Secondary metabolite: Phelligridimer



Phelligridimer
Summary
Molecular formula: C52H34O20
SMILES: OC1=C2C(=O)OC(C1)[C@@H]1[C@H](Oc3c1c(=O)oc(c3)/C=C/c1cc(O)c(cc1c1c(cc([C@H]3c4c(=O)oc(/C=C/c5c2cc(O)c(c5)O)cc4O[C@@H]3c2ccc(c(c2)O)O)oc1=O)O)O)c1ccc(c(c1)O)O
InChI: InChI=1S/C52H34O20/c53-27-7-3-21(11-29(27)55)47-43-40-18-36(62)42(50(64)72-40)26-16-34(60)32(58)10-20(26)2-6-24-14-38-46(52(66)68-24)44(48(70-38)22-4-8-28(54)30(56)12-22)39-17-35(61)41(49(63)71-39)25-15-33(59)31(57)9-19(25)1-5-23-13-37(69-47)45(43)51(65)67-23/h1-17,40,43-44,47-48,53-62H,18H2/b5-1+,6-2+/t40?,43-,44-,47+,48+/m0/s1
InChIKey: IKZVACVOIQCNEE-MNDJYHKVSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Benzenoids
Class: Phenols
Sub class: Benzenediols
Synonymous chemical names:
phelligridimer
Chemical structure download



Phelligridimer
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 978.82
Log P RDKit 6.99
Topological polar surface area (Å2) RDKit 337.69
Number of hydrogen bond acceptors RDKit 20
Number of hydrogen bond donors RDKit 10
Number of carbon atoms RDKit 52
Number of heavy atoms RDKit 72
Number of heteroatoms RDKit 20
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 46
Number of sp3 hybridized carbon atoms RDKit 6
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.12
Shape complexity RDKit 0.12
Number of rotatable bonds SwissADME 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 14
Number of aliphatic rings RDKit 15
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 3
Number of aromatic rings RDKit 7
Total number of rings RDKit 22
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 22



Phelligridimer
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 4
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Bad
Egan filter RDKit Bad
Pfizer’s 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Number of Leadlikeness violations SwissADME 2
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.06



Phelligridimer
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.8
Number of PAINS structural alerts SwissADME 1
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




Designed by R.P. Vivek-Ananth, M Karthikeyan and Ajaya Kumar Sahoo