Cyclouridine

Identification

Name
Cyclouridine
Accession Number
DB04627
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 2,2'-Anhydrouridine
  • 2,2'-O-Cyclouridine
  • O2,2'-Cyclouridine
Categories
UNII
Not Available
CAS number
3736-77-4
Weight
Average: 226.1861
Monoisotopic: 226.05897144
Chemical Formula
C9H10N2O5
InChI Key
UUGITDASWNOAGG-CCXZUQQUSA-N
InChI
InChI=1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1
IUPAC Name
(2R,4R,5R,6S)-5-hydroxy-4-(hydroxymethyl)-3,7-dioxa-1,9-diazatricyclo[6.4.0.0²,⁶]dodeca-8,11-dien-10-one
SMILES
OC[C@H]1O[C@@H]2[C@@H](OC3=NC(=O)C=CN23)[C@@H]1O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UUridine phosphorylaseNot AvailableSalmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
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
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

References

General References
Not Available
External Links
PubChem Compound
806138
PubChem Substance
46505052
ChemSpider
705423
ChEMBL
CHEMBL3251336
ZINC
ZINC000000315929
PDBe Ligand
ANU
PDB Entries
1zl2 / 2oec / 2pga / 3c74 / 3fwp

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 Solubility56.2 mg/mLALOGPS
logP-1.6ALOGPS
logP-1.3ChemAxon
logS-0.6ALOGPS
pKa (Strongest Acidic)12.98ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.59 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.78 m3·mol-1ChemAxon
Polarizability20.47 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9758
Blood Brain Barrier+0.7796
Caco-2 permeable-0.7848
P-glycoprotein substrateNon-substrate0.7958
P-glycoprotein inhibitor INon-inhibitor0.9529
P-glycoprotein inhibitor IINon-inhibitor0.9235
Renal organic cation transporterNon-inhibitor0.9024
CYP450 2C9 substrateNon-substrate0.7915
CYP450 2D6 substrateNon-substrate0.8272
CYP450 3A4 substrateNon-substrate0.5914
CYP450 1A2 substrateNon-inhibitor0.7605
CYP450 2C9 inhibitorNon-inhibitor0.8741
CYP450 2D6 inhibitorNon-inhibitor0.9437
CYP450 2C19 inhibitorNon-inhibitor0.9172
CYP450 3A4 inhibitorNon-inhibitor0.9705
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.894
Ames testNon AMES toxic0.7266
CarcinogenicityNon-carcinogens0.9211
BiodegradationNot ready biodegradable0.7115
Rat acute toxicity1.7859 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9664
hERG inhibition (predictor II)Non-inhibitor0.9496
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 pyrimidones. These are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazines
Sub Class
Pyrimidines and pyrimidine derivatives
Direct Parent
Pyrimidones
Alternative Parents
Alkyl aryl ethers / Monosaccharides / Vinylogous amides / Tetrahydrofurans / Heteroaromatic compounds / Secondary alcohols / Oxacyclic compounds / Azacyclic compounds / Primary alcohols / Organopnictogen compounds
show 3 more
Substituents
Alkyl aryl ether / Pyrimidone / Monosaccharide / Heteroaromatic compound / Vinylogous amide / Tetrahydrofuran / Secondary alcohol / Ether / Oxacycle / Azacycle
show 10 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
Pharmacological action
Unknown
General Function
Uridine phosphorylase activity
Specific Function
Catalyzes the reversible phosphorylytic cleavage of uridine and deoxyuridine to uracil and ribose- or deoxyribose-1-phosphate. The produced molecules are then utilized as carbon and energy sources ...
Gene Name
udp
Uniprot ID
P0A1F6
Uniprot Name
Uridine phosphorylase
Molecular Weight
27138.91 Da

Drug created on September 11, 2007 11:49 / Updated on March 01, 2020 19:25

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