IMPPAT Phytochemical information: 
(2R)-2,3-Dihydroxypropyl 5-deoxy-5-(dimethylarsinyl)-beta-D-ribofuranoside

(2R)-2,3-Dihydroxypropyl 5-deoxy-5-(dimethylarsinyl)-beta-D-ribofuranoside
Summary

SMILES: OC[C@H](CO[C@@H]1O[C@@H]([C@H]([C@H]1O)O)C[As](=O)(C)C)O
InChI: InChI=1S/C10H21AsO7/c1-11(2,16)3-7-8(14)9(15)10(18-7)17-5-6(13)4-12/h6-10,12-15H,3-5H2,1-2H3/t6-,7-,8-,9-,10-/m1/s1
InChIKey: GPGHDFGTUWSQOQ-VVULQXIFSA-N
DeepSMILES: OC[C@H]CO[C@@H]O[C@@H][C@H][C@H]5O))O))C[As]=O)C)C))))))))O
Scaffold Graph/Node/Bond level: C1CCOC1
Scaffold Graph/Node level: C1CCOC1
Scaffold Graph level: C1CCCC1
Functional groups: CO; CO[C@@H](C)OC; C[As](C)(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbohydrates and carbohydrate conjugates
Synonymous chemical names:
(2R)-2,3-Dihydroxypropyl 5-deoxy-5-(dimethylarsinyl)-beta-D-ribofuranoside
External chemical identifiers:
CID:CID_11198221
Chemical structure download


(2R)-2,3-Dihydroxypropyl 5-deoxy-5-(dimethylarsinyl)-beta-D-ribofuranoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 328.19
Log P RDKit -1.56
Topological polar surface area (Å2) RDKit 116.45
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.5
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 1
Number of rotatable bonds RDKit 6
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 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
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 1


(2R)-2,3-Dihydroxypropyl 5-deoxy-5-(dimethylarsinyl)-beta-D-ribofuranoside
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 0.43574


(2R)-2,3-Dihydroxypropyl 5-deoxy-5-(dimethylarsinyl)-beta-D-ribofuranoside
ADME 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 High
Log Kp (Skin permeation, cm/s) SwissADME -9.69
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes