IMPPAT Phytochemical information: 
2,5-Dideoxy-2,5-imino-D-mannitol

2,5-Dideoxy-2,5-imino-D-mannitol
Summary

SMILES: OC[C@H]1N[C@@H]([C@H]([C@@H]1O)O)CO
InChI: InChI=1S/C6H13NO4/c8-1-3-5(10)6(11)4(2-9)7-3/h3-11H,1-2H2/t3-,4-,5-,6-/m1/s1
InChIKey: PFYHYHZGDNWFIF-KVTDHHQDSA-N
DeepSMILES: OC[C@H]N[C@@H][C@H][C@@H]5O))O))CO
Scaffold Graph/Node/Bond level: C1CCNC1
Scaffold Graph/Node level: C1CCNC1
Scaffold Graph level: C1CCCC1
Functional groups: CO; CNC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyrrolidines
NP Classifier Biosynthetic pathway: Alkaloids|Carbohydrates
NP Classifier Superclass: Aminosugars and aminoglycosides|Ornithine alkaloids
NP Classifier Class: Aminosugars|Pyrrolidine alkaloids
Synonymous chemical names:
2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine, 2,5-dihydroxy me-3,4-di-oh-pyrrolidine, 25-dihydroxymethyl-34-dihydroxypyrrolidine
External chemical identifiers:
CID:CID_124702; ChEMBL:CHEMBL312653; ChEBI:CHEBI:4289; ZINC:ZINC000001492230; SureChEMBL:SCHEMBL466574
Chemical structure download


2,5-Dideoxy-2,5-imino-D-mannitol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 163.17
Log P RDKit -2.97
Topological polar surface area (Å2) RDKit 92.95
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 6
Number of heavy atoms RDKit 11
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.67
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 1
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 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


2,5-Dideoxy-2,5-imino-D-mannitol
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 2
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 0.299663


2,5-Dideoxy-2,5-imino-D-mannitol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.57
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 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 Yes