> Trialight public data. Index of pages: https://trialight.com/llms.txt
> Web page: https://trialight.com/data/asset/citicoline-f5938bef-5da4-4d58-8885-c4ba9dd1cf3c
> Record changed: 2026-10-13

# Citicoline

Highest phase reached

Phase 3

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1231700)

Drug type

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1231700)

## Development status

**Listing at source**

Listed

**Highest phase reached**

Phase 3

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1231700)

## Names and chemistry

**Drug type**

Small molecule

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1231700)

**Drug name**

Citicoline

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1231700)

**Molecular weight**

488.33

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1231700)

**Structure (SMILES)**

C\[N+\](C)(C)CCOP(=O)(O)OP(=O)(\[O-\])OC\[C@H\]1O\[C@@H\](n2ccc(N)nc2=O)\[C@H\](O)\[C@@H\]1O

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1231700)

### Other names (35)

- cdp choline
- Cdp-choline
- CDP-choline
- CDP-Choline
- citicolina
- Citicolina
- citicoline
- Citicoline
- citicoline \[INN\]
- CITICOLINE \[JAN\]
- CITICOLINE \[MART.\]
- CITICOLINE \[MI\]
- CITICOLINE \[USP-RS\]
- CITICOLINE \[VANDF\]
- Citicoline \[WHO-DD\]
- citicoline inn
- citicoline jan
- citicoline mart
- citicoline mi
- citicoline usp rs
- citicoline vandf
- citicoline who dd
- cytidine 5 diphosphate choline
- cytidine 5 diphosphocholine
- cytidine 5 trihydrogen diphosphate p 2 trimethylammonio ethyl ester inner salt

And 10 more, listed on the interactive page.

## Identifiers

**ATC classification codes**

- N06BX06

Sources for recorded values

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1231700)

**CAS registry numbers**

- 987-78-0

**ChEMBL ID**

CHEMBL1231700

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1231700)

**InChIKey**

RZZPDXZPRHQOCG-OJAKKHQRSA-N

Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1231700)

**RxNorm IDs (RxCUI)**

- 997602

**FDA ingredient codes (UNII)**

- 536BQ2JVC7

### PubChem compound IDs (3)

- 13804
- 11583971
- 76963096

## Regulatory information

### Other regulatory facts

**First in class**

No

**Orphan designation**

No

## Pharmacology

### Investigated indications (11)

- **Condition**  
Stroke

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0000712

**Subject identifier**  
D020521
- **Condition**  
Attention Deficit Disorder with Hyperactivity

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0003888

**Subject identifier**  
D001289
- **Condition**  
Glaucoma, Open-Angle

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0004190

**Subject identifier**  
D005902
- **Condition**  
Amphetamine-Related Disorders

**Highest recorded phase**  
3

**Condition identifier**  
EFO:0004701

**Subject identifier**  
D019969
- **Condition**  
Marijuana Abuse

**Highest recorded phase**  
2

**Condition identifier**  
EFO:0007191

**Subject identifier**  
D002189
- **Condition**  
Ischemic Stroke

**Highest recorded phase**  
3

**Condition identifier**  
HP:0002140

**Subject identifier**  
D000083242
- **Condition**  
Cerebral Infarction

**Highest recorded phase**  
3

**Condition identifier**  
MONDO:0002679

**Subject identifier**  
D002544
- **Condition**  
Brain Ischemia

**Highest recorded phase**  
3

**Condition identifier**  
MONDO:0005299

**Subject identifier**  
D002545
- **Condition**  
Alcoholism

**Highest recorded phase**  
2

**Condition identifier**  
MONDO:0007079

**Subject identifier**  
D000437
- **Condition**  
Brain Injuries

**Highest recorded phase**  
3

**Condition identifier**  
MONDO:0043510

**Subject identifier**  
D001930
- **Condition**  
Severe Acute Respiratory Syndrome

**Highest recorded phase**  
1

**Condition identifier**  
MONDO:0100096

**Subject identifier**  
D045169

### Open Targets indications (28)

- **Condition identifier**  
EFO\_0000712

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0001072
- **Condition identifier**  
EFO\_0003888
- **Condition identifier**  
EFO\_0004190

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0004701

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0005772
- **Condition identifier**  
EFO\_0007191

**Highest recorded phase**  
2
- **Condition identifier**  
EFO\_0009444

**Highest recorded phase**  
3
- **Condition identifier**  
EFO\_0009965

**Highest recorded phase**  
3
- **Condition identifier**  
HP\_0002140

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0002009
- **Condition identifier**  
MONDO\_0002679

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0004456

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0004985

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005041

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005090

**Highest recorded phase**  
2
- **Condition identifier**  
MONDO\_0005186

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005299

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005338

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005419

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0005689

**Highest recorded phase**  
2
- **Condition identifier**  
MONDO\_0006663

**Highest recorded phase**  
3
- **Condition identifier**  
MONDO\_0007079

**Highest recorded phase**  
2
- **Condition identifier**  
MONDO\_0007743

**Highest recorded phase**  
4
- **Condition identifier**  
MONDO\_0010382

**Highest recorded phase**  
2

And 3 more, listed on the interactive page.

### Reported adverse events (8)

- **Event**  
apraxia

**Reports**  
4

**Reporting signal score**

25.3635
- **Event**  
cognitive disorder

**Reports**  
5

**Reporting signal score**

17.5726
- **Event**  
disorientation

**Reports**  
4

**Reporting signal score**

12.9851
- **Event**  
drug interaction

**Reports**  
15

**Reporting signal score**

48.926
- **Event**  
hepatitis

**Reports**  
3

**Reporting signal score**

9.36954
- **Event**  
hyperreflexia

**Reports**  
4

**Reporting signal score**

20.9693
- **Event**  
myoclonus

**Reports**  
4

**Reporting signal score**

16.5729
- **Event**  
neuroleptic malignant syndrome

**Reports**  
7

**Reporting signal score**

32.7976

### Trial references (12)

- NCT00158249  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00158249)
- NCT00331890  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00331890)
- NCT00545662  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00545662)
- NCT01591759  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01591759)
- NCT00950352  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00950352)
- NCT02823106  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02823106)
- NCT05154903  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT05154903)
- NCT06210646  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT06210646)
- NCT03181646  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT03181646)
- NCT05710198  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT05710198)
- NCT05870111  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT05870111)
- NCT05881135  
Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT05881135)

## Chemical properties

**Hydrogen bond acceptors**

13

**Hydrogen bond donors**

4

**Polar surface area**

215.72

**Calculated partition coefficient (ALogP)**

\-2.23

**Calculated partition coefficient (XLogP)**

\-4

**Prodrug**

No

**Chirality**

Racemic

**Inorganic**

No

**Rule-of-five violations**

1

**Rotatable bonds**

10

**Heavy atoms**

31

**Molecular formula**

C14H26N4O11P2

**Monoisotopic mass**

488.10733165

**Natural product**

Yes

## Evidence counts

**Recorded assays**

4

**Active assays**

0

## Pharmacologic actions

- Nootropic Agents  
Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D018697.html)

## Related records

### Trials (32)

- A Pilot Study of Citicoline add-on Therapy in Patients With Bipolar Disorder or Major Depressive Disorder and Amphetamine Abuse or Dependence
- A Pilot Trial of Citicoline in Individuals With Mild Traumatic Brain Injury (mTBI)
- CDP-Choline and Working Memory After TBI: A Neuroimaging Study
- CDP-choline Treatment in ATS Users
- Citicoline and Omega-3 Fatty Acid Effects in Veterans With Traumatic Brain Injury (TBI)
- Citicoline as Neuroprotector in Neonates Exposed to Hypoxia
- Citicoline as Neuroprotector in Preterm
- Citicoline Concentration in Human Vitreous
- Citicoline for Alcohol Dependence
- Citicoline for Bipolar 1 Disorder and Cocaine Dependence
- Citicoline in Ischemic Stroke
- Citicoline in Ischemic Stroke, a Randomized Trial
- Citicoline in Youth Alcohol Use Disorder
- Citicoline Treatment of Methamphetamine Dependence
- Citicoline, Creatine, and Omega-3 Effects in Middle Age Women
- Cognizin Citicoline Dosing in a Healthy Adolescent Male Population
- Effect of Citicoline on Neurological Severity Score and Cerebral Doppler Resistive Index in Neonatal Hypoxic Ischemic Encephalopathy
- Effect of Fixed Combination Citicoline Homotaurine and Pyrroloquinoline Quinone on Pattern-electroretinogram in Glaucoma
- Effects of Citicoline on Brain Function and Behavior in Marijuana-Dependent Individuals
- [Efficacy of Citicoline Eye Drops 2% on Visual Field Preservation in Patients With Open Angle Glaucoma](https://trialight.com/data/trial/efficacy-of-citicoline-eye-drops-2-on-visual-field-c408b658-a93a-4e9b-935c-dc31dbff7571.md)

### In development for (11)

- [Alcohol dependence](https://trialight.com/data/condition/alcohol-dependence-d26b3f0d-c0fb-5084-9194-e963df0e9179.md) Phase 2
- Attention deficit-hyperactivity disorder Phase 3
- Brain injury Phase 3
- Brain ischemia Phase 3
- Cannabis dependence Phase 2
- Cerebral infarction Phase 3
- [COVID-19](https://trialight.com/data/condition/covid-19-13f0ebf3-c291-557d-bdef-93563d077103.md) Phase 1
- [Ischemic stroke](https://trialight.com/data/condition/ischemic-stroke-22957443-39c1-55ea-8c6d-d5be07d42dc0.md) Phase 3
- [Methamphetamine dependence](https://trialight.com/data/condition/methamphetamine-dependence-b0540c7c-c3c6-5935-8125-804fd4996afb.md) Phase 3
- [Open-angle glaucoma](https://trialight.com/data/condition/open-angle-glaucoma-fb887921-4122-599b-b8a0-928b40ddc7a2.md) Phase 3
- [Stroke disorder](https://trialight.com/data/condition/stroke-disorder-f6ef16d6-34dc-5c87-b764-37f0b5b8d504.md) Phase 3

### Other linked conditions (1)

- [Neurodegenerative disease](https://trialight.com/data/condition/neurodegenerative-disease-aafbeed5-19eb-5b92-ae0b-73cbafb719c7.md)

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