ChemFOnt: Showing chemical card for N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide (CFc000123323)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:48:58 UTC

Chemfont ID

CFc000123323

Molecule Identification

Common Name

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

Definition

N-[(4as,11s)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-c-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-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-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-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

C₂₉H₄₀N₄O₁₁

Average Molecular Weight

620.656

Monoisotopic Molecular Weight

620.269358124

IUPAC Name

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]C(N)(CCCCNCN=C(O)C1([H])C(=O)[C@@]2(O)C(O)=C3C(=O)C4=C(C=CC=C4O)[C@@](C)(O)C3([H])CC2([H])C([H])(C1([H])O)N(C)(C)=O)C(O)=O

InChI Identifier

InChI=1S/C29H40N4O11/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/h6-7,9,14-16,20-21,23,31,34,36-37,42-43H,4-5,8,10-12,30H2,1-3H3,(H,32,39)(H,40,41)/t14?,15?,16?,20?,21?,23?,28-,29+/m1/s1

InChI Key

MGDHYWAVYDCDSR-YCEOYPNRSA-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
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
Hydroxy fatty acid
Fatty acyl
Benzenoid
Vinylogous acid
Cyclic alcohol
Trialkyl amine oxide
Tertiary alcohol
Amino acid or derivatives
Amino acid
Ketone
Secondary alcohol
Trisubstituted n-oxide
Secondary amine
N-oxide
Propargyl-type 1,3-dipolar organic compound
Polyol
Organic 1,3-dipolar compound
Carboximidic acid
Monocarboxylic acid or derivatives
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Enol
Secondary aliphatic amine
Organic zwitterion
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Alcohol
Amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142914)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.59 g/L	ALOGPS
logP	-0.69	ALOGPS
logP	-6.1	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	1.98	ChemAxon
pKa (Strongest Basic)	9.56	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	155.67 m³·mol⁻¹	ChemAxon
Polarizability	64.9 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

HMDB0142914

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)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide (CFc000123323)

MOL for CFc000123323 (N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide)

3D MOL for CFc000123323 (N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide)

3D SDF for CFc000123323 (N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide)

3D-SDF for CFc000123323 (N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide)

PDB for CFc000123323 (N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide)

3D PDB for CFc000123323 (N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide)

SMILES for CFc000123323 (N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide)

INCHI for CFc000123323 (N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide)

Structure for CFc000123323 (N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide)

3D Structure for CFc000123323 (N-[(4aS,11S)-3-({[(5-amino-5-carboxypentyl)amino]methyl}-C-hydroxycarbonimidoyl)-2,4a,5,7,11-pentahydroxy-11-methyl-4,6-dioxo-1,2,3,4,4a,6,11,11a,12,12a-decahydrotetracen-1-yl]-N-methylmethanamine oxide)