Details of the Drug

General Information of Drug (ID: DMI2QPE)

Drug Name

Didanosine

Synonyms

didanosine; 69655-05-6; DIDEOXYINOSINE; Videx; Videx EC; Inosine, 2',3'-dideoxy-; ddIno; Didanosina; Didanosinum; DDI; BMY-40900; UNII-K3GDH6OH08; K3GDH6OH08; Didanosinum [INN-Latin]; Didanosina [INN-Spanish]; CHEBI:490877; 9-(2,3-Dideoxy-beta-D-ribofuranosyl)-6-oxopurine; NSC 612049; 9-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,9-dihydro-6H-purin-6-one; 9-[(2R,5R)-5-(HYDROXYMETHYL)TETRAHYDROFURAN-2-YL]-1,9-DIHYDRO-6H-PURIN-6-ONE; NCGC00159514-02; NCGC00090691-03; DRG-0016; BMY 40900; DSSTox_CID_2927

Indication

Disease Entry	ICD 11	Status	REF
Human immunodeficiency virus infection	1C62	Approved	[1]
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Therapeutic Class

Anti-HIV Agents

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

236.23

Logarithm of the Partition Coefficient (xlogp)

-1.2

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

ADMET Property

BDDCS Class: Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 3: high solubility and low permeability [2]
Clearance: The drug present in the plasma can be removed from the body at the rate of 11 mL/min/kg [3]
Elimination: 55% of drug is excreted from urine in the unchanged form [2]
Half-life: The concentration or amount of drug in body reduced by one-half in 30 minutes (in plasma), and more than 12 hours (in intracellular environment) [3]
Metabolism: The drug is metabolized via the hepatic []
MRTD: The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 24.19 micromolar/kg/day [4]
Unbound Fraction: The unbound fraction of drug in plasma is 0.95% [3]
Vd: Fluid volume that would be required to contain the amount of drug present in the body at the same concentration as in the plasma 0.77 L/kg [3]
Water Solubility: The ability of drug to dissolve in water is measured as 27.3 mg/mL [2]

Adverse Drug Reaction (ADR)

ADR Term	Variation	Related DOT	DOT ID	REF
Cell-mediated cytotoxicity	Not Available	SDS	OT5WTJ2M	[5]
Cell-mediated cytotoxicity	Not Available	COX4I1	OTU0FC24	[5]
Metabolic disorder	Not Available	POLRMT	OT5Q8ZUJ	[5]
Neoplasm	Not Available	TP53	OTIE1VH3	[5]
Pancreatitis	Not Available	CYP2E1	OTHQ17JG	[5]
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Chemical Identifiers

Formula: C10H12N4O3
IUPAC Name: 9-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
Canonical SMILES: C1C[C@@H](O[C@@H]1CO)N2C=NC3=C2N=CNC3=O
InChI: InChI=1S/C10H12N4O3/c15-3-6-1-2-7(17-6)14-5-13-8-9(14)11-4-12-10(8)16/h4-7,15H,1-3H2,(H,11,12,16)/t6-,7+/m0/s1
InChIKey: BXZVVICBKDXVGW-NKWVEPMBSA-N

Cross-matching ID

PubChem CID: 135398739
ChEBI ID: CHEBI:490877
CAS Number: 69655-05-6
DrugBank ID: DB00900
TTD ID: D06FDR
VARIDT ID: DR01175
ACDINA ID: D00195

Combinatorial Drugs (CBD)

Click to Jump to the Detailed CBD Information of This Drug

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Human immunodeficiency virus Reverse transcriptase (HIV RT)	TT84ETX	POL_HV1B1	Inhibitor	[6]

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Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
Concentrative nucleoside transporter 2 (SLC28A2)	DT82KPY	S28A2_HUMAN	Substrate	[7]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Albumin (ALB)	OTVMM513	ALBU_HUMAN	Protein Interaction/Cellular Processes	[8]
Antileukoproteinase (SLPI)	OTUNFUU8	SLPI_HUMAN	Gene/Protein Processing	[9]
Cellular tumor antigen p53 (TP53)	OTIE1VH3	P53_HUMAN	Drug Response	[5]
Cytochrome c oxidase subunit 2 (COX2)	OTTMVBJJ	COX2_HUMAN	Gene/Protein Processing	[10]
Cytochrome c oxidase subunit 4 isoform 1, mitochondrial (COX4I1)	OTU0FC24	COX41_HUMAN	Drug Response	[5]
Cytochrome P450 2E1 (CYP2E1)	OTHQ17JG	CP2E1_HUMAN	Drug Response	[5]
DNA-directed RNA polymerase, mitochondrial (POLRMT)	OT5Q8ZUJ	RPOM_HUMAN	Drug Response	[5]
Equilibrative nucleoside transporter 3 (SLC29A3)	OTGLX8XU	S29A3_HUMAN	Regulation of Drug Effects	[11]
Interleukin-24 (IL24)	OT4VUWH1	IL24_HUMAN	Gene/Protein Processing	[9]
L-serine dehydratase/L-threonine deaminase (SDS)	OT5WTJ2M	SDHL_HUMAN	Drug Response	[5]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Same Disease as Didanosine

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Disease	REF
Cobicistat	DM6L4H2	Moderate	Decreased metabolism of Didanosine caused by Cobicistat mediated inhibition of CYP450 enzyme.	Human immunodeficiency virus disease [1C60-1C62]	[12]
Elvitegravir	DMG9B1U	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Elvitegravir.	Human immunodeficiency virus disease [1C60-1C62]	[12]
Zalcitabine	DMH7MUV	Moderate	Increased risk of peripheral neuropathy by the combination of Didanosine and Zalcitabine.	Human immunodeficiency virus disease [1C60-1C62]	[13]
Lopinavir	DMITQS0	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Lopinavir.	Human immunodeficiency virus disease [1C60-1C62]	[14]
Darunavir	DMN3GCH	Moderate	Altered absorption of Didanosine caused by Darunavir.	Human immunodeficiency virus disease [1C60-1C62]	[15]
Atazanavir	DMSYRBX	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Atazanavir.	Human immunodeficiency virus disease [1C60-1C62]	[12]
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⏷ Show the Full List of 6 DDI Information of This Drug

Coadministration of a Drug Treating the Disease Different from Didanosine (Comorbidity)

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Comorbidity	REF
Remdesivir	DMBFZ6L	Moderate	Increased risk of hepatotoxicity by the combination of Didanosine and Remdesivir.	1D6YCoronavirus Disease 2019 [1D6YCoronavirus Disease 2019]	[12]
Cefuroxime	DMSIMD8	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Cefuroxime.	Acute bronchitis [CA42]	[16]
Bedaquiline	DM3906J	Moderate	Increased risk of hepatotoxicity by the combination of Didanosine and Bedaquiline.	Antimicrobial drug resistance [MG50-MG52]	[17]
Lisdexamfetamine	DM6W8V5	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Lisdexamfetamine.	Attention deficit hyperactivity disorder [6A05]	[18]
Ofloxacin	DM0VQN3	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Ofloxacin.	Bacterial infection [1A00-1C4Z]	[19]
Sparfloxacin	DMB4HCT	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Sparfloxacin.	Bacterial infection [1A00-1C4Z]	[20]
Gemifloxacin	DMHT34O	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Gemifloxacin.	Bacterial infection [1A00-1C4Z]	[21]
Norfloxacin	DMIZ6W2	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Norfloxacin.	Bacterial infection [1A00-1C4Z]	[22]
ABT-492	DMJFD2I	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by ABT-492.	Bacterial infection [1A00-1C4Z]	[21]
Cefpodoxime	DMJUNY5	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Cefpodoxime.	Bacterial infection [1A00-1C4Z]	[16]
Bacampicillin	DMP54C7	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Bacampicillin.	Bacterial infection [1A00-1C4Z]	[16]
Levofloxacin	DMS60RB	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Levofloxacin.	Bacterial infection [1A00-1C4Z]	[23]
Cefditoren	DMSUVM1	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Cefditoren.	Bacterial infection [1A00-1C4Z]	[24]
Lomefloxacin	DMVRH9C	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Lomefloxacin.	Bacterial infection [1A00-1C4Z]	[21]
Etidronic acid	DM1XHYJ	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Etidronic acid.	Bone paget disease [FB85]	[25]
Pexidartinib	DMS2J0Z	Major	Increased risk of hepatotoxicity by the combination of Didanosine and Pexidartinib.	Bone/articular cartilage neoplasm [2F7B]	[26]
Mycophenolic acid	DMRBMAU	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Mycophenolic acid.	Crohn disease [DD70]	[27]
Clonazepam	DMTO13J	Minor	Altered absorption of Didanosine due to GI dynamics variation caused by Clonazepam.	Epilepsy/seizure [8A61-8A6Z]	[28]
Itraconazole	DMCR1MV	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Itraconazole.	Fungal infection [1F29-1F2F]	[29]
Ketoconazole	DMPZI3Q	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Ketoconazole.	Fungal infection [1F29-1F2F]	[29]
Rifampin	DMA8J1G	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Rifampin.	HIV-infected patients with tuberculosis [1B10-1B14]	[30]
Brentuximab vedotin	DMWLC57	Moderate	Increased risk of peripheral neuropathy by the combination of Didanosine and Brentuximab vedotin.	Hodgkin lymphoma [2B30]	[31]
Mipomersen	DMGSRN1	Major	Increased risk of hepatotoxicity by the combination of Didanosine and Mipomersen.	Hyper-lipoproteinaemia [5C80]	[32]
Teriflunomide	DMQ2FKJ	Major	Increased risk of hepatotoxicity by the combination of Didanosine and Teriflunomide.	Hyper-lipoproteinaemia [5C80]	[14]
BMS-201038	DMQTAGO	Major	Increased risk of hepatotoxicity by the combination of Didanosine and BMS-201038.	Hyper-lipoproteinaemia [5C80]	[33]
Captopril	DM458UM	Minor	Decreased absorption of Didanosine due to altered gastric pH caused by Captopril.	Hypertension [BA00-BA04]	[34]
Quazepam	DMY4D87	Minor	Altered absorption of Didanosine due to GI dynamics variation caused by Quazepam.	Insomnia [7A00-7A0Z]	[28]
Estazolam	DMZGXUM	Minor	Altered absorption of Didanosine due to GI dynamics variation caused by Estazolam.	Insomnia [7A00-7A0Z]	[28]
Calaspargase pegol	DMQZBXI	Moderate	Increased risk of hepatotoxicity by the combination of Didanosine and Calaspargase pegol.	Malignant haematopoietic neoplasm [2B33]	[35]
Idelalisib	DM602WT	Moderate	Increased risk of hepatotoxicity by the combination of Didanosine and Idelalisib.	Mature B-cell leukaemia [2A82]	[36]
Thalidomide	DM70BU5	Moderate	Increased risk of peripheral neuropathy by the combination of Didanosine and Thalidomide.	Multiple myeloma [2A83]	[13]
Dasatinib	DMJV2EK	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Dasatinib.	Myeloproliferative neoplasm [2A20]	[37]
Dextroamphetamine	DMMIHVP	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Dextroamphetamine.	Narcolepsy [7A20]	[18]
Orlistat	DMRJSP8	Moderate	Altered absorption of Didanosine caused by Orlistat.	Obesity [5B80-5B81]	[38]
Methamphetamine	DMPM4SK	Moderate	Decreased absorption of Didanosine due to altered gastric pH caused by Methamphetamine.	Pain [MG30-MG3Z]	[39]
Gatifloxacin	DMSL679	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Gatifloxacin.	Respiratory infection [CA07-CA4Z]	[21]
Leflunomide	DMR8ONJ	Major	Increased risk of hepatotoxicity by the combination of Didanosine and Leflunomide.	Rheumatoid arthritis [FA20]	[14]
Trabectedin	DMG3Y89	Moderate	Increased risk of hepatotoxicity by the combination of Didanosine and Trabectedin.	Solid tumour/cancer [2A00-2F9Z]	[40]
Deferiprone	DMS2M7O	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Deferiprone.	Thalassaemia [3A50]	[41]
Eltrombopag	DMOGFIX	Moderate	Decreased absorption of Didanosine due to formation of complexes caused by Eltrombopag.	Thrombocytopenia [3B64]	[40]
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⏷ Show the Full List of 40 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG

DIG Name	DIG ID	PubChem CID	Functional Classification
Allura red AC dye	E00338	33258	Colorant
Aspartame	E00402	134601	Flavoring agent
Calcium carbonate	E00198	10112	Binding agent; Buffering agent; Diluent; Opacifying agent
D&C red no. 28	E00491	6097185	Colorant
D&C red no. 33	E00261	19116	Colorant
Diethyl phthalate	E00135	6781	Plasticizing agent; Solvent
FD&C blue no. 1	E00263	19700	Colorant
FD&C blue no. 2	E00446	2723854	Colorant
Quinoline yellow WS	E00309	24671	Colorant
Sodium lauryl sulfate	E00464	3423265	Emulsifying agent; Modified-release agent; Penetration agent; Solubilizing agent; Surfactant; lubricant
Sunset yellow FCF	E00255	17730	Colorant
Ammonia	E00007	222	Alkalizing agent
Carboxymethylcellulose sodium	E00621	Not Available	Adsorbent; Binding agent; Disintegrant; Emulsifying agent; Suspending agent; Viscosity-controlling agent
Carmellose sodium	E00625	Not Available	Disintegrant
Crospovidone	E00626	Not Available	Disintegrant
Eisenoxyd	E00585	56841934	Colorant
Ferric hydroxide oxide yellow	E00539	23320441	Colorant
Ferrosoferric oxide	E00231	14789	Colorant
Hexahydric alcohol	E00083	5780	Diluent; Flavoring agent; Humectant; Plasticizing agent
Hypromellose	E00634	Not Available	Coating agent
Magnesium hydroxide	E00374	73981	Adsorbent; Buffering agent
Magnesium stearate	E00208	11177	lubricant
Potassium hydroxide	E00233	14797	Alkalizing agent
Propylene glycol	E00040	1030	Antimicrobial preservative; Humectant; Plasticizing agent; Solvent
Silicon dioxide	E00670	Not Available	Anticaking agent; Opacifying agent; Viscosity-controlling agent
Sodium citrate dihydrate	E00369	71474	Alkalizing agent; Buffering agent; Complexing agent; Emulsifying agent
Sodium hydroxide	E00234	14798	Alkalizing agent
Talc	E00520	16211421	Anticaking agent; Diluent; Glidant; lubricant
Titanium dioxide	E00322	26042	Coating agent; Colorant; Opacifying agent
Triacetin	E00080	5541	Humectant; Plasticizing agent; Solvent
Triethyl citrate	E00128	6506	Plasticizing agent; Solvent
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⏷ Show the Full List of 31 Pharmaceutical Excipients of This Drug

Pharmaceutical Formulation

Formulation Name	Drug Dosage	Dosage Form	Route
Didanosine 200 mg capsule	200 mg	Delayed Release Oral Capsule	Oral
Didanosine 250 mg capsule	250 mg	Delayed Release Oral Capsule	Oral
Didanosine 400 mg capsule	400 mg	Delayed Release Oral Capsule	Oral
Didanosine 125 mg capsule	125 mg	Delayed Release Oral Capsule	Oral
Didanosine 100 mg tablet	100 mg	Chewable Tablet	Oral
Didanosine 150 mg tablet	150 mg	Chewable Tablet	Oral
Didanosine 200 mg tablet	200 mg	Chewable Tablet	Oral

Jump to Detail Pharmaceutical Formulation Page of This Drug

References

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