IMPPAT Phytochemical information: 
Rubioncolin B
Rubioncolin B
Summary

SMILES: COC(=O)c1c(O)c2ccccc2c2c1[C@@H]1Oc3c4ccccc4c(c(c3[C@@H]3[C@@]1(O2)C(C)(C)OC3=O)C(=O)OC)O
InChI: InChI=1S/C31H24O10/c1-30(2)31-21(29(36)41-30)17-18(27(34)37-3)22(32)13-9-5-7-11-15(13)24(17)39-26(31)20-19(28(35)38-4)23(33)14-10-6-8-12-16(14)25(20)40-31/h5-12,21,26,32-33H,1-4H3/t21-,26-,31-/m0/s1
InChIKey: XKMQEXKAMXHKQU-JPYDJGNCSA-N
DeepSMILES: COC=O)ccO)cccccc6cc%10[C@@H]Occccccc6ccc%10[C@@H][C@@]%14O%17)CC)C)OC5=O)))))))C=O)OC))))O
Scaffold Graph/Node/Bond level: O=C1OCC23Oc4c(ccc5ccccc45)C2Oc2c(ccc4ccccc24)C13
Scaffold Graph/Node level: OC1OCC23OC4C5CCCCC5CCC4C2OC2C4CCCCC4CCC2C13
Scaffold Graph level: CC1CCC23CC4C5CCCCC5CCC4C2CC2C4CCCCC4CCC2C13
Functional groups: cC(=O)OC; COC(=O)C; cO; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroid lactones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Naphthoquinones
Synonymous chemical names:
rubioncolin b, Rubioncolin B
External chemical identifiers:
CID:CID_14777446; ZINC:ZINC000118071037; SureChEMBL:SCHEMBL2115880
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Rubioncolin B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 556.52
Log P RDKit 4.66
Topological polar surface area (Å2) RDKit 137.82
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 31
Number of heavy atoms RDKit 41
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 23
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.26
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 4
Total number of rings RDKit 7
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 7
Rubioncolin B
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
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 Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.264805
Rubioncolin B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -5.69
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes