2DI

9-[(2R,5R)-5-(HYDROXYMETHYL)TETRAHYDROFURAN-2-YL]-1,9-DIHYDRO-6H-PURIN-6-ONE

Created:	2003-11-11
Last modified:	2020-06-05

Find Related PDB Entry
1 entries where 2DI is found as a standalone ligand

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	29
Chiral Atom Count	2
Bond Count	31
Aromatic Bond Count	5

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	9-[(2R,5R)-5-(HYDROXYMETHYL)TETRAHYDROFURAN-2-YL]-1,9-DIHYDRO-6H-PURIN-6-ONE
Synonyms	2',3'-DIDEOXYINOSINE; Didanosine
Systematic Name (OpenEye OEToolkits)	9-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
Formula	C₁₀ H₁₂ N₄ O₃
Molecular Weight	236.227
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C1c2ncn(c2N=CN1)C3OC(CC3)CO
SMILES	CACTVS	3.370	OC[CH]1CC[CH](O1)n2cnc3C(=O)NC=Nc23
SMILES	OpenEye OEToolkits	1.7.6	c1nc2c(n1C3CCC(O3)CO)N=CNC2=O
Canonical SMILES	CACTVS	3.370	OC[C@@H]1CC[C@@H](O1)n2cnc3C(=O)NC=Nc23
Canonical SMILES	OpenEye OEToolkits	1.7.6	c1nc2c(n1[C@H]3CC[C@H](O3)CO)N=CNC2=O
InChI	InChI	1.03	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	InChI	1.03	BXZVVICBKDXVGW-NKWVEPMBSA-N

Drug Info: DrugBank

DrugBank ID	DB00900
Name	Didanosine
Groups	approved
Description	A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. Didanosine is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA by binding to reverse transcriptase; ddI is then metabolized to dideoxyadenosine triphosphate, its putative active metabolite.
Synonyms	9-((2S,5R)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ol Didanosinum Didanosina 9-((2R,5S)-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one 9-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,9-dihydro-6H-purin-6-one ddI 9-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one ddIno Didanosine Dideoxyinosine 2,3-Dideoxyinosine
Brand Names	Videx EC Videx Chewable Dispersible Tab 100mg Videx Chewable Dispersible Tab 150mg Videx Chewable Dispersible Tab 50mg Didanosine Videx Pediatric Powder Sol 4g/bott Videx Videx Chewable Dispersible Tab 25mg
Indication	For use, in combination with other antiretroviral agents, in the treatment of HIV-1 infection in adults.
Categories	Anti-HIV Agents Anti-Infective Agents Anti-Retroviral Agents Antiinfectives for Systemic Use Antimetabolites Antiviral Agents Antivirals for Systemic Use Deoxyribonucleosides Dideoxynucleosides Direct Acting Antivirals Drugs that are Mainly Renally Excreted Enzyme Inhibitors Heterocyclic Compounds, Fused-Ring Human Immunodeficiency Virus Nucleoside Analog Reverse Transcriptase Inhibitor Neurotoxic agents Noxae Nucleic Acid Synthesis Inhibitors Nucleic Acids, Nucleotides, and Nucleosides Nucleoside and Nucleotide Reverse Transcriptase Inhibitors Nucleoside Reverse Transcriptase Inhibitors Nucleosides OAT1/SLC22A6 Substrates Purine Nucleosides Purines Reverse Transcriptase Inhibitors Ribonucleosides Toxic Actions
ATC-Code	J05AF02
CAS number	69655-05-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Reverse transcriptase/RNaseH	PISPIETVPVKLKPGMDGPKVKQWPLTEEKIKALVEICTEMEKEGKISKI...	unknown	inhibitor
Gag-Pol polyprotein	MGARASVLSGGELDRWEKIRLRPGGKKKYKLKHIVWASRELERFAVNPGL...	unknown	inhibitor
Purine nucleoside phosphorylase	MENGYTYEDYKNTAEWLLSHTKHRPQVAIICGSGLGGLTDKLTQAQIFDY...	unknown	substrate
Albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown
Solute carrier family 22 member 6	MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...	unknown	substrate
Equilibrative nucleoside transporter 1	MTTSHQPQDRYKAVWLIFFMLGLGTLLPWNFFMTATQYFTNRLDMSQNVS...	unknown
Equilibrative nucleoside transporter 2	MARGDAPRDSYHLVGISFFILGLGTLLPWNFFITAIPYFQARLAGAGNST...	unknown
View More

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682