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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1618340
CHEMBL1618340
Compound Name CITICOLINE
ChEMBL Synonyms IP 302 SODIUM | CITICOLINE SODIUM | CDP-CHOLIN | CERAXON | CITICOLINE
Max Phase 3
Trade Names
Molecular Formula C14H27N4O11P2+

Additional synonyms for CHEMBL1618340 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[N+](C)(C)CCOP(=O)(O)OP(=O)(O)OC[C@H]1O[C@H]([C@H](O)[C@@H] ...
Download SMILES
Standard InChI InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25 ...
Download InChI
Standard InChI Key RZZPDXZPRHQOCG-OJAKKHQRSA-O

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1618340

Molecule Features

CHEMBL1618340 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
SchizophreniaD012559EFO:0000692schizophrenia2ClinicalTrials
Brain IschemiaD002545HP:0002637Cerebral ischemia3ClinicalTrials
Marijuana AbuseD002189EFO:0004218marijuana dependence2ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence2ClinicalTrials
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence3ClinicalTrials
ClinicalTrials
Brain InfarctionD020520EFO:0004277brain infarction3ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury3ClinicalTrials
StrokeD020521EFO:0000712stroke3ClinicalTrials

Clinical Data

ClinicalTrials.gov CITICOLINE
The Cochrane Collaboration CITICOLINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1618340. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 1.000
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL226 Adenosine A1 receptor Homo sapiens 0.999
CHEMBL5328 Thymidylate synthase Lactobacillus casei 0.993
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.875
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 0.770
CHEMBL256 Adenosine A3 receptor Homo sapiens 0.769
CHEMBL2366516 Reverse transcriptase Human immunodeficiency virus 1 0.522
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 0.467
CHEMBL1795117 Histone-lysine N-methyltransferase, H3 lysine-79 specific Homo sapiens 0.354



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 1.000
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL4518 Purinergic receptor P2Y14 Homo sapiens 1.000
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 1.000
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 1.000
CHEMBL2366516 Reverse transcriptase Human immunodeficiency virus 1 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 1.000
CHEMBL4848 Eukaryotic translation initation factor Homo sapiens 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.997
CHEMBL226 Adenosine A1 receptor Homo sapiens 0.994
CHEMBL2135 P2X purinoceptor 2 Rattus norvegicus 0.964
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 0.950
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.907
CHEMBL1993 DNA (cytosine-5)-methyltransferase 1 Homo sapiens 0.900
CHEMBL256 Adenosine A3 receptor Homo sapiens 0.889
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 0.694
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 0.622

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
489.3 489.1146 -1.6 10 212.89 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
12 5 1 15 6 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
.97 4.26 -7.75 -8.14 1 31 0.19

Structural Alerts

There are 10 structural alerts for CHEMBL1618340. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06B - PSYCHOSTIMULANTS, AGENTS USED FOR ADHD AND NOOTROPICS
N06BX - Other psychostimulants and nootropics
N06BX06 - citicoline

ChemSpider ChemSpider:RZZPDXZPRHQOCG-OJAKKHQRSA-O
Wikipedia Citicoline

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1618340



ACToR 987-78-0
Brenda 92991
ChEBI 49086
EPA CompTox Dashboard DTXSID9048431
IBM Patent System E8E43172D386D73CEADD9043FBAC74BC
Metabolights MTBLC49086
Nikkaji J858C J55.713G
PubChem 13805
PubChem: Thomson Pharma 14835132 15084436
SureChEMBL SCHEMBL8303928
ZINC ZINC000006507065

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/RZZPDXZPRHQOCG-OJAKKHQRSA-O spacer
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