IMPPAT Phytochemical information: 
2-Deoxyribofuranosylguanine-beta-d-form
2-Deoxyribofuranosylguanine-beta-d-form
Summary

SMILES: OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1[nH]c(N)nc2=O
InChI: InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1
InChIKey: YKBGVTZYEHREMT-KVQBGUIXSA-N
DeepSMILES: OC[C@H]O[C@H]C[C@@H]5O)))ncncc5[nH]cN)nc6=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; cN; c[nH]c; cn(c)C; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Nucleosides, nucleotides, and analogues
ClassyFire Class: Purine nucleosides
ClassyFire Subclass: Purine 2'-deoxyribonucleosides
NP Classifier Biosynthetic pathway: Carbohydrates
NP Classifier Superclass: Nucleosides
NP Classifier Class: Purine nucleos(t)ides
Synonymous chemical names:
2-deoxyribofuranosylguanine-beta-d-form
External chemical identifiers:
CID:187790
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-Deoxyribofuranosylguanine-beta-d-form
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 267.25
Log P RDKit -1.66
Topological polar surface area (Å2) RDKit 139.28
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 5
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.3
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
2-Deoxyribofuranosylguanine-beta-d-form
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 0.5104
2-Deoxyribofuranosylguanine-beta-d-form
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 -8.85
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
2-Deoxyribofuranosylguanine-beta-d-form
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000226730IL2819
ENSP00000235628NT5C1A900
ENSP00000238018GDA911
ENSP00000242210NT5C3A900
ENSP00000245552NT5C900
ENSP00000252029TYMP816
ENSP00000257770NT5E900
ENSP00000264093DGUOK929
ENSP00000283916TMPRSS11D786
ENSP00000286648DCK975
ENSP00000339479NT5C2900
ENSP00000354532PNP986
ENSP00000373674NT5M900
ENSP00000389948NT5C3B900
ENSP00000433415NT5C1B-RDH14900
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.