IMPPAT Phytochemical information: 
Senegose A
Senegose A
Summary

SMILES: OC[C@H]1O[C@@]([C@H]([C@@H]1O)OC(=O)c1ccccc1)(COC(=O)/C=C/c1ccc(c(c1)OC)O)O[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)OC(=O)/C=C/c1ccc(c(c1)OC)O
InChI: InChI=1S/C61H76O35/c1-26(65)83-23-38-51(91-57-48(77)45(74)42(71)35(20-62)86-57)47(76)50(79)59(88-38)92-53-52(90-41(70)17-13-29-11-15-32(68)34(19-29)82-4)39(24-84-27(2)66)89-60(54(53)93-58-49(78)46(75)43(72)36(21-63)87-58)96-61(25-85-40(69)16-12-28-10-14-31(67)33(18-28)81-3)55(44(73)37(22-64)95-61)94-56(80)30-8-6-5-7-9-30/h5-19,35-39,42-55,57-60,62-64,67-68,71-79H,20-25H2,1-4H3/b16-12+,17-13+/t35-,36-,37-,38-,39-,42-,43-,44-,45+,46+,47-,48-,49-,50-,51-,52-,53+,54-,55+,57+,58+,59+,60-,61+/m1/s1
InChIKey: KEOOBLDQSOGREN-HSMVKCCNSA-N
DeepSMILES: OC[C@H]O[C@@][C@H][C@@H]5O))OC=O)cccccc6)))))))))COC=O)/C=C/cccccc6)OC)))O))))))))))O[C@H]O[C@H]COC=O)C))))[C@H][C@@H][C@H]6O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))O[C@@H]O[C@H]COC=O)C))))[C@H][C@@H][C@H]6O))O))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O))))))))))))OC=O)/C=C/cccccc6)OC)))O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)OCC1(OC2OCC(OC(=O)C=Cc3ccccc3)C(OC3CCC(OC4CCCCO4)CO3)C2OC2CCCCO2)OCCC1OC(=O)c1ccccc1
Scaffold Graph/Node level: OC(CCC1CCCCC1)OCC1(OC2OCC(OC(O)CCC3CCCCC3)C(OC3CCC(OC4CCCCO4)CO3)C2OC2CCCCO2)OCCC1OC(O)C1CCCCC1
Scaffold Graph level: CC(CCC1CCCCC1)CCC1(CC2CCC(CC(C)CCC3CCCCC3)C(CC3CCC(CC4CCCCC4)CC3)C2CC2CCCCC2)CCCC1CC(C)C1CCCCC1
Functional groups: CO; COC(C)=O; CO[C@@H](C)OC; C[C@](C)(OC)O[C@H](C)OC; c/C=C/C(=O)OC; cC(=O)OC; cO; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbohydrates and carbohydrate conjugates
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenylpropanoids (C6-C3)
NP Classifier Class: Cinnamic acids and derivatives
Synonymous chemical names:
senegose a
External chemical identifiers:
CID:44566678; ChEMBL:CHEMBL504200
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Senegose A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 1369.24
Log P RDKit -4.96
Topological polar surface area (Å2) RDKit 516.25
Number of hydrogen bond acceptors RDKit 35
Number of hydrogen bond donors RDKit 14
Number of carbon atoms RDKit 61
Number of heavy atoms RDKit 96
Number of heteroatoms RDKit 35
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 24
Stereochemical complexity RDKit 0.39
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 27
Number of sp3 hybridized carbon atoms RDKit 34
Shape complexity RDKit 0.56
Number of rotatable bonds RDKit 31
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 5
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
Total number of rings RDKit 8
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 5
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 8
Senegose A
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.0203