ChemFOnt: Showing chemical card for (3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid (CFc000236589)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:09:14 UTC

Chemfont ID

CFc000236589

Molecule Identification

Common Name

(3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid

Definition

Laninamivir belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group. Based on a literature review a significant number of articles have been published on Laninamivir.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Carbamimidamido-2-(2,3-dihydroxy-1-methoxypropyl)-3-[(1-hydroxyethylidene)amino]-3,4-dihydro-2H-pyran-6-carboxylate	HMDB
Laninamivir trifluoroacetate	HMDB
5-(Acetylamino)-4-((aminoiminomethyl)amino)-2,6-anhydro-3,4,5-trideoxy-7-O-methyl-D-glycero-D-galacto-non-2-enonic acid	HMDB
Laninamivir octanoate hydrate	HMDB
Laninamivir octanoate	HMDB
Laninamivir octanoate monohydrate	HMDB

Chemical Formula

C₁₃H₂₂N₄O₇

Average Molecular Weight

346.34

Monoisotopic Molecular Weight

346.148849064

IUPAC Name

4-[(diaminomethylidene)amino]-2-(2,3-dihydroxy-1-methoxypropyl)-3-acetamido-3,4-dihydro-2H-pyran-6-carboxylic acid

Traditional Name

laninamivir

CAS Registry Number

Not Available

SMILES

COC(C(O)CO)C1OC(=CC(N=C(N)N)C1NC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C13H22N4O7/c1-5(19)16-9-6(17-13(14)15)3-8(12(21)22)24-11(9)10(23-2)7(20)4-18/h3,6-7,9-11,18,20H,4H2,1-2H3,(H,16,19)(H,21,22)(H4,14,15,17)

InChI Key

QNRRHYPPQFELSF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Acetamides

Alternative Parents

Substituents

Acetamide
1,2-diol
Guanidine
Secondary alcohol
Secondary carboxylic acid amide
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Alcohol
Primary alcohol
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.35 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-5.2	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	13.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	189.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	80.94 m³·mol⁻¹	ChemAxon
Polarizability	33.06 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0253972

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

57462319

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Laninamivir

METLIN ID

Not Available

PubChem Compound

73086473

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid (CFc000236589)

MOL for CFc000236589 ((3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid)

3D MOL for CFc000236589 ((3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid)

3D SDF for CFc000236589 ((3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid)

3D-SDF for CFc000236589 ((3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid)

PDB for CFc000236589 ((3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid)

3D PDB for CFc000236589 ((3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid)

SMILES for CFc000236589 ((3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid)

INCHI for CFc000236589 ((3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid)

Structure for CFc000236589 ((3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid)

3D Structure for CFc000236589 ((3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid)