IMPPAT Phytochemical information: 
N-Methyllaurotetanine
N-Methyllaurotetanine
Summary

SMILES: COc1c(OC)cc2c3c1-c1cc(OC)c(cc1C[C@@H]3N(CC2)C)O
InChI: InChI=1S/C20H23NO4/c1-21-6-5-11-9-17(24-3)20(25-4)19-13-10-16(23-2)15(22)8-12(13)7-14(21)18(11)19/h8-10,14,22H,5-7H2,1-4H3/t14-/m0/s1
InChIKey: ZFLRVRLYWHNAEC-AWEZNQCLSA-N
DeepSMILES: COccOC))cccc6-cccOC))ccc6C[C@@H]%10NCC%14))C))))))O
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CC1NCCc3cccc-2c31
Scaffold Graph/Node level: C1CCC2C(C1)CC1NCCC3CCCC2C31
Scaffold Graph level: C1CCC2C(C1)CC1CCCC3CCCC2C31
Functional groups: cOC; CN(C)C; cO
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:
n-methyllaurotetanine, lauroscholtzine (n-me-laurotetanine), n-methyl laurotetanine, laurotetanine, n-methyl, Lauroscholtzine, lauroscholtzine
External chemical identifiers:
CID:CID_16573; ChEMBL:CHEMBL464099; ZINC:ZINC000000338123; FDASRS:11558LRZ50; MolPort-003-804-060
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
N-Methyllaurotetanine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 341.41
Log P RDKit 3.17
Topological polar surface area (Å2) RDKit 51.16
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
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 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4
N-Methyllaurotetanine
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 0.929238
N-Methyllaurotetanine
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 -6.22
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes
N-Methyllaurotetanine
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_000233ENSG00000171873ADRA1D146ChEMBL, NPASS
TAR_EXP_000134ENSG00000180720CHRM41132ChEMBL, NPASS
TAR_EXP_000137ENSG00000184984CHRM51133ChEMBL, NPASS
TAR_EXP_000133ENSG00000133019CHRM31131ChEMBL, NPASS
TAR_EXP_001519ENSG00000142319SLC6A36531BindingDB, ChEMBL, NPASS
TAR_EXP_000127ENSG00000168539CHRM11128ChEMBL, NPASS
TAR_EXP_000125ENSG00000101180HRH311255ChEMBL, NPASS
TAR_EXP_000236ENSG00000170214ADRA1B147ChEMBL, NPASS
TAR_EXP_000130ENSG00000181072CHRM21129ChEMBL, NPASS
TAR_EXP_000239ENSG00000120907ADRA1A148ChEMBL, NPASS
TAR_EXP_000325ENSG00000149295DRD21813ChEMBL, NPASS
TAR_EXP_000255ENSG00000184160ADRA2C152ChEMBL, NPASS
TAR_EXP_001518ENSG00000103546SLC6A26530BindingDB, ChEMBL, NPASS
TAR_EXP_001191ENSG00000085377PREP5550BindingDB
TAR_EXP_001003ENSG00000112038OPRM14988ChEMBL, NPASS
TAR_EXP_001002ENSG00000082556OPRK14986ChEMBL, NPASS
TAR_EXP_001001ENSG00000116329OPRD14985ChEMBL, NPASS
TAR_EXP_000739ENSG00000148680HTR73363BindingDB, ChEMBL, NPASS
TAR_EXP_000738ENSG00000158748HTR63362BindingDB, ChEMBL, NPASS
TAR_EXP_000737ENSG00000157219HTR5A3361ChEMBL, NPASS
TAR_EXP_000735ENSG00000166736HTR3A3359ChEMBL, NPASS
TAR_EXP_000734ENSG00000147246HTR2C3358BindingDB, ChEMBL, NPASS
TAR_EXP_000730ENSG00000168830HTR1E3354ChEMBL, NPASS
TAR_EXP_000727ENSG00000178394HTR1A3350ChEMBL, NPASS
TAR_EXP_000703ENSG00000196639HRH13269ChEMBL, NPASS
TAR_EXP_000328ENSG00000169676DRD51816ChEMBL, NPASS
TAR_EXP_000327ENSG00000069696DRD41815ChEMBL, NPASS
TAR_EXP_000326ENSG00000151577DRD31814ChEMBL, NPASS
TAR_EXP_001520ENSG00000108576SLC6A46532BindingDB, ChEMBL, NPASS
TAR_EXP_000324ENSG00000184845DRD11812ChEMBL, NPASS
TAR_EXP_000261ENSG00000169252ADRB2154BindingDB, ChEMBL, NPASS
TAR_EXP_000249ENSG00000274286ADRA2B151ChEMBL, NPASS
TAR_EXP_001353ENSG00000134489HRH459340ChEMBL, NPASS
TAR_EXP_000733ENSG00000135914HTR2B3357BindingDB, ChEMBL, NPASS