ChemFOnt: Showing chemical card for Acetyl-pepstatin (CFc000227463)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:52:32 UTC

Chemfont ID

CFc000227463

Molecule Identification

Common Name

Acetyl-pepstatin

Definition

Acetyl-pepstatin belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety. Based on a literature review very few articles have been published on Acetyl-pepstatin.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ac-val-val-4-amino-3-hydroxy-6-me-heptanoyl-ala-4-amino-3-hydroxyl-6-me-heptanoic acid	HMDB
Ac-val-val-sta-ala-sta	HMDB
Ac-pepstatin	HMDB
Streptomyces pepsin inhibitor	HMDB
Acetyl pepstatin	HMDB
Acetylpepstatin	HMDB
Acetylvalylvalyl-4-amino-3-hydroxy-6-methylheptanoylalanyl-4-amino-3-hydroxyl-6-methylheptanoic acid	HMDB

Chemical Formula

C₃₁H₅₇N₅O₉

Average Molecular Weight

643.823

Monoisotopic Molecular Weight

643.415628435

IUPAC Name

4-(2-{4-[2-(2-acetamido-3-methylbutanamido)-3-methylbutanamido]-3-hydroxy-6-methylheptanamido}propanamido)-3-hydroxy-6-methylheptanoic acid

Traditional Name

4-(2-{4-[2-(2-acetamido-3-methylbutanamido)-3-methylbutanamido]-3-hydroxy-6-methylheptanamido}propanamido)-3-hydroxy-6-methylheptanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(NC(=O)C(C)NC(=O)CC(O)C(CC(C)C)NC(=O)C(NC(=O)C(NC(C)=O)C(C)C)C(C)C)C(O)CC(O)=O

InChI Identifier

InChI=1S/C31H57N5O9/c1-15(2)11-21(35-30(44)28(18(7)8)36-31(45)27(17(5)6)33-20(10)37)23(38)13-25(40)32-19(9)29(43)34-22(12-16(3)4)24(39)14-26(41)42/h15-19,21-24,27-28,38-39H,11-14H2,1-10H3,(H,32,40)(H,33,37)(H,34,43)(H,35,44)(H,36,45)(H,41,42)

InChI Key

WKYBEGDEGRCZNF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Benzophenanthridine alkaloids

Sub Class

Hexahydrobenzophenanthridine alkaloids

Direct Parent

Hexahydrobenzophenanthridine alkaloids

Alternative Parents

Substituents

Hexahydrobenzophenanthridine alkaloid skeleton
Benzoquinoline
Phenanthridine
Quinoline
Tetrahydroisoquinoline
Tetralin
Benzodioxole
Aralkylamine
Benzenoid
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid ester
Tertiary amine
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Oxacycle
Organopnictogen compound
Amine
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen 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	0.11 g/L	ALOGPS
logP	0.76	ALOGPS
logP	0.29	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.32	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.26 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	165.64 m³·mol⁻¹	ChemAxon
Polarizability	69.29 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0247928

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1914

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1991

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Acetyl-pepstatin (CFc000227463)

MOL for CFc000227463 (Acetyl-pepstatin)

3D MOL for CFc000227463 (Acetyl-pepstatin)

3D SDF for CFc000227463 (Acetyl-pepstatin)

3D-SDF for CFc000227463 (Acetyl-pepstatin)

PDB for CFc000227463 (Acetyl-pepstatin)

3D PDB for CFc000227463 (Acetyl-pepstatin)

SMILES for CFc000227463 (Acetyl-pepstatin)

INCHI for CFc000227463 (Acetyl-pepstatin)

Structure for CFc000227463 (Acetyl-pepstatin)

3D Structure for CFc000227463 (Acetyl-pepstatin)