IMPPAT Phytochemical information: 
Cordepressin
Cordepressin
Summary

SMILES: OC[C@H]1O[C@@H](OC(=O)[C@@]2(C)[C@@H](O)[C@H](O)C[C@]3([C@H]2CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3[C@@H](C)[C@@](CC2)(C)O)C(=O)O)C)C)[C@@H]([C@H]([C@H]1O)O)O
InChI: InChI=1S/C36H56O12/c1-17-23-18-7-8-21-31(2)15-19(38)27(42)35(6,30(45)48-28-26(41)25(40)24(39)20(16-37)47-28)22(31)9-10-33(21,4)32(18,3)11-13-36(23,29(43)44)14-12-34(17,5)46/h7,17,19-28,37-42,46H,8-16H2,1-6H3,(H,43,44)/t17-,19-,20-,21-,22-,23+,24+,25+,26-,27+,28+,31-,32-,33-,34+,35-,36-/m1/s1
InChIKey: WEEMIGUQEYIYAL-HJNNYXLASA-N
DeepSMILES: OC[C@H]O[C@@H]OC=O)[C@@]C)[C@@H]O)[C@H]O)C[C@][C@H]6CC[C@@][C@@H]6CC=C[C@@]6C)CC[C@@][C@H]6[C@@H]C)[C@@]CC6))C)O))))C=O)O))))))))))C)))))C))))))))[C@@H][C@H][C@H]6O))O))O
Scaffold Graph/Node/Bond level: O=C(OC1CCCCO1)C1CCCC2C1CCC1C3CCC4CCCCC4C3=CCC12
Scaffold Graph/Node level: OC(OC1CCCCO1)C1CCCC2C1CCC1C3CCC4CCCCC4C3CCC21
Scaffold Graph level: CC(CC1CCCCC1)C1CCCC2C1CCC1C3CCC4CCCCC4C3CCC21
Functional groups: CO; CO[C@@H](OC(C)=O)C; CC(=O)O; CC=C(C)C
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: Triterpenoids
NP Classifier Class: Ursane and Taraxastane triterpenoids
Synonymous chemical names:
cordepressin
External chemical identifiers:
CID:CID_101607228
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cordepressin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 680.83
Log P RDKit 1.5
Topological polar surface area (Å2) RDKit 214.44
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 48
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 17
Stereochemical complexity RDKit 0.47
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 32
Shape complexity RDKit 0.89
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 1
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 1
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Cordepressin
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 3
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 0.156731
Cordepressin
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 -8.74
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