Cyclic 3',5'-thymidine monophosphate

Identification

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Name
Cyclic 3',5'-thymidine monophosphate
Accession Number
DB04672
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 3',5'-Cyclic dTMP
  • cTMP
  • Cyclic TMP
  • Thymidine cyclophosphate
Categories
UNII
I4N756M3GW
CAS number
6453-60-7
Weight
Average: 304.1932
Monoisotopic: 304.046037292
Chemical Formula
C10H13N2O7P
InChI Key
XLPGURCDSRIXFL-JGVFFNPUSA-N
InChI
InChI=1S/C10H13N2O7P/c1-6-4-12(10(14)11-9(6)13)8-3-2-7(19-8)5-18-20(15,16)17/h2-4,7-8H,5H2,1H3,(H,11,13,14)(H2,15,16,17)/t7-,8+/m0/s1
IUPAC Name
{[(2S,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy}phosphonic acid
SMILES
[H][C@]1(COP(O)(O)=O)O[C@]([H])(C=C1)N1C=C(C)C(=O)NC1=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U5'(3')-deoxyribonucleotidase, mitochondrialNot AvailableHumans
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
461278
PubChem Substance
46508608
ChemSpider
405848
ChEMBL
CHEMBL403328
HET
D4M
PDB Entries
1z4q

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 Solubility4.64 mg/mLALOGPS
logP-0.98ALOGPS
logP-0.36ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)1.24ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area125.4 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity66.19 m3·mol-1ChemAxon
Polarizability25.93 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.5462
Blood Brain Barrier+0.9235
Caco-2 permeable-0.8177
P-glycoprotein substrateNon-substrate0.7562
P-glycoprotein inhibitor INon-inhibitor0.8241
P-glycoprotein inhibitor IINon-inhibitor0.9526
Renal organic cation transporterNon-inhibitor0.935
CYP450 2C9 substrateNon-substrate0.6233
CYP450 2D6 substrateNon-substrate0.8545
CYP450 3A4 substrateNon-substrate0.546
CYP450 1A2 substrateNon-inhibitor0.8677
CYP450 2C9 inhibitorNon-inhibitor0.8405
CYP450 2D6 inhibitorNon-inhibitor0.8923
CYP450 2C19 inhibitorNon-inhibitor0.8186
CYP450 3A4 inhibitorNon-inhibitor0.889
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8907
Ames testNon AMES toxic0.7827
CarcinogenicityNon-carcinogens0.8456
BiodegradationNot ready biodegradable0.7279
Rat acute toxicity2.3106 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9583
hERG inhibition (predictor II)Non-inhibitor0.8643
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
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

Description
This compound belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleoside monophosphates. These are pyrimidine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at positions 2 and 3.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Pyrimidine nucleotides
Sub Class
Pyrimidine deoxyribonucleotides
Direct Parent
Pyrimidine 2',3'-dideoxyribonucleoside monophosphates
Alternative Parents
Nucleoside and nucleotide analogues / Pyrimidones / Monoalkyl phosphates / Hydropyrimidines / Vinylogous amides / Dihydrofurans / Heteroaromatic compounds / Ureas / Lactams / Azacyclic compounds
show 6 more
Substituents
Pyrimidine 2',3'-dideoxyribonucleoside monophosphate / Pyrimidone / Monoalkyl phosphate / Hydropyrimidine / Organic phosphoric acid derivative / Phosphoric acid ester / Pyrimidine / Alkyl phosphate / Dihydrofuran / Heteroaromatic compound
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
furans, nucleoside monophosphate analogue (CHEBI:41735)

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Nucleotide binding
Specific Function
Dephosphorylates specifically the 5' and 2'(3')-phosphates of uracil and thymine deoxyribonucleotides, and so protects mitochondrial DNA replication from excess dTTP. Has only marginal activity tow...
Gene Name
NT5M
Uniprot ID
Q9NPB1
Uniprot Name
5'(3')-deoxyribonucleotidase, mitochondrial
Molecular Weight
25861.505 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. [PubMed:10592235]

Drug created on September 11, 2007 11:49 / Updated on June 04, 2019 06:09