IMPPAT Phytochemical information: 
11-Methoxyhumantenine

11-Methoxyhumantenine
Summary

SMILES: CON1c2cc(OC)ccc2[C@@]2(C1=O)C[C@@H]1N(C)C/C(=C\C)/[C@@H]3C[C@H]2OC[C@H]13
InChI: InChI=1S/C22H28N2O4/c1-5-13-11-23(2)19-10-22(20-9-15(13)16(19)12-28-20)17-7-6-14(26-3)8-18(17)24(27-4)21(22)25/h5-8,15-16,19-20H,9-12H2,1-4H3/b13-5+/t15-,16-,19-,20+,22-/m0/s1
InChIKey: ILXSNNTYRNLDCX-NJFXSBFBSA-N
DeepSMILES: CONcccOC))ccc6[C@@]C9=O))C[C@@H]NC)C/C=C\C))/[C@@H]C[C@H]9OC[C@H]%106
Scaffold Graph/Node/Bond level: C=C1CNC2CC3(C(=O)Nc4ccccc43)C3CC1C2CO3
Scaffold Graph/Node level: CC1CNC2CC3(C(O)NC4CCCCC43)C3CC1C2CO3
Scaffold Graph level: CC1CCC2CC3(C(C)CC4CCCCC43)C3CCC2C1C3
Functional groups: cN(OC)C(=O)C; cOC; CN(C)C; C/C=C(\C)C; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Gelsemium alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
11-methoxyhumantenine
External chemical identifiers:
CID:CID_44583832; ChEMBL:CHEMBL495640; ZINC:ZINC000040972401
Chemical structure download


11-Methoxyhumantenine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 384.48
Log P RDKit 2.53
Topological polar surface area (Å2) RDKit 51.24
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.23
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6


11-Methoxyhumantenine
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 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.73


11-Methoxyhumantenine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.44
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No