IMPPAT Phytochemical information: 
Isofebrifugine

Isofebrifugine
Summary

SMILES: O=c1n(cnc2c1cccc2)CC1(O)C[C@H]2[C@@H](O1)CCCN2
InChI: InChI=1S/C16H19N3O3/c20-15-11-4-1-2-5-12(11)18-10-19(15)9-16(21)8-13-14(22-16)6-3-7-17-13/h1-2,4-5,10,13-14,17,21H,3,6-9H2/t13-,14-,16?/m0/s1
InChIKey: YLYLCQRQSRDSQR-ADTLFGHVSA-N
DeepSMILES: O=cncncc6cccc6))))))))CCO)C[C@H][C@@H]O5)CCCN6
Scaffold Graph/Node/Bond level: O=c1c2ccccc2ncn1CC1CC2NCCCC2O1
Scaffold Graph/Node level: OC1C2CCCCC2NCN1CC1CC2NCCCC2O1
Scaffold Graph level: CC1C(CC2CC3CCCCC3C2)CCC2CCCCC21
Functional groups: c=O; cn(C)c; cnc; CC(O)(C)OC; CNC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Diazanaphthalenes
ClassyFire Subclass: Benzodiazines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Anthranilic acid alkaloids
NP Classifier Class: Quinazoline alkaloids
Synonymous chemical names:
isofebrifugine
External chemical identifiers:
CID:CID_9851693; ChEMBL:CHEMBL105789; ChEBI:CHEBI:6008; SureChEMBL:SCHEMBL12033795; MolPort-008-155-863
Chemical structure download


Isofebrifugine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 301.35
Log P RDKit 0.63
Topological polar surface area (Å2) RDKit 76.38
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.19
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
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


Isofebrifugine
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.850504


Isofebrifugine
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.88
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes