IMPPAT Phytochemical information: 
Osajin

Osajin
Summary

SMILES: CC(=CCc1c2OC(C)(C)C=Cc2c2c(c1O)c(=O)c(co2)c1ccc(cc1)O)C
InChI: InChI=1S/C25H24O5/c1-14(2)5-10-17-21(27)20-22(28)19(15-6-8-16(26)9-7-15)13-29-24(20)18-11-12-25(3,4)30-23(17)18/h5-9,11-13,26-27H,10H2,1-4H3
InChIKey: DCTLJGWMHPGCOS-UHFFFAOYSA-N
DeepSMILES: CC=CCccOCC)C)C=Cc6ccc%10O))c=O)cco6))cccccc6))O))))))))))))))))))C
Scaffold Graph/Node/Bond level: O=c1c(-c2ccccc2)coc2c3c(ccc12)OCC=C3
Scaffold Graph/Node level: OC1C(C2CCCCC2)COC2C3CCCOC3CCC12
Scaffold Graph level: CC1C(C2CCCCC2)CCC2C3CCCCC3CCC12
Functional groups: CC=C(C)C; cOC; cC=CC; cO; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Isoflavonoids
ClassyFire Subclass: Isoflavans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Isoflavonoids
NP Classifier Class: Isoflavanones|Isoflavones
Synonymous chemical names:
osajin, Osajin
External chemical identifiers:
CID:CID_95168; ChEMBL:CHEMBL238188; ChEBI:CHEBI:7797; ZINC:ZINC000000538127; FDASRS:83R5N9X74B; SureChEMBL:SCHEMBL571689; MolPort-001-741-965
Chemical structure download


Osajin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 404.46
Log P RDKit 5.56
Topological polar surface area (Å2) RDKit 79.9
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 30
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
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 19
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.24
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 4
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 4


Osajin
Drug-likeness
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 0
Ghose filter RDKit Passed
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 0.558467


Osajin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly 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 -4.60
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Osajin
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001151ENSG00000170734POLH5429NPASS
TAR_EXP_001075ENSG00000061273HDAC751564ChEMBL
TAR_EXP_001125ENSG00000127445PIN15300NPASS
TAR_EXP_001059ENSG00000122008POLK51426NPASS
TAR_EXP_001222ENSG00000147099HDAC855869ChEMBL
TAR_EXP_001150ENSG00000070501POLB5423NPASS
TAR_EXP_001230ENSG00000100030MAPK15594NPASS
TAR_EXP_001761ENSG00000100429HDAC1083933ChEMBL, NPASS
TAR_EXP_001306ENSG00000196396PTPN15770BindingDB, ChEMBL, NPASS
TAR_EXP_001468ENSG00000204842ATXN26311ChEMBL, NPASS
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_001549ENSG00000166311SMPD16609NPASS
TAR_EXP_001557ENSG00000012048BRCA1672NPASS
TAR_EXP_001621ENSG00000141510TP537157NPASS
TAR_EXP_001663ENSG00000162607USP17398NPASS
TAR_EXP_001726ENSG00000163517HDAC1179885ChEMBL
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_001831ENSG00000171720HDAC38841ChEMBL
TAR_EXP_001868ENSG00000036672USP29099NPASS
TAR_EXP_001923ENSG00000066135KDM4A9682NPASS
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_000684ENSG00000116478HDAC13065BindingDB, ChEMBL
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL, NPASS
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000005ENSG00000108840HDAC510014ChEMBL
TAR_EXP_000053ENSG00000079337RAPGEF310411NPASS
TAR_EXP_000061ENSG00000134538SLCO1B110599ChEMBL, NPASS
TAR_EXP_000083ENSG00000135346CGA1081NPASS
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL, NPASS
TAR_EXP_000102ENSG00000091428RAPGEF411069NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576NPASS
TAR_EXP_000402ENSG00000064655EYA22139NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216ChEMBL, NPASS
TAR_EXP_000475ENSG00000120948TARDBP23435NPASS
TAR_EXP_000503ENSG00000161905ALOX15246NPASS
TAR_EXP_000519ENSG00000171298GAA2548NPASS
TAR_EXP_000567ENSG00000177628GBA12629NPASS
TAR_EXP_000604ENSG00000112164GLP1R2740NPASS
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_000674ENSG00000123636BAZ2B29994NPASS
TAR_EXP_000683ENSG00000197386HTT3064NPASS
TAR_EXP_001926ENSG00000048052HDAC99734ChEMBL
TAR_EXP_000685ENSG00000196591HDAC23066ChEMBL
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_000715ENSG00000044574HSPA53309NPASS
TAR_EXP_000818ENSG00000187258NPSR1387129NPASS
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_000845ENSG00000166949SMAD34088ChEMBL, NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_001928ENSG00000068024HDAC49759ChEMBL
TAR_EXP_000747ENSG00000138413IDH13417NPASS