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 1626.11
Log P RDKit 7.12
Topological polar surface area (Å2) RDKit 301.66
Number of hydrogen bond acceptors RDKit 22
Number of hydrogen bond donors RDKit 10
Number of carbon atoms RDKit 90
Number of heavy atoms RDKit 116
Number of heteroatoms RDKit 26
Number of nitrogen atoms RDKit 10
Number of sulfur atoms RDKit 2
Number of chiral carbon atoms RDKit 18
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 36
Number of sp3 hybridized carbon atoms RDKit 54
Shape complexity RDKit 0.6
Number of rotatable bonds RDKit 21
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 10
Number of aliphatic rings RDKit 12
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 6
Total number of rings RDKit 18
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 4
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 18
Bis-vds
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 4
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 Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.0167