Details of the Drug

General Information of Drug (ID: DMAFLCJ)

Drug Name
Isoguanosine
Synonyms
2-Hydroxyadenosine; Crotonoside; Isoguanosine; 1818-71-9; Crotonosid; Isoguanine riboside; Adenosine, 1,2-dihydro-2-oxo-; 1,2-Dihydro-2-oxoadenosine; Isoguanosine (7CI,8CI); Isoguanine, 9-beta-D-ribofuranosyl-; NSC 12161; CHEBI:3927; 9H-Purin-2-ol, 6-amino-9-beta-D-ribofuranosyl-; 6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-purin-2-one; Isoguanosin; CCRIS 8240; isoguanineriboside; Isoguanine, 9-.beta.-D-ribofuranosyl-; Isoguanosine (VAN); 2-Oxo-3-hydroadenosine; 2-Oxoado (isoguanosine)
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 283.24
Logarithm of the Partition Coefficient (xlogp) -3
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 5
Hydrogen Bond Acceptor Count (hbondacc) 7
Chemical Identifiers
Formula
C10H13N5O5
IUPAC Name
6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-2-one
Canonical SMILES
C1=NC2=C(NC(=O)N=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
InChI
InChI=1S/C10H13N5O5/c11-7-4-8(14-10(19)13-7)15(2-12-4)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1
InChIKey
MIKUYHXYGGJMLM-UUOKFMHZSA-N
Cross-matching ID
PubChem CID
65085
ChEBI ID
CHEMBL1688963
CAS Number
1818-71-9
TTD ID
D0Y2RM
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Adenosine A1 receptor (ADORA1) TTK25J1 AA1R_HUMAN Inhibitor [1]
Adenosine A2a receptor (ADORA2A) TTM2AOE AA2AR_HUMAN Inhibitor [1]
Adenosine A2b receptor (ADORA2B) TTNE7KG AA2BR_HUMAN Inhibitor [1]
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References

1 High selectivity of novel isoguanosine analogues for the adenosine A1 receptor. Bioorg. Med. Chem. Lett. 1(9):481-486 (1991).