ChemFOnt: Showing chemical card for LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)- (CFc000236858)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:09:44 UTC

Chemfont ID

CFc000236858

Molecule Identification

Common Name

LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-

Definition

2-[2-({2-[(2-{[2-amino-3-(4-chlorophenyl)-1-hydroxypropylidene]amino}-1-hydroxy-3-(1H-indol-3-yl)propylidene)amino]-1,3-dihydroxypropylidene}amino)-N-(1-{2-[(2-{[2-amino-6-(N',N''-diethylcarbamimidamido)-1-hydroxyhexylidene]amino}-1-hydroxy-4-methylpentylidene)amino]-5-carbamimidamidopentanoyl}pyrrolidine-2-carbonyl)-3-(4-hydroxyphenyl)propanamido]-5-(4-chlorophenyl)-4-[(1-hydroxyethylidene)amino]-2-methyl-3-oxopentanoic acid 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 2-[2-({2-[(2-{[2-amino-3-(4-chlorophenyl)-1-hydroxypropylidene]amino}-1-hydroxy-3-(1H-indol-3-yl)propylidene)amino]-1,3-dihydroxypropylidene}amino)-N-(1-{2-[(2-{[2-amino-6-(N',N''-diethylcarbamimidamido)-1-hydroxyhexylidene]amino}-1-hydroxy-4-methylpentylidene)amino]-5-carbamimidamidopentanoyl}pyrrolidine-2-carbonyl)-3-(4-hydroxyphenyl)propanamido]-5-(4-chlorophenyl)-4-[(1-hydroxyethylidene)amino]-2-methyl-3-oxopentanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value

Source

Generator

Chemical Formula

C₇₄H₁₀₁Cl₂N₁₇O₁₄

Average Molecular Weight

1523.63

Monoisotopic Molecular Weight

1521.7090964

IUPAC Name

2-[2-(2-{2-[2-amino-3-(4-chlorophenyl)propanamido]-3-(1H-indol-3-yl)propanamido}-3-hydroxypropanamido)-N-(1-{2-[2-(2-amino-6-{[bis(ethylamino)methylidene]amino}hexanamido)-4-methylpentanamido]-5-[(diaminomethylidene)amino]pentanoyl}pyrrolidine-2-carbonyl)-3-(4-hydroxyphenyl)propanamido]-5-(4-chlorophenyl)-4-acetamido-2-methyl-3-oxopentanoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CCNC(NCC)=NCCCCC(N)C(=O)NC(CC(C)C)C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)N(C(=O)C(CC1=CC=C(O)C=C1)NC(=O)C(CO)NC(=O)C(CC1=CNC2=CC=CC=C12)NC(=O)C(N)CC1=CC=C(Cl)C=C1)C(C)(C(O)=O)C(=O)C(CC1=CC=C(Cl)C=C1)NC(C)=O

InChI Identifier

InChI=1S/C74H101Cl2N17O14/c1-7-81-73(82-8-2)84-32-12-11-16-52(77)63(98)88-57(35-42(3)4)65(100)87-55(18-13-33-83-72(79)80)68(103)92-34-14-19-61(92)70(105)93(74(6,71(106)107)62(97)56(86-43(5)95)37-45-22-28-49(76)29-23-45)69(104)59(38-46-24-30-50(96)31-25-46)90-67(102)60(41-94)91-66(101)58(39-47-40-85-54-17-10-9-15-51(47)54)89-64(99)53(78)36-44-20-26-48(75)27-21-44/h9-10,15,17,20-31,40,42,52-53,55-61,85,94,96H,7-8,11-14,16,18-19,32-39,41,77-78H2,1-6H3,(H,86,95)(H,87,100)(H,88,98)(H,89,99)(H,90,102)(H,91,101)(H,106,107)(H4,79,80,83)(H2,81,82,84)

InChI Key

HSSQTRIHWGSBEN-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
Tyrosine or derivatives
Phenylalanine or derivatives
Leucine or derivatives
Proline or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Serine or derivatives
Triptan
Alpha-amino acid amide
Phenylbutylamine
3-alkylindole
Amphetamine or derivatives
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
Medium-chain keto acid
Indole or derivatives
Indole
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
N-acylpyrrolidine
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Methyl-branched fatty acid
Phenol
Hydroxy fatty acid
Heterocyclic fatty acid
Halogenated fatty acid
Halobenzene
Chlorobenzene
Branched fatty acid
Beta-keto acid
Fatty acyl
Benzenoid
Substituted pyrrole
Carboxylic acid imide, n-substituted
N-acyl-amine
Keto acid
Fatty amide
Beta-hydroxy ketone
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Heteroaromatic compound
Acetamide
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Dicarboximide
Carboxylic acid imide
Amino acid
Secondary carboxylic acid amide
Ketone
Guanidine
Carboxamide group
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Primary aliphatic amine
Carbonyl group
Amine
Alcohol
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	0.0049 g/L	ALOGPS
logP	0.7	ALOGPS
logP	-0.28	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	3.29	ChemAxon
pKa (Strongest Basic)	12.15	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	16	ChemAxon
Polar Surface Area	495.77 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	400.02 m³·mol⁻¹	ChemAxon
Polarizability	161.08 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

HMDB0257334

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)- (CFc000236858)

MOL for CFc000236858 (LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-)

3D MOL for CFc000236858 (LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-)

3D SDF for CFc000236858 (LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-)

3D-SDF for CFc000236858 (LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-)

PDB for CFc000236858 (LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-)

3D PDB for CFc000236858 (LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-)

SMILES for CFc000236858 (LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-)

INCHI for CFc000236858 (LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-)

Structure for CFc000236858 (LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-)

3D Structure for CFc000236858 (LHRH, N-Acetyl-4-chlorophenylalanyl(1)-(4-chlorophenylalanyl)(2)-tryptophyl(3)-diethylhomoarginyl(6)-alanine(10)-)