IMPPAT Phytochemical information: 
Cortisone
Cortisone
Summary

SMILES: OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
InChI: InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1
InChIKey: MFYSYFVPBJMHGN-ZPOLXVRWSA-N
DeepSMILES: OCC=O)[C@@]O)CC[C@@H][C@]5C)CC=O)[C@H][C@H]6CCC=CC=O)CC[C@]%106C
Scaffold Graph/Node/Bond level: O=C1C=C2CCC3C4CCCC4CC(=O)C3C2CC1
Scaffold Graph/Node level: OC1CCC2C(CCC3C4CCCC4CC(O)C23)C1
Scaffold Graph level: CC1CCC2C(CCC3C4CCCC4CC(C)C23)C1
Functional groups: CO; CC(C)=O; CC(=O)C; CC(=O)C=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Hydroxysteroids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Pregnane steroids
Synonymous chemical names:
cortisone
External chemical identifiers:
CID:CID_222786; ChEMBL:CHEMBL1499; ChEBI:CHEBI:16962; ZINC:ZINC000004083557; FDASRS:V27W9254FZ; SureChEMBL:SCHEMBL4888; MolPort-002-529-087
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cortisone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 360.45
Log P RDKit 1.99
Topological polar surface area (Å2) RDKit 91.67
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.76
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Cortisone
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 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.785692
Cortisone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.46
Number of PAINS structural alerts SwissADME 1
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
Cortisone
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000264228SRD5A3800
ENSP00000297469GPER1747
ENSP00000216500DHRS7700
ENSP00000341390NR3C2797
ENSP00000387662GCG857
ENSP00000319788NQO1800
ENSP00000316786HSD11B2979
ENSP00000318631HSD17B6715
ENSP00000366620H6PD803
ENSP00000223095SERPINE1800
ENSP00000380252NFE2L2784
ENSP00000264382SI851
ENSP00000258743IL6844
ENSP00000283916TMPRSS11D786
ENSP00000274192SRD5A1921
ENSP00000231509NR3C1969
ENSP00000264708POMC709
ENSP00000252321KCNA5786
ENSP00000242375AKR1D1933
ENSP00000261465HSD11B1979
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.