IMPPAT Phytochemical information: 
Ipobscurine C
Ipobscurine C
Summary

SMILES: OC[C@@H]1Oc2ccc3c(c2)c(CCNC(=O)/C=C\c2ccc(Oc4cc([C@@H]1O)cc(c4O)OC)cc2)c[nH]3
InChI: InChI=1S/C29H28N2O7/c1-36-24-12-19-13-25(29(24)35)37-20-5-2-17(3-6-20)4-9-27(33)30-11-10-18-15-31-23-8-7-21(14-22(18)23)38-26(16-32)28(19)34/h2-9,12-15,26,28,31-32,34-35H,10-11,16H2,1H3,(H,30,33)/b9-4-/t26-,28-/m0/s1
InChIKey: RYKHLLTYMPMIRA-WVNGDECYSA-N
DeepSMILES: OC[C@@H]Occcccc6)cCCNC=O)/C=C\ccccOccc[C@@H]%23O))ccc6O))OC))))))))cc6))))))))))))c[nH]5
Scaffold Graph/Node/Bond level: O=C1C=Cc2ccc(cc2)Oc2cccc(c2)CCOc2ccc3[nH]cc(c3c2)CCN1
Scaffold Graph/Node level: OC1CCC2CCC(CC2)OC2CCCC(CCOC3CCC4NCC(CCN1)C4C3)C2
Scaffold Graph level: CC1CCCC2CCC3CCC(CCCC4CCCC(C4)CC4CCC(CC1)CC4)CC23
Functional groups: CO; cOC; c[nH]c; c/C=C\C(=O)NC; cOc; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Macrolactams
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
ipobscurine d, ipobscurine c
External chemical identifiers:
CID:CID_101243385
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Ipobscurine C
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 516.55
Log P RDKit 3.83
Topological polar surface area (Å2) RDKit 133.27
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.07
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 23
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.21
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 4
Total number of rings RDKit 6
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 6
Ipobscurine C
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.273449
Ipobscurine C
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.79
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No