IMPPAT Phytochemical information: 
Murrastifoline F

Murrastifoline F
Summary

SMILES: COc1cc(C)cc2c1n(c1c(C)cc(c3c1c1ccccc1[nH]3)OC)c1c2cccc1
InChI: InChI=1S/C28H24N2O2/c1-16-13-20-18-9-6-8-12-22(18)30(28(20)24(14-16)32-4)27-17(2)15-23(31-3)26-25(27)19-10-5-7-11-21(19)29-26/h5-15,29H,1-4H3
InChIKey: OBQIZMYFDVTSTF-UHFFFAOYSA-N
DeepSMILES: COcccC)ccc6nccC)cccc6cccccc6[nH]9)))))))))OC))))))cc5cccc6
Scaffold Graph/Node/Bond level: c1ccc2c(c1)[nH]c1cccc(-n3c4ccccc4c4ccccc43)c12
Scaffold Graph/Node level: C1CCC2C(C1)NC1CCCC(N3C4CCCCC4C4CCCCC43)C12
Scaffold Graph level: C1CCC2C(C1)CC1CCCC(C3C4CCCCC4C4CCCCC43)C12
Functional groups: cOC; c-n(c)c; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Carbazoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carbazole alkaloids
Synonymous chemical names:
murrastifoline f, Murrastifoline F
External chemical identifiers:
CID:CID_10432278; ChEBI:CHEBI:169887; ZINC:ZINC000014611150
Chemical structure download


Murrastifoline F
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 420.51
Log P RDKit 7.05
Topological polar surface area (Å2) RDKit 39.18
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 32
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 24
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.14
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 6
Total number of rings RDKit 6
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 6


Murrastifoline F
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 2
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.33


Murrastifoline F
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -3.80
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes