Secondary metabolite: Compound B9



Compound B9
Summary
Molecular formula: C22H21N7O4S
SMILES: O=C(c1ccc(s1)c1c/c(=NC2CC2)/n2c(n1)/c(=C/c1[nH]c(=O)[nH]c1O)/cn2)N1CCOCC1
InChI: InChI=1S/C22H21N7O4S/c30-20-15(26-22(32)27-20)9-12-11-23-29-18(24-13-1-2-13)10-14(25-19(12)29)16-3-4-17(34-16)21(31)28-5-7-33-8-6-28/h3-4,9-11,13,30H,1-2,5-8H2,(H2,26,27,32)/b12-9+,24-18+
InChIKey: HDQIQHCAJMWRKU-FHFGSIGTSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Organoheterocyclic compounds
Class: Pyrazolopyrimidines
Sub class: Pyrazolo[1,5-a]pyrimidines
Synonymous chemical names:
compound b9
Chemical structure download



Compound B9
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 479.52
Log P RDKit 0.26
Topological polar surface area (Å2) RDKit 140.97
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 7
Number of sulfur atoms RDKit 1
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 7
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.32
Shape complexity RDKit 0.32
Number of rotatable bonds SwissADME 5
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 4
Number of aromatic rings RDKit 4
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6



Compound B9
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer’s 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Number of Leadlikeness violations SwissADME 1
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.38



Compound B9
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.4
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 Yes




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