IMPPAT Phytochemical information: 
Nantenine
Nantenine
Summary

SMILES: COc1c(OC)cc2c3c1-c1cc4OCOc4cc1C[C@@H]3N(CC2)C
InChI: InChI=1S/C20H21NO4/c1-21-5-4-11-7-17(22-2)20(23-3)19-13-9-16-15(24-10-25-16)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/m0/s1
InChIKey: WSVWKHTVFGTTKJ-AWEZNQCLSA-N
DeepSMILES: COccOC))cccc6-cccOCOc5cc9C[C@@H]%13NCC%17))C
Scaffold Graph/Node/Bond level: c1cc2c3c(c1)-c1cc4c(cc1CC3NCC2)OCO4
Scaffold Graph/Node level: C1CC2CCNC3CC4CC5OCOC5CC4C(C1)C23
Scaffold Graph level: C1CC2CC3CC4CCCC5CCCC(C3CC2C1)C54
Functional groups: cOC; c1cOCO1; CN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Aporphines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Aporphine alkaloids|Isoquinoline alkaloids
Synonymous chemical names:
Nantenine, Domesticine methyl ether, nantenine
External chemical identifiers:
CID:CID_197001; ChEMBL:CHEMBL179440; ChEBI:CHEBI:68992; ZINC:ZINC000000338136; FDASRS:XE0AU8C122; SureChEMBL:SCHEMBL1254592
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Nantenine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 339.39
Log P RDKit 3.18
Topological polar surface area (Å2) RDKit 40.16
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Nantenine
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.840344
Nantenine
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.07
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes
Nantenine
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000739ENSG00000148680HTR73363BindingDB
TAR_EXP_001001ENSG00000116329OPRD14985BindingDB
TAR_EXP_000735ENSG00000166736HTR3A3359BindingDB
TAR_EXP_000734ENSG00000147246HTR2C3358BindingDB
TAR_EXP_000733ENSG00000135914HTR2B3357BindingDB
TAR_EXP_000732ENSG00000102468HTR2A3356ChEMBL, NPASS
TAR_EXP_001002ENSG00000082556OPRK14986BindingDB
TAR_EXP_001353ENSG00000134489HRH459340BindingDB
TAR_EXP_001520ENSG00000108576SLC6A46532BindingDB
TAR_EXP_000738ENSG00000158748HTR63362BindingDB
TAR_EXP_001519ENSG00000142319SLC6A36531BindingDB
TAR_EXP_001003ENSG00000112038OPRM14988BindingDB
TAR_EXP_001518ENSG00000103546SLC6A26530BindingDB
TAR_EXP_000239ENSG00000120907ADRA1A148BindingDB, ChEMBL, NPASS
TAR_EXP_000325ENSG00000149295DRD21813BindingDB
TAR_EXP_000327ENSG00000069696DRD41815BindingDB
TAR_EXP_000729ENSG00000179546HTR1D3352BindingDB
TAR_EXP_000267ENSG00000188778ADRB3155BindingDB
TAR_EXP_000704ENSG00000113749HRH23274BindingDB
TAR_EXP_000703ENSG00000196639HRH13269BindingDB
TAR_EXP_000125ENSG00000101180HRH311255BindingDB
TAR_EXP_000133ENSG00000133019CHRM31131BindingDB
TAR_EXP_000233ENSG00000171873ADRA1D146BindingDB
TAR_EXP_000258ENSG00000043591ADRB1153BindingDB
TAR_EXP_000728ENSG00000135312HTR1B3351BindingDB
TAR_EXP_000261ENSG00000169252ADRB2154BindingDB
TAR_EXP_000730ENSG00000168830HTR1E3354BindingDB