IMPPAT Phytochemical information: 
Flabelliformine

Flabelliformine
Summary

SMILES: COCc1c([nH]c2c1cccc2)C(=C)C1CCN(C/C/1=C/C)C(=O)OC
InChI: InChI=1S/C21H26N2O3/c1-5-15-12-23(21(24)26-4)11-10-16(15)14(2)20-18(13-25-3)17-8-6-7-9-19(17)22-20/h5-9,16,22H,2,10-13H2,1,3-4H3/b15-5-
InChIKey: WNPGPJRHDMTHIO-WCSRMQSCSA-N
DeepSMILES: COCcc[nH]cc5cccc6)))))))C=C)CCCNC/C/6=C/C))))C=O)OC
Scaffold Graph/Node/Bond level: C=C1CNCCC1C(=C)c1cc2ccccc2[nH]1
Scaffold Graph/Node level: CC1CNCCC1C(C)C1CC2CCCCC2N1
Scaffold Graph level: CC1CCCCC1C(C)C1CC2CCCCC2C1
Functional groups: COC; c[nH]c; cC(=C)C; COC(=O)N(C)C; C/C=C(\C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Indoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Lysine alkaloids
NP Classifier Class: Piperidine alkaloids
Synonymous chemical names:
flabelliformine
External chemical identifiers:
CID:CID_101844701
Chemical structure download


Flabelliformine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 354.45
Log P RDKit 4.36
Topological polar surface area (Å2) RDKit 54.56
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 2
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 13
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.38
Number of rotatable bonds RDKit 5
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 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Flabelliformine
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 Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.83


Flabelliformine
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 -6.10
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No