IMPPAT Phytochemical information: 
Isooncodine(azafluorene alkaloids)

Isooncodine(azafluorene alkaloids)
Summary

SMILES: COc1cc2-c3nccc(c3C(=O)c2cc1O)C
InChI: InChI=1S/C14H11NO3/c1-7-3-4-15-13-8-6-11(18-2)10(16)5-9(8)14(17)12(7)13/h3-6,16H,1-2H3
InChIKey: ZGTNOBINDHBZID-UHFFFAOYSA-N
DeepSMILES: COccc-cncccc6C=O)c9cc%13O))))))C
Scaffold Graph/Node/Bond level: O=C1c2ccccc2-c2ncccc21
Scaffold Graph/Node level: OC1C2CCCCC2C2NCCCC12
Scaffold Graph level: CC1C2CCCCC2C2CCCCC12
Functional groups: cOC; cnc; cC(=O)c; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenol ethers
ClassyFire Subclass: Anisoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
Synonymous chemical names:
Isooncodine(azafluorene alkaloids), isooncodine(azafluorene alkaloids)
External chemical identifiers:
CID:CID_129790; ChEMBL:CHEMBL465438; ZINC:ZINC000006071995; FDASRS:FJ5C9B526C
Chemical structure download


Isooncodine(azafluorene alkaloids)
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 241.25
Log P RDKit 2.32
Topological polar surface area (Å2) RDKit 59.42
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 4
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 12
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.14
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
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


Isooncodine(azafluorene alkaloids)
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.71


Isooncodine(azafluorene alkaloids)
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 -6.34
Number of PAINS structural alerts SwissADME 1
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 Yes
P-glycoprotein substrate SwissADME No