IMPPAT Phytochemical information: 
Homofluorodaturatine

Homofluorodaturatine
Summary

SMILES: Oc1ccc2c(c1)n1CCCC(=O)C3=NCCc2c13
InChI: InChI=1S/C15H14N2O2/c18-9-3-4-10-11-5-6-16-14-13(19)2-1-7-17(15(11)14)12(10)8-9/h3-4,8,18H,1-2,5-7H2
InChIKey: PRFYJVUGPBOVNH-UHFFFAOYSA-N
DeepSMILES: Occcccc6)nCCCC=O)C=NCCc%12c%116
Scaffold Graph/Node/Bond level: O=C1CCCn2c3c(c4ccccc42)CCN=C13
Scaffold Graph/Node level: OC1CCCN2C3CCCCC3C3CCNC1C32
Scaffold Graph level: CC1CCCC2C3CCCCC3C3CCCC1C23
Functional groups: cO; cn(c)C; cC(=NC)C(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Pyridoindoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carboline alkaloids
Synonymous chemical names:
Homofluorodaturatine, homofluorodaturatine
External chemical identifiers:
CID:CID_137208361
Chemical structure download


Homofluorodaturatine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 254.29
Log P RDKit 2.06
Topological polar surface area (Å2) RDKit 54.59
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 2
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 10
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.33
Number of rotatable bonds RDKit 0
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 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4


Homofluorodaturatine
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 0.78


Homofluorodaturatine
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 -6.96
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes