IMPPAT Phytochemical information: 
Jamtine-N-oxide

Jamtine-N-oxide
Summary

SMILES: COC(=O)[C@@]12CCCC=C1C[N+]1([C@H]2c2cc(OC)c(cc2CC1)OC)[O-]
InChI: InChI=1S/C20H25NO5/c1-24-16-10-13-7-9-21(23)12-14-6-4-5-8-20(14,19(22)26-3)18(21)15(13)11-17(16)25-2/h6,10-11,18H,4-5,7-9,12H2,1-3H3/t18-,20-,21?/m0/s1
InChIKey: LXHLCKTUQQZKAL-WZENJKSDSA-N
DeepSMILES: COC=O)[C@@]CCCC=C6C[N+][C@H]9cccOC))ccc6CC%10))))OC)))))))[O-]
Scaffold Graph/Node/Bond level: C1=C2C[NH+]3CCc4ccccc4C3C2CCC1
Scaffold Graph/Node level: C1CCC2C(C1)CCN1CC3CCCCC3C21
Scaffold Graph level: C1CCC2C(C1)CCC1CC3CCCCC3C12
Functional groups: COC(C)=O; CC=C(C)C; C[N+]([O-])(C)C; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Tetrahydroisoquinolines
Synonymous chemical names:
jamtine-n-oxide
External chemical identifiers:
CID:CID_12114535; ZINC:ZINC000085951070
Chemical structure download


Jamtine-N-oxide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 359.42
Log P RDKit 2.9
Topological polar surface area (Å2) RDKit 67.82
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 26
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.55
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
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 4


Jamtine-N-oxide
Drug-likeness properties
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 0.359239


Jamtine-N-oxide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -7.17
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 No
P-glycoprotein substrate SwissADME Yes