IMPPAT Phytochemical information: 
Vitexin 2''-O-p-coumarate
Vitexin 2''-O-p-coumarate
Summary

SMILES: OCC1O[C@H](C([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O
InChI: InChI=1S/C30H26O12/c31-13-22-26(38)27(39)30(42-23(37)10-3-14-1-6-16(32)7-2-14)29(41-22)25-19(35)11-18(34)24-20(36)12-21(40-28(24)25)15-4-8-17(33)9-5-15/h1-12,22,26-27,29-35,38-39H,13H2/b10-3+/t22?,26-,27+,29+,30?/m1/s1
InChIKey: FJGOEBQRHWKKJH-HDSLRLKJSA-N
DeepSMILES: OCCO[C@H]C[C@H][C@@H]6O))O))OC=O)/C=C/cccccc6))O))))))))))ccO)cccc6occc6=O)))cccccc6))O)))))))))O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)OC1CCCOC1c1cccc2c(=O)cc(-c3ccccc3)oc12
Scaffold Graph/Node level: OC(CCC1CCCCC1)OC1CCCOC1C1CCCC2C(O)CC(C3CCCCC3)OC21
Scaffold Graph level: CC(CCC1CCCCC1)CC1CCCCC1C1CCCC2C(C)CC(C3CCCCC3)CC21
Functional groups: CO; c=O; COC; c/C=C/C(=O)OC; cO; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavonoid glycosides
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
"vitexin-2’’-o-p-coumarate, vitexin-2""-o-p-coumarate, vitexin-2''-o-p-coumarate"
External chemical identifiers:
CID:CID_44257683
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Vitexin 2''-O-p-coumarate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 578.53
Log P RDKit 2.06
Topological polar surface area (Å2) RDKit 207.35
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 42
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 24
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.2
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 4
Total number of rings RDKit 5
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 5
Vitexin 2''-O-p-coumarate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.129614
Vitexin 2''-O-p-coumarate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.05
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