2'-Deoxycytidine 5'-triphosphate

Identification

Name
2'-Deoxycytidine 5'-triphosphate
Accession Number
DB03258  (EXPT01137)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 2'-Deoxycytidine-5'-Triphosphate
  • dCTP
  • Deoxycytidine 5'-triphosphate
  • Deoxycytidine triphosphate
Categories
UNII
Not Available
CAS number
2056-98-6
Weight
Average: 467.1569
Monoisotopic: 466.989597149
Chemical Formula
C9H16N3O13P3
InChI Key
RGWHQCVHVJXOKC-SHYZEUOFSA-N
InChI
InChI=1S/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
IUPAC Name
({[({[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
SMILES
NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDNA polymerase I, thermostableNot AvailableThermus aquaticus
URibonucleoside-diphosphate reductase 2 subunit alphaNot AvailableSalmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
UAnaerobic ribonucleoside-triphosphate reductaseNot AvailableEnterobacteria phage T4
UDeoxycytidine triphosphate deaminaseNot AvailableEscherichia coli (strain K12)
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
Human Metabolome Database
HMDB0000998
KEGG Compound
C00458
PubChem Compound
65091
PubChem Substance
46504614
ChemSpider
58601
ChEBI
16311
ChEMBL
CHEMBL560403
HET
DCP
PDB Entries
1h78 / 1lv5 / 1mq3 / 1nke / 1peo / 1pkk / 1q9y / 1s0n / 1s10 / 1xs4
show 111 more

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 Solubility11.8 mg/mLALOGPS
logP-0.52ALOGPS
logP-3.6ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)0.95ChemAxon
pKa (Strongest Basic)-0.05ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area247.97 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity85.65 m3·mol-1ChemAxon
Polarizability35.21 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.5594
Blood Brain Barrier+0.9312
Caco-2 permeable-0.741
P-glycoprotein substrateNon-substrate0.7193
P-glycoprotein inhibitor INon-inhibitor0.8766
P-glycoprotein inhibitor IINon-inhibitor0.9717
Renal organic cation transporterNon-inhibitor0.9356
CYP450 2C9 substrateNon-substrate0.8006
CYP450 2D6 substrateNon-substrate0.8396
CYP450 3A4 substrateNon-substrate0.5442
CYP450 1A2 substrateNon-inhibitor0.8935
CYP450 2C9 inhibitorNon-inhibitor0.8706
CYP450 2D6 inhibitorNon-inhibitor0.9054
CYP450 2C19 inhibitorNon-inhibitor0.8731
CYP450 3A4 inhibitorNon-inhibitor0.9291
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9561
Ames testNon AMES toxic0.6609
CarcinogenicityNon-carcinogens0.8144
BiodegradationNot ready biodegradable0.8536
Rat acute toxicity2.3903 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9701
hERG inhibition (predictor II)Non-inhibitor0.832
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-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-03di-1900000000-3d90990d3831fc38abb6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0900000000-939cbd147b029e517cc1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-2911000000-f4b496ca2bd6dcb38361
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-4900000000-a5e5fd690ddf51310279
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00xu-4110900000-42349a9362c5d3d7c6ef
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-057r-9540100000-7a06dee6889dcffec4e9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-056r-9610000000-0a85daf50b374c5ac8ba

Taxonomy

Description
This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside triphosphates. These are pyrimidine nucleotides with a triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Pyrimidine nucleotides
Sub Class
Pyrimidine deoxyribonucleotides
Direct Parent
Pyrimidine 2'-deoxyribonucleoside triphosphates
Alternative Parents
Monoalkyl phosphates / Hydroxypyrimidines / Hydropyrimidines / Tetrahydrofurans / Heteroaromatic compounds / Secondary alcohols / Oxacyclic compounds / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds
show 2 more
Substituents
Pyrimidine 2'-deoxyribonucleoside triphosphate / Hydroxypyrimidine / Monoalkyl phosphate / Hydropyrimidine / Organic phosphoric acid derivative / Phosphoric acid ester / Pyrimidine / Alkyl phosphate / Tetrahydrofuran / Heteroaromatic compound
show 13 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
2'-deoxycytidine phosphate, pyrimidine 2'-deoxyribonucleoside 5'-triphosphate (CHEBI:16311) / Deoxyribonucleotides (C00458)

Targets

Kind
Protein
Organism
Thermus aquaticus
Pharmacological action
Unknown
General Function
Nucleoside binding
Specific Function
Not Available
Gene Name
polA
Uniprot ID
P19821
Uniprot Name
DNA polymerase I, thermostable
Molecular Weight
93909.075 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]
Kind
Protein
Organism
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
Pharmacological action
Unknown
General Function
Ribonucleoside-diphosphate reductase activity, thioredoxin disulfide as acceptor
Specific Function
Provides the precursors necessary for DNA synthesis. Catalyzes the biosynthesis of deoxyribonucleotides from the corresponding ribonucleotides. R1E contains the binding sites for both substrates an...
Gene Name
nrdE
Uniprot ID
Q08698
Uniprot Name
Ribonucleoside-diphosphate reductase 2 subunit alpha
Molecular Weight
80586.595 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]
Kind
Protein
Organism
Enterobacteria phage T4
Pharmacological action
Unknown
General Function
Ribonucleoside-triphosphate reductase activity
Specific Function
Not Available
Gene Name
NRDD
Uniprot ID
P07071
Uniprot Name
Anaerobic ribonucleoside-triphosphate reductase
Molecular Weight
67956.19 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]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Dctp deaminase activity
Specific Function
Not Available
Gene Name
dcd
Uniprot ID
P28248
Uniprot Name
Deoxycytidine triphosphate deaminase
Molecular Weight
21249.0 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 November 02, 2018 05:31