IMPPAT Phytochemical information: 
Bis-vds
Bis-vds
Summary

SMILES: COc1cc2N(C)C3C4(c2cc1C1(CC2CN(CCc5c1[nH]c1c5cccc1)CC(C2)(O)CC)C(=O)OC)CCN1C4C(C(C3(O)C(=O)NCCSSCCNC(=O)C2(O)C3N(C)c4c(C53CCN3C5C(C2O)(CC)C=CC3)cc(c(c4)OC)C2(CC3CN(CCc4c2[nH]c2c4cccc2)CC(C3)(O)CC)C(=O)OC)O)(CC)C=CC1
InChI: InChI=1S/C90H116N10O14S2/c1-11-81(107)45-53-47-87(79(105)113-9,69-57(25-35-97(49-53)51-81)55-21-15-17-23-63(55)93-69)61-41-59-65(43-67(61)111-7)95(5)73-85(59)29-37-99-33-19-27-83(13-3,71(85)99)75(101)89(73,109)77(103)91-31-39-115-116-40-32-92-78(104)90(110)74-86(30-38-100-34-20-28-84(14-4,72(86)100)76(90)102)60-42-62(68(112-8)44-66(60)96(74)6)88(80(106)114-10)48-54-46-82(108,12-2)52-98(50-54)36-26-58-56-22-16-18-24-64(56)94-70(58)88/h15-24,27-28,41-44,53-54,71-76,93-94,101-102,107-110H,11-14,25-26,29-40,45-52H2,1-10H3,(H,91,103)(H,92,104)
InChIKey: VSRQTVODHBWBAZ-UHFFFAOYSA-N
DeepSMILES: COcccNC)CCc5cc9CCCCNCCcc9[nH]cc5cccc6)))))))))))CCC6)O)CC))))))))C=O)OC)))))))CCNC5CCC9O)C=O)NCCSSCCNC=O)CO)CNC)ccC5CCNC5CC%12O))CC))C=CC6)))))))))cccc6)OC)))CCCCNCCcc9[nH]cc5cccc6)))))))))))CCC6)O)CC))))))))C=O)OC))))))))))))))))))))))O))CC))C=CC6
Scaffold Graph/Node/Bond level: O=C(NCCSSCCNC(=O)C1CC2C=CCN3CCC4(c5cc(C6CC7CCCN(CCc8c6[nH]c6ccccc86)C7)ccc5NC14)C23)C1CC2C=CCN3CCC4(c5cc(C6CC7CCCN(CCc8c6[nH]c6ccccc86)C7)ccc5NC14)C23
Scaffold Graph/Node level: OC(NCCSSCCNC(O)C1CC2CCCN3CCC4(C5CC(C6CC7CCCN(CCC8C9CCCCC9NC68)C7)CCC5NC14)C23)C1CC2CCCN3CCC4(C5CC(C6CC7CCCN(CCC8C9CCCCC9NC68)C7)CCC5NC14)C23
Scaffold Graph level: CC(CCCCCCCCC(C)C1CC2CCCC3CCC4(C5CC(C6CC7CCCC(CCC8C9CCCCC9CC68)C7)CCC5CC14)C32)C1CC2CCCC3CCC4(C5CC(C6CC7CCCC(CCC8C9CCCCC9CC68)C7)CCC5CC14)C32
Functional groups: CC=CC; CN(C)C; CNC(C)=O; CO; COC(C)=O; CSSC; cN(C)C; cOC; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Vinca alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Aspidosperma-Iboga hybrid type (Vinca alkaloids)
Synonymous chemical names:
bis(n-ethylidene vindesine)disulfide
External chemical identifiers:
CID:430502
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Bis-vds
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit
Bis-vds
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 4
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.02