IMPPAT Phytochemical information: 
Narlumidine

Narlumidine
Summary

SMILES: CN(CCc1cc2OCOc2cc1C(=O)C1OC(=O)c2c1ccc1c2OCO1)C
InChI: InChI=1S/C21H19NO7/c1-22(2)6-5-11-7-15-16(27-9-26-15)8-13(11)18(23)19-12-3-4-14-20(28-10-25-14)17(12)21(24)29-19/h3-4,7-8,19H,5-6,9-10H2,1-2H3
InChIKey: IGJQMOASTPRCEK-UHFFFAOYSA-N
DeepSMILES: CNCCcccOCOc5cc9C=O)COC=O)cc5cccc6OCO5))))))))))))))))))))))))C
Scaffold Graph/Node/Bond level: O=C1OC(C(=O)c2ccc3c(c2)OCO3)c2ccc3c(c21)OCO3
Scaffold Graph/Node level: OC1OC(C(O)C2CCC3OCOC3C2)C2CCC3OCOC3C12
Scaffold Graph level: CC1CC(C(C)C2CCC3CCCC3C2)C2CCC3CCCC3C12
Functional groups: CN(C)C; c1cOCO1; cC(C)=O; cC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzofurans
ClassyFire Subclass: Benzofuranones
Synonymous chemical names:
narlumidine
Chemical structure download


Narlumidine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 397.38
Log P RDKit 2.34
Topological polar surface area (Å2) RDKit 83.53
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 8
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 14
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.33
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
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 5


Narlumidine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.56


Narlumidine
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.68
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