NAV

4-oxo-nicotinamide-adenine dinucleotide phosphate

Identification

Generic Name
4-oxo-nicotinamide-adenine dinucleotide phosphate
DrugBank Accession Number
DB01753
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 760.4123
Monoisotopic: 760.078191695
Chemical Formula
C21H29N7O18P3
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
UNADPH-ferredoxin reductase FprANot AvailableMycobacterium tuberculosis
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
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
PIXSDSMVQQICPA-BYJCYCELSA-O
InChI
InChI=1S/C21H28N7O18P3/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(45-47(34,35)36)14(31)11(44-21)5-42-49(39,40)46-48(37,38)41-4-10-13(30)15(32)20(43-10)27-2-1-9(29)8(3-27)18(23)33/h1-3,6-8,10-11,13-16,20-21,30-32H,4-5H2,(H7-,22,23,24,25,33,34,35,36,37,38,39,40)/p+1/t8-,10+,11+,13+,14+,15+,16+,20+,21+/m0/s1
IUPAC Name
(3S)-1-[(2R,3R,4S,5R)-5-[({[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-4-oxo-3,4-dihydro-1lambda5-pyridin-1-ylium
SMILES
NC(=O)[C@H]1C=[N+](C=CC1=O)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O

References

General References
Not Available
PubChem Compound
49867432
PubChem Substance
46505149
ChemSpider
25057817
ZINC
ZINC000263620886
PDBe Ligand
ODP
PDB Entries
1lqt / 2c7g

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
logP-9.3Chemaxon
pKa (Strongest Acidic)0.66Chemaxon
pKa (Strongest Basic)4.87Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count18Chemaxon
Hydrogen Donor Count9Chemaxon
Polar Surface Area380.99 Å2Chemaxon
Rotatable Bond Count13Chemaxon
Refractivity164.89 m3·mol-1Chemaxon
Polarizability63.5 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9811
Blood Brain Barrier+0.7363
Caco-2 permeable-0.6871
P-glycoprotein substrateSubstrate0.5863
P-glycoprotein inhibitor INon-inhibitor0.8358
P-glycoprotein inhibitor IINon-inhibitor0.8656
Renal organic cation transporterNon-inhibitor0.9041
CYP450 2C9 substrateNon-substrate0.7042
CYP450 2D6 substrateNon-substrate0.8237
CYP450 3A4 substrateSubstrate0.5074
CYP450 1A2 substrateNon-inhibitor0.7558
CYP450 2C9 inhibitorNon-inhibitor0.8825
CYP450 2D6 inhibitorNon-inhibitor0.8929
CYP450 2C19 inhibitorNon-inhibitor0.8492
CYP450 3A4 inhibitorNon-inhibitor0.9006
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9144
Ames testNon AMES toxic0.7732
CarcinogenicityNon-carcinogens0.8881
BiodegradationNot ready biodegradable0.9962
Rat acute toxicity2.8695 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9732
hERG inhibition (predictor II)Non-inhibitor0.6107
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-201.088
predicted
DeepCCS 1.0 (2019)
[M+H]+203.41339
predicted
DeepCCS 1.0 (2019)
[M+Na]+209.76479
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. NADPH-ferredoxin reductase FprA
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
May serve as electron transfer protein and supply electrons to P450 systems.
Specific Function
Ferredoxin-nad+ reductase activity
Gene Name
fprA
Uniprot ID
P9WIQ3
Uniprot Name
NADPH-ferredoxin reductase FprA
Molecular Weight
49340.605 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52