IMPPAT Phytochemical information: 
Unii-R8BU9J2rpe
Unii-R8BU9J2rpe
Summary

SMILES: Oc1ccc(c(c1)O)C1=C2C(=C[C@@]3([C@H]([C@H]2c2ccc(cc2O3)O)O)C)c2c(O1)cc(cc2O)c1oc2c(c1)ccc(c2)O
InChI: InChI=1S/C34H24O9/c1-34-14-22-29-24(39)8-16(25-9-15-2-3-18(36)12-26(15)41-25)10-28(29)42-32(20-6-4-17(35)11-23(20)38)30(22)31(33(34)40)21-7-5-19(37)13-27(21)43-34/h2-14,31,33,35-40H,1H3/t31-,33-,34+/m0/s1
InChIKey: MINVTMPFZNRNNP-FZCBKRAZSA-N
DeepSMILES: Occcccc6)O))C=CC=C[C@@][C@H][C@H]6cccccc6O%10)))O))))))O))C)))ccO6)cccc6O)))coccc5)cccc6)O
Scaffold Graph/Node/Bond level: C1=C2C(=C(c3ccccc3)Oc3cc(-c4cc5ccccc5o4)ccc32)C2CC1Oc1ccccc12
Scaffold Graph/Node level: C1CCC(C2OC3CC(C4CC5CCCCC5O4)CCC3C3CC4CC(C5CCCCC5O4)C32)CC1
Scaffold Graph level: C1CCC(C2CC3CC(C4CC5CCCCC5C4)CCC3C3CC4CC5CCCCC5C(C4)C23)CC1
Functional groups: cO; coc; cC1=C(C)C(=CC)ccO1; cOC; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: 2-arylbenzofuran flavonoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Stilbenoids|Isoflavonoids|Flavonoids
NP Classifier Class: 2-arylbenzofurans|Chalcones|Oligomeric stibenes
Synonymous chemical names:
mulberrofuran s
External chemical identifiers:
CID:CID_101421537; ZINC:ZINC000086034654
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Unii-R8BU9J2rpe
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 576.56
Log P RDKit 6.12
Topological polar surface area (Å2) RDKit 152.98
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 34
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.09
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 30
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.12
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 5
Total number of rings RDKit 8
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 8
Unii-R8BU9J2rpe
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 3
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 0.15
Unii-R8BU9J2rpe
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 -6.64
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes