IMPPAT Phytochemical information: 
4-Methoxynorsecurinine

4-Methoxynorsecurinine
Summary

SMILES: COC1CN2[C@H](C1)[C@@]13C[C@H]2C=CC3=CC(=O)O1
InChI: InChI=1S/C13H15NO3/c1-16-10-5-11-13-6-9(14(11)7-10)3-2-8(13)4-12(15)17-13/h2-4,9-11H,5-7H2,1H3/t9-,10?,11-,13+/m1/s1
InChIKey: WTUGFBFFNZHNEK-HWCLQQTBSA-N
DeepSMILES: COCCN[C@H]C5)[C@]C[C@H]5C=CC6=CC=O)O9
Scaffold Graph/Node/Bond level: O=C1C=C2C=CC3CC2(O1)C1CCCN31
Scaffold Graph/Node level: OC1CC2CCC3CC2(O1)C1CCCN31
Scaffold Graph level: CC1CC2CCC3CC2(C1)C1CCCC31
Functional groups: COC; CN(C)C; CC=CC1=CC(=O)OC1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyrrolizidines
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
4-methoxy-norsecurinine
External chemical identifiers:
CID:CID_101091319
Chemical structure download


4-Methoxynorsecurinine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 233.27
Log P RDKit 0.64
Topological polar surface area (Å2) RDKit 38.77
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.31
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.62
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4


4-Methoxynorsecurinine
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 0.622997


4-Methoxynorsecurinine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.50
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No