IMPPAT Phytochemical information: 
Casimiroin

Casimiroin
Summary

SMILES: COc1cc(=O)n(c2c1ccc1c2OCO1)C
InChI: InChI=1S/C12H11NO4/c1-13-10(14)5-9(15-2)7-3-4-8-12(11(7)13)17-6-16-8/h3-5H,6H2,1-2H3
InChIKey: DPXXJCMMMXZVSW-UHFFFAOYSA-N
DeepSMILES: COccc=O)ncc6cccc6OCO5)))))))))C
Scaffold Graph/Node/Bond level: O=c1ccc2ccc3c(c2[nH]1)OCO3
Scaffold Graph/Node level: OC1CCC2CCC3OCOC3C2N1
Scaffold Graph level: CC1CCC2CCC3CCCC3C2C1
Functional groups: cOC; c=O; cn(C)c; c1cOCO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolines and derivatives
ClassyFire Subclass: Quinolones and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids|Anthranilic acid alkaloids
NP Classifier Class: Quinoline alkaloids
Synonymous chemical names:
casimiroin
External chemical identifiers:
CID:CID_124075; ChEMBL:CHEMBL492762; ChEBI:CHEBI:3452; ZINC:ZINC000000900156; FDASRS:1X2A1U6BH3; SureChEMBL:SCHEMBL6244731; MolPort-028-745-484
Chemical structure download


Casimiroin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 233.22
Log P RDKit 1.28
Topological polar surface area (Å2) RDKit 49.69
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 17
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 9
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.25
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
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


Casimiroin
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 0.744014


Casimiroin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.00
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Casimiroin
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000337773NQO2958
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.