IMPPAT Phytochemical information: 
Carboxyparquin
Carboxyparquin
Summary

SMILES: OC[C@H]1O[C@@H](O[C@@H]2CC(C(=O)O)(C(=O)O)[C@@H]3[C@](C2)(C)[C@@H]2CC[C@@H]4C[C@@]2(CC3)[C@H](O)C4=C)[C@@H]([C@@]([C@@H]1O[C@H]1OC(=O)C(=O)[C@]1(O)CO)(O)C(=O)O)OC(=O)CC(C)C
InChI: InChI=1S/C37H50O19/c1-15(2)9-22(40)54-26-28(53-19(13-38)25(37(26,51)31(48)49)55-32-36(50,14-39)24(42)27(43)56-32)52-18-11-33(4)20-6-5-17-10-34(20,23(41)16(17)3)8-7-21(33)35(12-18,29(44)45)30(46)47/h15,17-21,23,25-26,28,32,38-39,41,50-51H,3,5-14H2,1-2,4H3,(H,44,45)(H,46,47)(H,48,49)/t17-,18+,19-,20+,21+,23-,25-,26+,28-,32+,33+,34-,36-,37-/m1/s1
InChIKey: UXVZRKZBLOAJFI-ORLDSBEOSA-N
DeepSMILES: OC[C@H]O[C@@H]O[C@@H]CCC=O)O))C=O)O))[C@@H][C@]C6)C)[C@@H]CC[C@@H]C[C@@]6CC%10))[C@H]O)C5=C)))))))))))))))[C@@H][C@@][C@@H]6O[C@H]OC=O)C=O)[C@]5O)CO)))))))))O)C=O)O)))OC=O)CCC)C
Scaffold Graph/Node/Bond level: C=C1CC23CCC4CCC(OC5CCC(OC6CC(=O)C(=O)O6)CO5)CC4C2CCC1C3
Scaffold Graph/Node level: CC1CC23CCC4CCC(OC5CCC(OC6CC(O)C(O)O6)CO5)CC4C2CCC1C3
Scaffold Graph level: CC1CC(CC2CCC(CC3CCC4CCC56CC(C)C(CCC5C4C3)C6)CC2)CC1C
Functional groups: CO; CO[C@@H](C)OC; CC(=O)O; C=C(C)C; CO[C@@H]1CC(=O)C(=O)O1; CC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Norkaurane diterpenoids
Synonymous chemical names:
carboxyparquin
External chemical identifiers:
CID:CID_101619594
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Carboxyparquin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 798.79
Log P RDKit -0.88
Topological polar surface area (Å2) RDKit 310.41
Number of hydrogen bond acceptors RDKit 16
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 37
Number of heavy atoms RDKit 56
Number of heteroatoms RDKit 19
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 14
Stereochemical complexity RDKit 0.38
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 29
Shape complexity RDKit 0.78
Number of rotatable bonds RDKit 13
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Carboxyparquin
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 4
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 0.0390806
Carboxyparquin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -11.02
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 5
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