ChemFOnt: Showing chemical card for N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide (CFc000123307)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:48:57 UTC

Chemfont ID

CFc000123307

Molecule Identification

Common Name

N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide

Definition

N-[(4as,11s,11as,12as)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-c-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-n-methylmethanamine oxide is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 6-{[({[(4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid. It is generated by cyp3a4 enzyme via a n-oxidation-of-aliphatic-tertiary-amine-pattern1 reaction. This n-oxidation-of-aliphatic-tertiary-amine-pattern1 occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₉H₃₈N₄O₁₁

Average Molecular Weight

618.64

Monoisotopic Molecular Weight

618.25370806

IUPAC Name

Traditional Name

N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,11a,12,12a-tetrahydrotetracen-1-yl]-N-methylmethanamine oxide

CAS Registry Number

Not Available

SMILES

[H]C(N)(CCCCNCN=C(O)C1=C(O)C([H])([C@]2([H])C[C@@]3([H])C(C(=O)C4=C(C=CC=C4O)[C@@]3(C)O)=C(O)[C@]2(O)C1=O)N(C)(C)=O)C(O)=O

InChI Identifier

InChI=1S/C29H38N4O11/c1-28(42)13-7-6-9-17(34)18(13)22(35)19-14(28)11-15-21(33(2,3)44)23(36)20(25(38)29(15,43)24(19)37)26(39)32-12-31-10-5-4-8-16(30)27(40)41/h6-7,9,14-16,21,31,34,36-37,42-43H,4-5,8,10-12,30H2,1-3H3,(H,32,39)(H,40,41)/t14-,15-,16?,21?,28+,29-/m0/s1

InChI Key

NEMBJNKJUWUBFM-GWHANFPISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tetracyclines

Sub Class

Not Available

Direct Parent

Tetracyclines

Alternative Parents

Substituents

Tetracycline
Tetracene
Naphthacene
Alpha-amino acid
Tetralin
Alpha-amino acid or derivatives
D-alpha-amino acid
L-alpha-amino acid
Medium-chain fatty acid
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Amino fatty acid
Cyclohexenone
Hydroxy fatty acid
Benzenoid
Fatty acyl
Trialkyl amine oxide
Vinylogous acid
Tertiary alcohol
Ketone
Amino acid or derivatives
Amino acid
N-oxide
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Enol
Organic 1,3-dipolar compound
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Polyol
Secondary amine
Trisubstituted n-oxide
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary aliphatic amine
Carbonyl group
Organic nitrogen compound
Organic zwitterion
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Primary amine
Alcohol
Amine
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142898)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	-0.48	ALOGPS
logP	-6	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	1.9	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	270.11 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	157.08 m³·mol⁻¹	ChemAxon
Polarizability	62.26 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

HMDB0142898

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 N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide (CFc000123307)

MOL for CFc000123307 (N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide)

3D MOL for CFc000123307 (N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide)

3D SDF for CFc000123307 (N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide)

3D-SDF for CFc000123307 (N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide)

PDB for CFc000123307 (N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide)

3D PDB for CFc000123307 (N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide)

SMILES for CFc000123307 (N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide)

INCHI for CFc000123307 (N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide)

Structure for CFc000123307 (N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide)

3D Structure for CFc000123307 (N-[(4aS,11S,11aS,12aS)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl]-N-methylmethanamine oxide)