IMPPAT Phytochemical information: 
O-Methyltubulosine
O-Methyltubulosine
Summary

SMILES: COc1ccc2c(c1)c1CCN[C@@H](c1[nH]2)C[C@H]1C[C@@H]2N(C[C@@H]1CC)CCc1c2cc(OC)c(c1)OC
InChI: InChI=1S/C30H39N3O3/c1-5-18-17-33-11-9-19-14-28(35-3)29(36-4)16-23(19)27(33)13-20(18)12-26-30-22(8-10-31-26)24-15-21(34-2)6-7-25(24)32-30/h6-7,14-16,18,20,26-27,31-32H,5,8-13,17H2,1-4H3/t18-,20-,26+,27-/m0/s1
InChIKey: YQCYWTNBMKOEPG-CWYCPHMGSA-N
DeepSMILES: COcccccc6)cCCN[C@@H]c6[nH]9))C[C@H]C[C@@H]NC[C@@H]6CC))))CCcc6ccOC))cc6)OC
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CCN1CCC(CC3NCCc4c3[nH]c3ccccc43)CC21
Scaffold Graph/Node level: C1CCC2C(C1)CCN1CCC(CC3NCCC4C5CCCCC5NC34)CC21
Scaffold Graph level: C1CCC2C(C1)CCC1CCC(CC3CCCC4C5CCCCC5CC34)CC12
Functional groups: cOC; CNC; c[nH]c; CN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Harmala alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids|Tyrosine alkaloids
NP Classifier Class: Carboline alkaloids|Isoquinoline alkaloids|Terpenoid tetrahydroisoquinoline alkaloids
Synonymous chemical names:
dimethyltubulosine
External chemical identifiers:
CID:CID_280145; ZINC:ZINC000004962848; FDASRS:EC2567JY2T
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
O-Methyltubulosine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 489.66
Log P RDKit 5.42
Topological polar surface area (Å2) RDKit 58.75
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.13
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.53
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
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
O-Methyltubulosine
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 0.48
O-Methyltubulosine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.79
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes