IMPPAT Phytochemical information: 
Moracenin D
Moracenin D
Summary

SMILES: Oc1ccc(c(c1)O)C(=O)[C@H]1C(CC(=CC1c1c(O)ccc2c1oc(c1ccc(cc1O)O)c(c2=O)CCC(O)(C)C)C)Oc1ccc(cc1O)O
InChI: InChI=1S/C40H38O12/c1-19-14-27(35(37(49)23-7-4-20(41)16-29(23)45)33(15-19)51-32-11-6-22(43)18-31(32)47)34-28(44)10-9-25-36(48)26(12-13-40(2,3)50)38(52-39(25)34)24-8-5-21(42)17-30(24)46/h4-11,14,16-18,27,33,35,41-47,50H,12-13,15H2,1-3H3/t27?,33?,35-/m1/s1
InChIKey: MSPUWRUQGRGZBT-HKGLQOOCSA-N
DeepSMILES: Occcccc6)O))C=O)[C@H]CCC=CC6ccO)cccc6occccccc6O)))O)))))cc6=O))CCCO)C)C)))))))))))))))C)))Occcccc6O)))O
Scaffold Graph/Node/Bond level: O=C(c1ccccc1)C1C(Oc2ccccc2)CC=CC1c1cccc2c(=O)cc(-c3ccccc3)oc12
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2C1CCCC2C1CCCC(OC2CCCCC2)C1C(O)C1CCCCC1
Scaffold Graph level: CC1CC(C2CCCCC2)CC2C1CCCC2C1CCCC(CC2CCCCC2)C1C(C)C1CCCCC1
Functional groups: cO; c=O; CO; cC(C)=O; cOC; CC=C(C)C; coc
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: Chalcones|Flavones
Synonymous chemical names:
Moracenin D
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Moracenin D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 710.73
Log P RDKit 6.48
Topological polar surface area (Å2) RDKit 218.35
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 40
Number of heavy atoms RDKit 52
Number of heteroatoms RDKit 12
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 30
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.25
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 5
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
Moracenin D
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 4
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.0608671
Moracenin D
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -6.58
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 No