IMPPAT Phytochemical information: 
Kokusaginine

Kokusaginine
Summary

SMILES: COc1cc2c(cc1OC)nc1c(c2OC)cco1
InChI: InChI=1S/C14H13NO4/c1-16-11-6-9-10(7-12(11)17-2)15-14-8(4-5-19-14)13(9)18-3/h4-7H,1-3H3
InChIKey: JBRXRVFXQIKPEA-UHFFFAOYSA-N
DeepSMILES: COcccccc6OC))))nccc6OC)))cco5
Scaffold Graph/Node/Bond level: c1ccc2nc3occc3cc2c1
Scaffold Graph/Node level: C1CCC2NC3OCCC3CC2C1
Scaffold Graph level: C1CCC2CC3CCCC3CC2C1
Functional groups: cOC; cnc; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolines and derivatives
ClassyFire Subclass: Furanoquinolines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids|Anthranilic acid alkaloids
NP Classifier Class: Quinoline alkaloids
Synonymous chemical names:
Kokusaginine, kokusaginine
External chemical identifiers:
CID:CID_10227; ChEMBL:CHEMBL278779; ChEBI:CHEBI:6142; ZINC:ZINC000000900216; FDASRS:JG1753DK5H
Chemical structure download


Kokusaginine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 259.26
Log P RDKit 3.01
Topological polar surface area (Å2) RDKit 53.72
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.21
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
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 3


Kokusaginine
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 0.723303


Kokusaginine
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 -5.87
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 No


Kokusaginine
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_001638ENSG00000198033TUBA3C7278ChEMBL
TAR_EXP_001782ENSG00000167553TUBA1C84790ChEMBL
TAR_EXP_001776ENSG00000176014TUBB684617ChEMBL, NPASS
TAR_EXP_001738ENSG00000101162TUBB181027ChEMBL
TAR_EXP_001704ENSG00000167552TUBA1A7846ChEMBL
TAR_EXP_001640ENSG00000137267TUBB2A7280ChEMBL
TAR_EXP_001637ENSG00000127824TUBA4A7277ChEMBL
TAR_EXP_001663ENSG00000162607USP17398NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_000048ENSG00000123416TUBA1B10376ChEMBL
TAR_EXP_000049ENSG00000258947TUBB310381ChEMBL
TAR_EXP_000050ENSG00000104833TUBB4A10382ChEMBL
TAR_EXP_000051ENSG00000188229TUBB4B10383ChEMBL
TAR_EXP_000097ENSG00000108468CBX110951NPASS
TAR_EXP_000368ENSG00000235067TUBB203068ChEMBL
TAR_EXP_000475ENSG00000120948TARDBP23435NPASS
TAR_EXP_000126ENSG00000292120TUBA3E112714ChEMBL
TAR_EXP_000674ENSG00000123636BAZ2B29994NPASS
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_000748ENSG00000261456TUBB8347688ChEMBL
TAR_EXP_000749ENSG00000137285TUBB2B347733ChEMBL
TAR_EXP_000819ENSG00000235268KDM4E390245NPASS
TAR_EXP_000845ENSG00000166949SMAD34088NPASS
TAR_EXP_000604ENSG00000112164GLP1R2740NPASS
TAR_EXP_001551ENSG00000145335SNCA6622NPASS