IMPPAT Phytochemical information: 
Inosine
Inosine
Summary

SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1[nH]cnc2=O
InChI: InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1
InChIKey: UGQMRVRMYYASKQ-KQYNXXCUSA-N
DeepSMILES: OC[C@H]O[C@H][C@@H][C@@H]5O))O))ncncc5[nH]cnc6=O
Scaffold Graph/Node/Bond level: O=c1nc[nH]c2c1ncn2C1CCCO1
Scaffold Graph/Node level: OC1NCNC2C1NCN2C1CCCO1
Scaffold Graph level: CC1CCCC2C1CCC2C1CCCC1
Functional groups: CO; COC; c=O; c[nH]c; cn(c)C; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Nucleosides, nucleotides, and analogues
ClassyFire Class: Purine nucleosides
NP Classifier Biosynthetic pathway: Carbohydrates
NP Classifier Superclass: Nucleosides
NP Classifier Class: Purine nucleos(t)ides
Synonymous chemical names:
inosine
External chemical identifiers:
CID:6021
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Inosine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 268.23
Log P RDKit -2.27
Topological polar surface area (Å2) RDKit 133.49
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.4
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Inosine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 1
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.4823
Inosine
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.43
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Inosine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000223095SERPINE1800
ENSP00000225831CCL2800
ENSP00000235628NT5C1A913
ENSP00000238018GDA728
ENSP00000242210NT5C3A900
ENSP00000245552NT5C900
ENSP00000257770NT5E934
ENSP00000258743IL6800
ENSP00000263686SELP800
ENSP00000299502SERPINB2800
ENSP00000315006SLC28A2918
ENSP00000330032UPP1811
ENSP00000332448ADAT3941
ENSP00000339479NT5C2911
ENSP00000350024SLC29A2958
ENSP00000354532PNP998
ENSP00000355689GUK1900
ENSP00000357459ADAR898
ENSP00000360773SLC29A1960
ENSP00000361965ADA981
ENSP00000362285SLC29A3900
ENSP00000365413SLC28A3914
ENSP00000368727XDH907
ENSP00000370713ADARB2705
ENSP00000373674NT5M900
ENSP00000389948NT5C3B900
ENSP00000414303BDNF800
ENSP00000433415NT5C1B-RDH14910
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.