mol⁻¹	ChemAxon
Polarizability	113.18 Å³	ChemAxon
Number of Rings	6	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

HMDB0244753

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22894545

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide (CFc000224289)

MOL for CFc000224289 (Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide)

3D MOL for CFc000224289 (Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide)

3D SDF for CFc000224289 (Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide)

3D-SDF for CFc000224289 (Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide)

PDB for CFc000224289 (Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide)

3D PDB for CFc000224289 (Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide)

SMILES for CFc000224289 (Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide)

INCHI for CFc000224289 (Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide)

Structure for CFc000224289 (Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide)

3D Structure for CFc000224289 (Acetyl-(Nle4,Asp5,D-2-Nal7,Lys10)-cyclo-a-MSH (4-10) amide)