IMPPAT Phytochemical information: 
(1'beta)-10,11-Dimethoxytubulosan-8'-ol
(1'beta)-10,11-Dimethoxytubulosan-8'-ol
Summary

SMILES: CC[C@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@@H]1NCCc2c1[nH]c1c2cc(cc1)O)cc(c(c3)OC)OC
InChI: InChI=1S/C29H37N3O3/c1-4-17-16-32-10-8-18-13-27(34-2)28(35-3)15-22(18)26(32)12-19(17)11-25-29-21(7-9-30-25)23-14-20(33)5-6-24(23)31-29/h5-6,13-15,17,19,25-26,30-31,33H,4,7-12,16H2,1-3H3/t17-,19-,25-,26-/m0/s1
InChIKey: JRVWIILYWSBUMC-CMWZJFIZSA-N
DeepSMILES: CC[C@H]CNCCcc[C@@H]6C[C@@H]%10C[C@@H]NCCcc6[nH]cc5cccc6))O))))))))))))))))cccc6)OC)))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; CN(C)C; CNC; c[nH]c; cO
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:
isotubulosine, Isotubulosine
External chemical identifiers:
CID:CID_165327; ZINC:ZINC000013099112
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(1'beta)-10,11-Dimethoxytubulosan-8'-ol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 475.63
Log P RDKit 5.11
Topological polar surface area (Å2) RDKit 69.75
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 35
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 0.14
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 0.52
Number of rotatable bonds RDKit 5
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
(1'beta)-10,11-Dimethoxytubulosan-8'-ol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.478276
(1'beta)-10,11-Dimethoxytubulosan-8'-ol
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 -5.93
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