IMPPAT Phytochemical information: 
Tinctoramine
Tinctoramine
Summary

SMILES: CC(=O)O[C@@H]1[C@H](OC(=O)c2cccnc2)[C@H]2[C@H]([C@H]3[C@@]1(C)[C@H](CC3)C(=O)C)CC=C1[C@]2(C)CCC(=O)C1
InChI: InChI=1S/C29H35NO6/c1-16(31)22-9-10-23-21-8-7-19-14-20(33)11-12-28(19,3)24(21)25(26(29(22,23)4)35-17(2)32)36-27(34)18-6-5-13-30-15-18/h5-7,13,15,21-26H,8-12,14H2,1-4H3/t21-,22+,23-,24+,25+,26+,28-,29+/m0/s1
InChIKey: MUBYQXHYJRTKDY-DQLUCBMKSA-N
DeepSMILES: CC=O)O[C@@H][C@H]OC=O)ccccnc6))))))))[C@H][C@H][C@H][C@@]6C)[C@H]CC5))C=O)C)))))CC=C[C@]6C)CCC=O)C6
Scaffold Graph/Node/Bond level: O=C1CCC2C(=CCC3C4CCCC4CC(OC(=O)c4cccnc4)C23)C1
Scaffold Graph/Node level: OC1CCC2C(CCC3C4CCCC4CC(OC(O)C4CCCNC4)C23)C1
Scaffold Graph level: CC1CCC2C(CCC3C4CCCC4CC(CC(C)C4CCCCC4)C23)C1
Functional groups: CC(=O)OC; CC(=O)C; cC(=O)OC; cnc; CC(C)=O; CC=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Pregnane steroids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Pregnane steroids
Synonymous chemical names:
tinctoramine, Tinctoramine
External chemical identifiers:
CID:CID_101670584
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tinctoramine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 493.6
Log P RDKit 4.5
Topological polar surface area (Å2) RDKit 99.63
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.28
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.62
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Tinctoramine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
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 0.45
Tinctoramine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.10
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