NAV

2-amino-7-fluoro-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxamide

Identification

Generic Name
2-amino-7-fluoro-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxamide
DrugBank Accession Number
DB07040
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 273.2193
Monoisotopic: 273.054969342
Chemical Formula
C13H8FN3O3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UDNA ligaseNot AvailableEnterococcus faecalis (strain ATCC 700802 / V583)
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as chromeno[2,3-b]pyridine-5-ones. These are compounds containing a Chromeno[2,3-b]pyridine moiety that carries an oxo group at the 5-position.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzopyrans
Sub Class
1-benzopyrans
Direct Parent
Chromeno[2,3-b]pyridine-5-ones
Alternative Parents
Chromenopyridines / Pyranopyridines / Pyridinecarboxamides / Pyranones and derivatives / Aminopyridines and derivatives / Aryl fluorides / Benzenoids / Imidolactams / Vinylogous amides / Heteroaromatic compounds
show 10 more
Substituents
Amine / Amino acid or derivatives / Aminopyridine / Aromatic heteropolycyclic compound / Aryl fluoride / Aryl halide / Azacycle / Benzenoid / Carboxamide group / Carboxylic acid derivative
show 23 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
GCHMLYYPYFXLQB-UHFFFAOYSA-N
InChI
InChI=1S/C13H8FN3O3/c14-5-1-2-9-6(3-5)10(18)7-4-8(12(16)19)11(15)17-13(7)20-9/h1-4H,(H2,15,17)(H2,16,19)
IUPAC Name
2-amino-7-fluoro-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxamide
SMILES
NC(=O)C1=C(N)N=C2OC3=C(C=C(F)C=C3)C(=O)C2=C1

References

General References
Not Available
PubChem Compound
10038928
PubChem Substance
99443511
ChemSpider
8214493
ZINC
ZINC000034125053
PDBe Ligand
3B8
PDB Entries
3ba8

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.489 mg/mLALOGPS
logP0.71ALOGPS
logP1.75Chemaxon
logS-2.8ALOGPS
pKa (Strongest Acidic)13.45Chemaxon
pKa (Strongest Basic)2.19Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area108.3 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity69.28 m3·mol-1Chemaxon
Polarizability25.06 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9777
Blood Brain Barrier+0.951
Caco-2 permeable-0.591
P-glycoprotein substrateNon-substrate0.7124
P-glycoprotein inhibitor INon-inhibitor0.7858
P-glycoprotein inhibitor IINon-inhibitor0.9634
Renal organic cation transporterNon-inhibitor0.9185
CYP450 2C9 substrateNon-substrate0.8876
CYP450 2D6 substrateNon-substrate0.8903
CYP450 3A4 substrateNon-substrate0.6511
CYP450 1A2 substrateNon-inhibitor0.7262
CYP450 2C9 inhibitorNon-inhibitor0.8958
CYP450 2D6 inhibitorNon-inhibitor0.8807
CYP450 2C19 inhibitorNon-inhibitor0.7849
CYP450 3A4 inhibitorNon-inhibitor0.8513
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6577
Ames testNon AMES toxic0.6132
CarcinogenicityNon-carcinogens0.8703
BiodegradationNot ready biodegradable0.9971
Rat acute toxicity2.2884 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9872
hERG inhibition (predictor II)Non-inhibitor0.8178
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-05fr-2090000000-fd62fe88803c3d080e38
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-487c77c0c6018deba060
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0uk9-0090000000-bd720bd6fc01e55e4c15
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ab9-0090000000-f377828a2819344b6435
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00b9-0090000000-e0d4dcd9cdc24fcfe320
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-14332dd013c049dc06d4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fi0-0090000000-409b783dde1fde644945
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-165.84697
predicted
DeepCCS 1.0 (2019)
[M+H]+168.20497
predicted
DeepCCS 1.0 (2019)
[M+Na]+174.71642
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. DNA ligase
Kind
Protein
Organism
Enterococcus faecalis (strain ATCC 700802 / V583)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
DNA ligase that catalyzes the formation of phosphodiester linkages between 5'-phosphoryl and 3'-hydroxyl groups in double-stranded DNA using NAD as a coenzyme and as the energy source for the react...
Gene Name
ligA
Uniprot ID
Q837V6
Uniprot Name
DNA ligase
Molecular Weight
75583.155 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:18 / Updated at June 12, 2020 16:52