Details of the Drug

General Information of Drug (ID: DMZD5QR)

Drug Name

Cytarabine

Synonyms

Alexan; AraC; Arabinocytidine; Arabinofuranosylcytosine; Arabinosylcytosine; Arabitin; Aracytidine; Aracytin; Aracytine; Arafcyt; Citarabina; Cytarabin; Cytarabina; Cytarabinoside; Cytarabinum; Cytarbel; Cytonal; Cytosar; Cytosinearabinoside; DepoCyte; Depocyt; Erpalfa; Iretin; Spongocytidine; Tarabine; Udicil; Arabinosyl Cytosine; Cytarabine liposome injection; Cytosine arabinofuranoside; Cytosine arabinose; Cytosine arabinoside; AR3; BTB15125; CHX 3311; U 19920A; Ara-C; Ara-Cytidine; Beta-Ara C; Beta-Arabinosylcytosine; Beta-cytosine arabinoside; Citarabina [INN-Spanish]; Cytarabinum [INN-Latin]; Cytosar-U; Cytosine arabinoside (VAN); Depocyt (TN); Depocyt (liposomal); Intrathecal (injected into the spinal fluid) DepoCyt; U-19920; Beta-D-Arabinosylcytosine; Cytosar-U (TN); Cytosine beta-D-arabinofuranoside; Cytosine beta-D-arabinofuranoside hydrochloride; Cytosine beta-D-arabinoside; Cytosine-beta-arabinoside; Intrathecal cytarabine (also known as ara-C); U-19,920; CYTARABINE (SEE ALSO CYTARABINE HYDROCHLORIDE 69-74-9); Cytarabine (JP15/USP/INN); Cytarabine [USAN:INN:BAN:JAN]; Cytosine 1-beta-D-arabinofuranoside; Cytosine, beta-D-arabinoside; Cytosine-beta-D-arabinofuranoside; Cytosine-1-beta-D-arabinofuranoside; Ara-C, Cytosine Arabinoside, Cytosar-U, Cytarabine; (beta-D-Arabinofuranosyl)cytosine; 1-.beta.-D-arabinofuranosyl-cytosine; 1-Arabinofuranosylcytosine; 1-beta-D-Arabinofaranosylcytosine; 1-beta-D-Arabinofuranosyl-4-amino-2(1H)pyrimidinone; 1-beta-D-Arabinofuranosylcytosine; 1-beta-D-Arabinofuranosylcytosine, Cytosine Arabinoside; 1-beta-D-Arabinosylcytosine; 1beta-Arabinofuranasylcytosine; 1beta-D-Arabinofuranosylcytosine; 1beta-D-Arabinosylcytosine; 2(1H)-Pyrimidinone, 4-amino-1-D-arabinofuranosyl-[CAS]; 4-Amino-1-arabinofuranosyl-2-oxo-1,2-dihydropyrimidin; 4-Amino-1-arabinofuranosyl-2-oxo-1,2-dihydropyrimidin [Czech]; 4-Amino-1-arabinofuranosyl-2-oxo-1,2-dihydropyrimidine; 4-Amino-1-b-D-arabinofuranosyl-2-(1H)-pyrimidinone; 4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinon; 4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinon [Czech]; 4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinone; 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one; 4-amino-1-beta-D-arabinofuranosylpyrimidin-2(1H)-one

Indication

Disease Entry	ICD 11	Status	REF
Acute lymphoblastic leukaemia	2A85	Approved	[1], [2], [3]

Therapeutic Class

Anticancer Agents

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 1

Molecular Weight (mw)

243.22

Topological Polar Surface Area (xlogp)

-2.1

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

ADMET Property

Absorption: The absorption of drug is less than 20% from the gastrointestinal tract [4]
BDDCS Class: Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 1: high solubility and high permeability [5]
Clearance: The drug present in the plasma can be removed from the body at the rate of 41.67 mL/min/kg [6]
Elimination: 11% of drug is excreted from urine in the unchanged form [5]
Half-life: The concentration or amount of drug in body reduced by one-half in 10 minutes [6]
Metabolism: The drug is metabolized via the hepatic [4]
MRTD: The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 11.10101 micromolar/kg/day [7]
Unbound Fraction: The unbound fraction of drug in plasma is 0.87% [6]
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 0.67 L/kg [6]

Chemical Identifiers

Formula: C9H13N3O5
IUPAC Name: 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Canonical SMILES: C1=CN(C(=O)N=C1N)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)O
InChI: InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1
InChIKey: UHDGCWIWMRVCDJ-CCXZUQQUSA-N

Cross-matching ID

PubChem CID: 6253
ChEBI ID: CHEBI:28680
CAS Number: 147-94-4
DrugBank ID: DB00987
TTD ID: D07XSN
VARIDT ID: DR00416
INTEDE ID: DR0398
ACDINA ID: D00976

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Herpes simplex virus DNA polymerase UL30 (HSV UL30)	TTIU7X1	DPOL_HHV11	Inhibitor	[8]

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Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
Equilibrative nucleoside transporter 2 (SLC29A2)	DTW78DQ	S29A2_HUMAN	Substrate	[9]
Concentrative nucleoside transporter 1 (SLC28A1)	DT0EQPW	S28A1_HUMAN	Substrate	[9]
Equilibrative nucleoside transporter 1 (SLC29A1)	DTXD1TQ	S29A1_HUMAN	Substrate	[9]
Organic cation/carnitine transporter 1 (SLC22A4)	DT2EG60	S22A4_HUMAN	Substrate	[10]
Organic cation transporter 1 (SLC22A1)	DTT79CX	S22A1_HUMAN	Substrate	[11]
P-glycoprotein 1 (ABCB1)	DTUGYRD	MDR1_HUMAN	Substrate	[12]

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Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Cytochrome P450 3A4 (CYP3A4)	DE4LYSA	CP3A4_HUMAN	Substrate	[13]
Cytidine aminohydrolase (CDA)	DEKEDRC	CDD_HUMAN	Substrate	[14]
Ecto-5'-nucleotidase (NT5E)	DE3Z9HM	5NTD_HUMAN	Substrate	[14]
Deoxycytidylate deaminase (DCTD)	DEXL3P2	DCTD_HUMAN	Substrate	[14]
Cytidine deaminase (cdd)	DEYILK4	E0TLJ6_MYCHH	Substrate	[15]

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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 Disease Different from Cytarabine (Comorbidity)

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Comorbidity	REF
Remdesivir	DMBFZ6L	Moderate	Increased risk of hepatotoxicity by the combination of Cytarabine and Remdesivir.	1D6YCoronavirus Disease 2019 [1D6YCoronavirus Disease 2019]	[65]
Bedaquiline	DM3906J	Moderate	Increased risk of hepatotoxicity by the combination of Cytarabine and Bedaquiline.	Antimicrobial drug resistance [MG50-MG52]	[66]
Roflumilast	DMPGHY8	Moderate	Additive immunosuppressive effects by the combination of Cytarabine and Roflumilast.	Asthma [CA23]	[67]
Ofloxacin	DM0VQN3	Minor	Decreased absorption of Cytarabine due to intestinal mucosa variation caused by Ofloxacin.	Bacterial infection [1A00-1C4Z]	[68]
Sparfloxacin	DMB4HCT	Minor	Decreased absorption of Cytarabine due to intestinal mucosa variation caused by Sparfloxacin.	Bacterial infection [1A00-1C4Z]	[68]
Gemifloxacin	DMHT34O	Minor	Decreased absorption of Cytarabine due to intestinal mucosa variation caused by Gemifloxacin.	Bacterial infection [1A00-1C4Z]	[68]
Norfloxacin	DMIZ6W2	Minor	Decreased absorption of Cytarabine due to intestinal mucosa variation caused by Norfloxacin.	Bacterial infection [1A00-1C4Z]	[68]
ABT-492	DMJFD2I	Minor	Decreased absorption of Cytarabine due to intestinal mucosa variation caused by ABT-492.	Bacterial infection [1A00-1C4Z]	[68]
Levofloxacin	DMS60RB	Minor	Decreased absorption of Cytarabine due to intestinal mucosa variation caused by Levofloxacin.	Bacterial infection [1A00-1C4Z]	[68]
Cannabidiol	DM0659E	Moderate	Increased risk of hepatotoxicity by the combination of Cytarabine and Cannabidiol.	Epileptic encephalopathy [8A62]	[67]
Brentuximab vedotin	DMWLC57	Moderate	Increased risk of hepatotoxicity by the combination of Cytarabine and Brentuximab vedotin.	Hodgkin lymphoma [2B30]	[69]
Mipomersen	DMGSRN1	Major	Increased risk of hepatotoxicity by the combination of Cytarabine and Mipomersen.	Hyper-lipoproteinaemia [5C80]	[70]
Teriflunomide	DMQ2FKJ	Major	Additive immunosuppressive effects by the combination of Cytarabine and Teriflunomide.	Hyper-lipoproteinaemia [5C80]	[71]
BMS-201038	DMQTAGO	Major	Increased risk of hepatotoxicity by the combination of Cytarabine and BMS-201038.	Hyper-lipoproteinaemia [5C80]	[72]
Denosumab	DMNI0KO	Moderate	Additive immunosuppressive effects by the combination of Cytarabine and Denosumab.	Low bone mass disorder [FB83]	[73]
Calaspargase pegol	DMQZBXI	Moderate	Increased risk of hepatotoxicity by the combination of Cytarabine and Calaspargase pegol.	Malignant haematopoietic neoplasm [2B33]	[74]
Fludarabine	DMVRLT7	Moderate	Additive myelosuppressive effects by the combination of Cytarabine and Fludarabine.	Malignant haematopoietic neoplasm [2B33]	[75]
Idelalisib	DM602WT	Moderate	Increased risk of hepatotoxicity by the combination of Cytarabine and Idelalisib.	Mature B-cell leukaemia [2A82]	[76]
Thalidomide	DM70BU5	Major	Additive thrombogenic effects by the combination of Cytarabine and Thalidomide.	Multiple myeloma [2A83]	[77]
Tecfidera	DM2OVDT	Moderate	Additive immunosuppressive effects by the combination of Cytarabine and Tecfidera.	Multiple sclerosis [8A40]	[78]
Siponimod	DM2R86O	Major	Additive immunosuppressive effects by the combination of Cytarabine and Siponimod.	Multiple sclerosis [8A40]	[65]
Fingolimod	DM5JVAN	Major	Additive immunosuppressive effects by the combination of Cytarabine and Fingolimod.	Multiple sclerosis [8A40]	[79]
Ocrelizumab	DMEZ2KH	Moderate	Additive immunosuppressive effects by the combination of Cytarabine and Ocrelizumab.	Multiple sclerosis [8A40]	[80]
Ozanimod	DMT6AM2	Major	Additive immunosuppressive effects by the combination of Cytarabine and Ozanimod.	Multiple sclerosis [8A40]	[67]
Omacetaxine mepesuccinate	DMPU2WX	Moderate	Additive myelosuppressive effects by the combination of Cytarabine and Omacetaxine mepesuccinate.	Myeloproliferative neoplasm [2A20]	[81]
Gatifloxacin	DMSL679	Minor	Decreased absorption of Cytarabine due to intestinal mucosa variation caused by Gatifloxacin.	Respiratory infection [CA07-CA4Z]	[68]
Canakinumab	DM8HLO5	Moderate	Additive immunosuppressive effects by the combination of Cytarabine and Canakinumab.	Rheumatoid arthritis [FA20]	[82]
Rilonacept	DMGLUQS	Moderate	Additive immunosuppressive effects by the combination of Cytarabine and Rilonacept.	Rheumatoid arthritis [FA20]	[82]
Golimumab	DMHZV7X	Major	Additive immunosuppressive effects by the combination of Cytarabine and Golimumab.	Rheumatoid arthritis [FA20]	[83]
Leflunomide	DMR8ONJ	Major	Increased risk of hepatotoxicity by the combination of Cytarabine and Leflunomide.	Rheumatoid arthritis [FA20]	[71]
Anthrax vaccine	DM9GSWY	Moderate	Antagonize the effect of Cytarabine when combined with Anthrax vaccine.	Sepsis [1G40-1G41]	[84]
Trabectedin	DMG3Y89	Moderate	Increased risk of hepatotoxicity by the combination of Cytarabine and Trabectedin.	Solid tumour/cancer [2A00-2F9Z]	[67]
Azathioprine	DMMZSXQ	Moderate	Additive myelosuppressive effects by the combination of Cytarabine and Azathioprine.	Transplant rejection [NE84]	[65]
Ganciclovir	DM1MBYQ	Moderate	Additive myelosuppressive effects by the combination of Cytarabine and Ganciclovir.	Virus infection [1A24-1D9Z]	[65]
Valganciclovir	DMS2IUH	Moderate	Additive myelosuppressive effects by the combination of Cytarabine and Valganciclovir.	Virus infection [1A24-1D9Z]	[65]
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⏷ Show the Full List of 35 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
Hydrochloric acid	E00015	313	Acidulant
Sodium chloride	E00077	5234	Diluent; Tonicity agent
Sodium hydroxide	E00234	14798	Alkalizing agent
Water	E00035	962	Solvent
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Pharmaceutical Formulation

Formulation Name	Drug Dosage	Dosage Form	Route
Cytarabine 100mg/5ml solution	100mg/5ml	Solution	Intravenous; Subcutaneous
Cytarabine 2g/20ml solution	2g/20ml	Solution	Intravenous; Subcutaneous

Jump to Detail Pharmaceutical Formulation Page of This Drug

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