IMPPAT Phytochemical information: 
Moracenin C
Moracenin C
Summary

SMILES: CC(=CCc1c(oc2c(c1=O)c(O)cc(c2[C@H]1C=C(C)C[C@H]([C@@H]1c1ccc(cc1O)O)C(=O)c1ccc2c(c1O)CCC(O2)(C)C)O)c1ccc(cc1O)O)C
InChI: InChI=1S/C45H44O11/c1-21(2)6-9-29-42(54)39-35(51)20-34(50)38(44(39)55-43(29)26-11-8-24(47)19-33(26)49)30-16-22(3)17-31(37(30)25-10-7-23(46)18-32(25)48)41(53)28-12-13-36-27(40(28)52)14-15-45(4,5)56-36/h6-8,10-13,16,18-20,30-31,37,46-52H,9,14-15,17H2,1-5H3/t30-,31+,37+/m0/s1
InChIKey: UUPCIQMERCEMQB-VJZHPIFNSA-N
DeepSMILES: CC=CCccoccc6=O))cO)ccc6[C@H]C=CC)C[C@H][C@@H]6cccccc6O)))O))))))C=O)cccccc6O))CCCO6)C)C))))))))))))))))O)))))))cccccc6O)))O)))))))))C
Scaffold Graph/Node/Bond level: O=C(c1ccc2c(c1)CCCO2)C1CC=CC(c2cccc3c(=O)cc(-c4ccccc4)oc23)C1c1ccccc1
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2C1CCCC2C1CCCC(C(O)C2CCC3OCCCC3C2)C1C1CCCCC1
Scaffold Graph level: CC1CC(C2CCCCC2)CC2C1CCCC2C1CCCC(C(C)C2CCC3CCCCC3C2)C1C1CCCCC1
Functional groups: cC(C)=O; CC=C(C)C; coc; cO; c=O; cOC; CC(=CC)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavones
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
Moracenin C
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Moracenin C
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 760.84
Log P RDKit 8.73
Topological polar surface area (Å2) RDKit 198.12
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 45
Number of heavy atoms RDKit 56
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.07
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 32
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.29
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 5
Total number of rings RDKit 7
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 7
Moracenin C
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 4
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Bad
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 0.06
Moracenin C
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
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 -4.81
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes