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Identification
NameNadph Dihydro-Nicotinamide-Adenine-Dinucleotidephosphate
Accession NumberDB02338  (EXPT02321)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 745.4209
Monoisotopic: 745.091102105
Chemical FormulaC21H30N7O17P3
InChI KeyACFIXJIJDZMPPO-XCSFTKGKSA-N
InChI
InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15+,16+,20+,21+/m0/s1
IUPAC Name
{[(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(2S,3R,4R,5R)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@@H](CO[P@](O)(=O)O[P@@](O)(=O)OC[C@@H]2O[C@H]([C@H](OP(O)(O)=O)[C@H]2O)N2C=NC3=C2N=CN=C3N)[C@H](O)[C@H]1O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassCarbohydrates and Carbohydrate Conjugates
SubclassGlycosyl Compounds
Direct parentPurine Ribonucleoside Diphosphates
Alternative parentsPurine Ribonucleoside 2',5'-Bisphosphates; Nicotinamide Nucleotides; Disaccharide Phosphates; Other Disaccharides; Organic Pyrophosphates; N-substituted Nicotinamides; Purines and Purine Derivatives; Aminopyrimidines and Derivatives; Dihydropyridines; Primary Aromatic Amines; Organophosphate Esters; N-substituted Imidazoles; Organic Phosphoric Acids; Tetrahydrofurans; Oxolanes; Tertiary Amines; Secondary Alcohols; Primary Carboxylic Acid Amides; 1,2-Diols; Enolates; Ethers; Carboxylic Acids; Polyamines; Enamines
Substituentsnicotinamide-nucleotide; pentose disaccharide; disaccharide phosphate; disaccharide; organic pyrophosphate; n-substituted nicotinamide; purine; imidazopyrimidine; aminopyrimidine; dihydropyridine; hydropyridine; organic phosphate; n-substituted imidazole; primary aromatic amine; phosphoric acid ester; pyrimidine; tetrahydrofuran; imidazole; azole; oxolane; carboxamide group; 1,2-diol; secondary alcohol; tertiary amine; primary carboxylic acid amide; enolate; carboxylic acid derivative; carboxylic acid; ether; polyamine; enamine; organonitrogen compound; amine; alcohol; primary amine
Classification descriptionThis compound belongs to the purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption - 0.7428
Blood Brain Barrier + 0.6119
Caco-2 permeable - 0.6999
P-glycoprotein substrate Substrate 0.6338
P-glycoprotein inhibitor I Non-inhibitor 0.7265
P-glycoprotein inhibitor II Non-inhibitor 0.9402
Renal organic cation transporter Non-inhibitor 0.9328
CYP450 2C9 substrate Non-substrate 0.8001
CYP450 2D6 substrate Non-substrate 0.8281
CYP450 3A4 substrate Substrate 0.5091
CYP450 1A2 substrate Non-inhibitor 0.7366
CYP450 2C9 substrate Non-inhibitor 0.8533
CYP450 2D6 substrate Non-inhibitor 0.8769
CYP450 2C19 substrate Non-inhibitor 0.8308
CYP450 3A4 substrate Non-inhibitor 0.8797
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8691
Ames test Non AMES toxic 0.8055
Carcinogenicity Non-carcinogens 0.9193
Biodegradation Not ready biodegradable 0.9851
Rat acute toxicity 2.9312 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9526
hERG inhibition (predictor II) Non-inhibitor 0.6188
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility5.45ALOGPS
logP-1.1ALOGPS
logP-7.5ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)0.66ChemAxon
pKa (Strongest Basic)4.92ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area364.15 Å2ChemAxon
Rotatable Bond Count13ChemAxon
Refractivity153.87 m3·mol-1ChemAxon
Polarizability62.91 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound5702548
PubChem Substance46508520
ChemSpider905
HETNDP
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Thioredoxin reductase 1, cytoplasmic

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Thioredoxin reductase 1, cytoplasmic Q16881 Details

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. Pubmed
  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. Pubmed
  3. 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. Pubmed

2. Glucose-6-phosphate 1-dehydrogenase

Kind: protein

Organism: Leuconostoc mesenteroides

Pharmacological action: unknown

Components

Name UniProt ID Details
Glucose-6-phosphate 1-dehydrogenase P11411 Details

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. Pubmed
  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. Pubmed

3. Pteridine reductase 1

Kind: protein

Organism: Leishmania major

Pharmacological action: unknown

Components

Name UniProt ID Details
Pteridine reductase 1 Q01782 Details

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. Pubmed
  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. Pubmed

4. Glucose--fructose oxidoreductase

Kind: protein

Organism: Zymomonas mobilis subsp. mobilis (strain ATCC 31821 / ZM4 / CP4)

Pharmacological action: unknown

Components

Name UniProt ID Details
Glucose--fructose oxidoreductase Q07982 Details

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. Pubmed
  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. Pubmed

5. Dihydropyrimidine dehydrogenase [NADP(+)]

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Dihydropyrimidine dehydrogenase [NADP(+)] Q12882 Details

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. Pubmed
  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. Pubmed
  3. 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. Pubmed

6. Alpha-aminoadipic semialdehyde synthase, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Alpha-aminoadipic semialdehyde synthase, mitochondrial Q9UDR5 Details

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. Pubmed
  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. Pubmed
  3. 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. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:17