IMPPAT Phytochemical information: 
Jubanine B
Jubanine B
Summary

SMILES: COc1ccc2cc1/C=C\NC(=O)C(Cc1ccccc1)NC(=O)C1C(O2)CCN1C(=O)C(NC(=O)C(N(C)C)Cc1ccccc1)Cc1ccccc1
InChI: InChI=1S/C43H47N5O6/c1-47(2)36(27-31-17-11-6-12-18-31)41(50)46-35(26-30-15-9-5-10-16-30)43(52)48-24-22-38-39(48)42(51)45-34(25-29-13-7-4-8-14-29)40(49)44-23-21-32-28-33(54-38)19-20-37(32)53-3/h4-21,23,28,34-36,38-39H,22,24-27H2,1-3H3,(H,44,49)(H,45,51)(H,46,50)/b23-21-
InChIKey: FJSKSYVNULWVAZ-LNVKXUELSA-N
DeepSMILES: COcccccc6/C=C\NC=O)CCcccccc6)))))))NC=O)CCO%13)CCN5C=O)CNC=O)CNC)C))Ccccccc6))))))))))Ccccccc6
Scaffold Graph/Node/Bond level: O=C(CCc1ccccc1)NC(Cc1ccccc1)C(=O)N1CCC2Oc3cccc(c3)C=CNC(=O)C(Cc3ccccc3)NC(=O)C21
Scaffold Graph/Node level: OC(CCC1CCCCC1)NC(CC1CCCCC1)C(O)N1CCC2OC3CCCC(CCNC(O)C(CC4CCCCC4)NC(O)C21)C3
Scaffold Graph level: CC(CCC1CCCCC1)CC(CC1CCCCC1)C(C)C1CCC2CC3CCCC(CCCC(C)C(CC4CCCCC4)CC(C)C21)C3
Functional groups: cOC; CNC(C)=O; CN(C)C; c/C=C\NC(=O)C; CNC(=O)C; CC(=O)N(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Amino acids, peptides, and analogues
NP Classifier Biosynthetic pathway: Alkaloids|Amino acids and Peptides
NP Classifier Superclass: Peptide alkaloids
NP Classifier Class: Ansa peptide alkaloids
Synonymous chemical names:
jubanine b, Jubanine B
External chemical identifiers:
CID:CID_101316795
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Jubanine B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 729.88
Log P RDKit 3.77
Topological polar surface area (Å2) RDKit 129.31
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 43
Number of heavy atoms RDKit 54
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 5
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 30
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.3
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 4
Total number of rings RDKit 6
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 6
Jubanine B
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.21
Jubanine B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.63
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes