IMPPAT Phytochemical information: 
Meliacarpin
Meliacarpin
Summary

SMILES: COC(=O)[C@H]1OCC23[C@@H]1[C@@](C)([C@@H]([C@H]1[C@H]3[C@]([C@@H](C[C@@H]2O)O)(C)CO1)O)[C@@]12O[C@@]2(C)[C@@H]2CC1O[C@H]1[C@]2(O)C=CO1
InChI: InChI=1S/C27H36O11/c1-22-9-35-15-17(22)25(13(29)8-12(22)28)10-36-16(20(31)33-4)18(25)23(2,19(15)30)27-14-7-11(24(27,3)38-27)26(32)5-6-34-21(26)37-14/h5-6,11-19,21,28-30,32H,7-10H2,1-4H3/t11-,12+,13-,14?,15+,16-,17-,18-,19+,21-,22+,23-,24-,25?,26-,27-/m0/s1
InChIKey: XZLYOYWLXWDJGK-DHNZWWINSA-N
DeepSMILES: COC=O)[C@H]OCC[C@@H]5[C@@]C)[C@@H][C@H][C@H]6[C@][C@@H]C[C@@H]%10O)))O))C)CO5)))))O))[C@]O[C@@]3C)[C@@H]CC6O[C@H][C@]6O)C=CO5
Scaffold Graph/Node/Bond level: C1=CC2C(O1)OC1CC2C2OC12C1CC2OCC3CCCC4(COCC14)C32
Scaffold Graph/Node level: C1CC2COC3CC(C45OC4C4CC5OC5OCCC54)C4COCC4(C1)C23
Scaffold Graph level: C1CC2CC3CC(C2C1)C1CC31C1CC2CCC3CCCC4(CCCC14)C32
Functional groups: CO[C@H]1CC=CO1; COC(C)=O; CO; COC; C[C@@]1(C)O[C@@]1(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
meliacarpin
External chemical identifiers:
CID:CID_183572
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Meliacarpin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 536.57
Log P RDKit -0.76
Topological polar surface area (Å2) RDKit 156.67
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 16
Stereochemical complexity RDKit 0.59
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 24
Shape complexity RDKit 0.89
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 5
Number of aliphatic rings RDKit 8
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 8
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 4
Number of saturated rings RDKit 7
Number of Smallest Set of Smallest Rings (SSSR) RDKit 8
Meliacarpin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
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 0.259729
Meliacarpin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.44
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