ChemFOnt: Showing chemical card for Dynorphin A (CFc000008125)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:46 UTC

Chemfont ID

CFc000008125

Molecule Identification

Common Name

Dynorphin A

Definition

4053

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dynorphin a 1-17	HMDB
Tyr-gly-gly-phe-leu-arg-arg-ile-arg-pro-lys-leu-lys-TRP-asp-asn-GLN	HMDB

Chemical Formula

C₆₉H₁₁₆N₂₃O₁₃

Average Molecular Weight

1475.8056

Monoisotopic Molecular Weight

1474.912295913

IUPAC Name

(2S)-6-amino-2-{[(2S)-1-[(2R)-2-[(2S)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-(2-{2-[(2R)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-methylpentanamido]-5-[(azaniumylmethanimidoyl)amino]pentanoyl]pyrrolidin-2-yl]formamido}-N-[(1S)-1-carbamoyl-3-methylbutyl]hexanamide

Traditional Name

(2S)-6-amino-2-{[(2S)-1-[(2R)-2-[(2S)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-(2-{2-[(2R)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-methylpentanamido]-5-[(ammoniomethanimidoyl)amino]pentanoyl]pyrrolidin-2-yl]formamido}-N-[(1S)-1-carbamoyl-3-methylbutyl]hexanamide

CAS Registry Number

80448-90-4

SMILES

CCC(C)[C@H](NC(=O)[C@@H](CCCNC(N)=N)NC(=O)[C@@H](CCCNC(N)=N)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)[C@H](N)CC1=CC=C(O)C=C1)C(=O)N[C@H](CCCNC([NH3+])=N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(N)=O

InChI Identifier

InChI=1S/C69H115N23O13/c1-7-41(6)56(65(104)88-49(22-15-31-81-69(77)78)66(105)92-32-16-23-53(92)64(103)87-46(19-11-12-28-70)60(99)89-50(57(72)96)33-39(2)3)91-61(100)48(21-14-30-80-68(75)76)85-59(98)47(20-13-29-79-67(73)74)86-62(101)51(34-40(4)5)90-63(102)52(36-42-17-9-8-10-18-42)84-55(95)38-82-54(94)37-83-58(97)45(71)35-43-24-26-44(93)27-25-43/h8-10,17-18,24-27,39-41,45-53,56,93H,7,11-16,19-23,28-38,70-71H2,1-6H3,(H2,72,96)(H,82,94)(H,83,97)(H,84,95)(H,85,98)(H,86,101)(H,87,103)(H,88,104)(H,89,99)(H,90,102)(H,91,100)(H4,73,74,79)(H4,75,76,80)(H4,77,78,81)/p+1/t41?,45-,46+,47-,48-,49-,50+,51-,52-,53+,56+/m1/s1

InChI Key

ZIHYAUCIMOSJIH-QGLXRRFISA-O

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
Phenylalanine or derivatives
Isoleucine or derivatives
Leucine or derivatives
N-acyl-alpha amino acid or derivatives
Proline or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
N-acylpyrrolidine
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Monocyclic benzene moiety
Fatty amide
N-acyl-amine
Fatty acyl
Benzenoid
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Primary carboxylic acid amide
Secondary carboxylic acid amide
Carboxamide group
Guanidine
Carboximidamide
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Primary amine
Amine
Primary aliphatic amine
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Cerebrospinal Fluid (CSF) (PMID: 1716470)
Cerebrospinal fluid (HMDB: HMDB0012935)

Source

Exogenous

Exogenous (HMDB: HMDB0012935)

Endogenous

Endogenous (HMDB: HMDB0012935)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	-0.62	ALOGPS
logP	-4.9	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	9.43	ChemAxon
pKa (Strongest Basic)	12.37	ChemAxon
Physiological Charge	5	ChemAxon
Hydrogen Acceptor Count	23	ChemAxon
Hydrogen Donor Count	23	ChemAxon
Polar Surface Area	613.99 Å²	ChemAxon
Rotatable Bond Count	48	ChemAxon
Refractivity	432.34 m³·mol⁻¹	ChemAxon
Polarizability	159.41 Å³	ChemAxon
Number of Rings	3	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

HMDB0012935

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029215

KNApSAcK ID

Not Available

Chemspider ID

30776662

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dynorphin A

METLIN ID

Not Available

PubChem Compound

53481554

PDB ID

Not Available

ChEBI ID

4727

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Dynorphin A (CFc000008125)

MOL for CFc000008125 (Dynorphin A)

3D MOL for CFc000008125 (Dynorphin A)

3D SDF for CFc000008125 (Dynorphin A)

3D-SDF for CFc000008125 (Dynorphin A)

PDB for CFc000008125 (Dynorphin A)

3D PDB for CFc000008125 (Dynorphin A)

SMILES for CFc000008125 (Dynorphin A)

INCHI for CFc000008125 (Dynorphin A)

Structure for CFc000008125 (Dynorphin A)

3D Structure for CFc000008125 (Dynorphin A)