Flavin-N7 Protonated-Adenine Dinucleotide

Identification

Name
Flavin-N7 Protonated-Adenine Dinucleotide
Accession Number
DB02332  (EXPT01392)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 786.5577
Monoisotopic: 786.164959487
Chemical Formula
C27H34N9O15P2
InChI Key
VWWQXMAJTJZDQX-UYBVJOGSSA-O
InChI
InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/p+1/t14-,15+,16+,19-,20+,21+,26+/m0/s1
IUPAC Name
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-({[hydroxy({[hydroxy({[(2R,3S,4S)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxo-2H,10H-benzo[g]pteridin-10-yl}pentyl]oxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]-9H-purin-6-aminium
SMILES
[H][[email protected]@](O)(COP(O)(=O)OP(O)(=O)OC[[email protected]@]1([H])O[[email protected]@]([H])(N2C=NC3=C([NH3+])N=CN=C23)[[email protected]]([H])(O)[[email protected]]1([H])O)[[email protected]@]([H])(O)[[email protected]@]([H])(O)CN1C2=C(C=C(C)C(C)=C2)N=C2C(O)=NC(=O)N=C12

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCholesterol oxidaseNot AvailableStreptomyces sp. (strain SA-COO)
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
131704201
PubChem Substance
46507048
ChemSpider
25059042
HET
FAE
PDB Entries
1mxt / 1n4u / 3b3r / 3b6d

Clinical Trials

Clinical Trials
Not Available

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 Solubility2.18 mg/mLALOGPS
logP-1.1ALOGPS
logP-5.2ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)4.96ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area361.53 Å2ChemAxon
Rotatable Bond Count13ChemAxon
Refractivity187.98 m3·mol-1ChemAxon
Polarizability71.4 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6156
Blood Brain Barrier+0.5
Caco-2 permeable-0.6995
P-glycoprotein substrateSubstrate0.6464
P-glycoprotein inhibitor INon-inhibitor0.7931
P-glycoprotein inhibitor IINon-inhibitor0.9705
Renal organic cation transporterNon-inhibitor0.9561
CYP450 2C9 substrateNon-substrate0.8093
CYP450 2D6 substrateNon-substrate0.8312
CYP450 3A4 substrateSubstrate0.5632
CYP450 1A2 substrateNon-inhibitor0.8426
CYP450 2C9 inhibitorNon-inhibitor0.8818
CYP450 2D6 inhibitorNon-inhibitor0.8636
CYP450 2C19 inhibitorNon-inhibitor0.872
CYP450 3A4 inhibitorNon-inhibitor0.7323
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8967
Ames testNon AMES toxic0.8242
CarcinogenicityNon-carcinogens0.8105
BiodegradationNot ready biodegradable0.9965
Rat acute toxicity2.5009 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9501
hERG inhibition (predictor II)Inhibitor0.578
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Classification
Not classified

Targets

Kind
Protein
Organism
Streptomyces sp. (strain SA-COO)
Pharmacological action
Unknown
General Function
Steroid delta-isomerase activity
Specific Function
Bifunctional enzyme that catalyzes the oxidation of the 3-beta-hydroxy group of cholesterol and the isomerization of the double bond of the resulting product.
Gene Name
choA
Uniprot ID
P12676
Uniprot Name
Cholesterol oxidase
Molecular Weight
58993.275 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. [PubMed:17139284]
  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:17016423]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 14:56