IMPPAT Phytochemical information: 
Desacetoxyvinblastine
Desacetoxyvinblastine
Summary

SMILES: COc1cc2N(C)[C@@H]3[C@@]4(c2cc1[C@]1(C[C@H]2CN(CCc5c1[nH]c1c5cccc1)C[C@](C2)(O)CC)C(=O)OC)CCN1[C@H]4[C@@](C[C@]3(O)C(=O)OC)(CC)C=CC1
InChI: InChI=1S/C44H56N4O7/c1-7-40-15-11-17-48-19-16-42(36(40)48)30-20-31(34(53-4)21-33(30)46(3)37(42)44(52,25-40)39(50)55-6)43(38(49)54-5)23-27-22-41(51,8-2)26-47(24-27)18-14-29-28-12-9-10-13-32(28)45-35(29)43/h9-13,15,20-21,27,36-37,45,51-52H,7-8,14,16-19,22-26H2,1-6H3/t27-,36-,37+,40-,41-,42+,43-,44+/m0/s1
InChIKey: OBMKRZCOTHZPOB-NZSNZZHBSA-N
DeepSMILES: COcccNC)[C@@H][C@@]c5cc9[C@]C[C@H]CNCCcc9[nH]cc5cccc6)))))))))))C[C@]C6)O)CC))))))))C=O)OC)))))))CCN[C@H]5[C@@]C[C@]9O)C=O)OC)))))CC))C=CC6
Scaffold Graph/Node/Bond level: C1=CC2CCC3Nc4ccc(C5CC6CCCN(CCc7c5[nH]c5ccccc75)C6)cc4C34CCN(C1)C24
Scaffold Graph/Node level: C1CCC2C(C1)NC1C(C3CCC4NC5CCC6CCCN7CCC5(C4C3)C67)CC3CCCN(CCC21)C3
Scaffold Graph level: C1CC2CCC3C4CCCCC4CC3C(C3CCC4CC5CCC6CCCC7CCC5(C4C3)C67)CC(C1)C2
Functional groups: cOC; COC(C)=O; cN(C)C; CN(C)C; CO; CC=CC; 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 type|Aspidosperma-Iboga hybrid type (Vinca alkaloids)
Synonymous chemical names:
desacetoxyvinblastine, Desacetoxyvinblastine
External chemical identifiers:
CID:CID_15575618; ChEMBL:CHEMBL4247510; ZINC:ZINC000255250656
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Desacetoxyvinblastine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 752.95
Log P RDKit 4.45
Topological polar surface area (Å2) RDKit 127.8
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 44
Number of heavy atoms RDKit 55
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.18
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 18
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 5
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 9
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 9
Desacetoxyvinblastine
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 0.25
Desacetoxyvinblastine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.85
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes