IMPPAT Phytochemical information: 
Rottlerin
Rottlerin
Summary

SMILES: O=C(c1c(O)c(Cc2c(O)c(C)c(c(c2O)C(=O)C)O)c(c2c1OC(C)(C)C=C2)O)/C=C/c1ccccc1
InChI: InChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,33-37H,14H2,1-4H3/b11-10+
InChIKey: DEZFNHCVIZBHBI-ZHACJKMWSA-N
DeepSMILES: O=CccO)cCccO)cC)ccc6O))C=O)C)))O))))))ccc6OCC)C)C=C6))))))O)))))/C=C/cccccc6
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)c1cc(Cc2ccccc2)cc2c1OCC=C2
Scaffold Graph/Node level: OC(CCC1CCCCC1)C1CC(CC2CCCCC2)CC2CCCOC21
Scaffold Graph level: CC(CCC1CCCCC1)C1CC(CC2CCCCC2)CC2CCCCC21
Functional groups: c/C=C/C(c)=O; cO; cC(C)=O; cOC; cC=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Diarylheptanoids
ClassyFire Subclass: Linear diarylheptanoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Chalcones
Synonymous chemical names:
rottlerin, kamalin ii, Rottlerin, kamalin
External chemical identifiers:
CID:CID_5281847; ChEMBL:CHEMBL34241; ChEBI:CHEBI:8899; ZINC:ZINC000003874886; FDASRS:E29LP3ZMUH; SureChEMBL:SCHEMBL148175; MolPort-003-959-457
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Rottlerin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 516.55
Log P RDKit 5.4
Topological polar surface area (Å2) RDKit 144.52
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 8
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 24
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.2
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
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
Rottlerin
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.216438
Rottlerin
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -5.25
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Rottlerin
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_001240ENSG00000169032MAP2K15604ChEMBL, NPASS
TAR_EXP_000671ENSG00000103319EEF2K29904BindingDB, ChEMBL, NPASS
TAR_EXP_000660ENSG00000082701GSK3B2932ChEMBL, NPASS
TAR_EXP_000636ENSG00000064393HIPK228996ChEMBL, NPASS
TAR_EXP_000634ENSG00000099875MKNK22872ChEMBL, NPASS
TAR_EXP_000572ENSG00000108773KAT2A2648ChEMBL, NPASS
TAR_EXP_000445ENSG00000068903SIRT222933ChEMBL, NPASS
TAR_EXP_000437ENSG00000274205MAPK15225689ChEMBL, NPASS
TAR_EXP_000433ENSG00000168496FEN12237NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216ChEMBL, NPASS
TAR_EXP_000393ENSG00000105221AKT2208ChEMBL, NPASS
TAR_EXP_000390ENSG00000142208AKT1207ChEMBL, NPASS
TAR_EXP_001119ENSG00000137193PIM15292ChEMBL, NPASS
TAR_EXP_000331ENSG00000157540DYRK1A1859ChEMBL, NPASS
TAR_EXP_000245ENSG00000285346CTRB11504BindingDB, ChEMBL, NPASS
TAR_EXP_000234ENSG00000230700CSNK2B1460ChEMBL
TAR_EXP_001125ENSG00000127445PIN15300NPASS
TAR_EXP_000232ENSG00000070770CSNK2A21459ChEMBL, NPASS
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_001087ENSG00000140992PDPK15170ChEMBL, NPASS
TAR_EXP_000747ENSG00000138413IDH13417NPASS
TAR_EXP_000783ENSG00000162434JAK13716ChEMBL, NPASS
TAR_EXP_001080ENSG00000152256PDK15163ChEMBL, NPASS
TAR_EXP_001059ENSG00000122008POLK51426NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_000959ENSG00000117650NEK24751ChEMBL, NPASS
TAR_EXP_000920ENSG00000065534MYLK4638ChEMBL, NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000858ENSG00000198355PIM3415116ChEMBL, NPASS
TAR_EXP_000855ENSG00000075413MARK34140ChEMBL, NPASS
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL, NPASS
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_000822ENSG00000182866LCK3932ChEMBL, NPASS
TAR_EXP_000819ENSG00000235268KDM4E390245NPASS
TAR_EXP_000818ENSG00000187258NPSR1387129NPASS
TAR_EXP_000817ENSG00000067560RHOA387ChEMBL
TAR_EXP_000785ENSG00000105639JAK33718ChEMBL, NPASS
TAR_EXP_000784ENSG00000096968JAK23717ChEMBL, NPASS
TAR_EXP_000755ENSG00000104365IKBKB3551ChEMBL, NPASS
TAR_EXP_001485ENSG00000197299BLM641NPASS
TAR_EXP_001286ENSG00000101349PAK557144ChEMBL, NPASS
TAR_EXP_001141ENSG00000109099PMP225376NPASS
TAR_EXP_001793ENSG00000134072CAMK18536ChEMBL, NPASS
TAR_EXP_001227ENSG00000067606PRKCZ5590ChEMBL, NPASS
TAR_EXP_001230ENSG00000100030MAPK15594ChEMBL, NPASS
TAR_EXP_001775ENSG00000127334DYRK28445ChEMBL, NPASS
TAR_EXP_001235ENSG00000107643MAPK85599ChEMBL, NPASS
TAR_EXP_001772ENSG00000143479DYRK38444ChEMBL, NPASS
TAR_EXP_001768ENSG00000004660CAMKK184254ChEMBL, NPASS
TAR_EXP_001728ENSG00000176208ATAD579915NPASS
TAR_EXP_001236ENSG00000185386MAPK115600ChEMBL, NPASS
TAR_EXP_001237ENSG00000050748MAPK95601ChEMBL, NPASS
TAR_EXP_001710ENSG00000114738MAPKAPK37867ChEMBL, NPASS
TAR_EXP_001796ENSG00000089022MAPKAPK58550BindingDB, ChEMBL, NPASS
TAR_EXP_001665ENSG00000111424VDR7421ChEMBL, NPASS
TAR_EXP_001645ENSG00000105397TYK27297ChEMBL, NPASS
TAR_EXP_001578ENSG00000105146AURKC6795ChEMBL, NPASS
TAR_EXP_001572ENSG00000104375STK36788ChEMBL, NPASS
TAR_EXP_001432ENSG00000108443RPS6KB16198ChEMBL, NPASS
TAR_EXP_001467ENSG00000188130MAPK126300ChEMBL, NPASS
TAR_EXP_001468ENSG00000204842ATXN26311NPASS
TAR_EXP_001559ENSG00000096063SRPK16732ChEMBL, NPASS
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_001238ENSG00000109339MAPK105602ChEMBL, NPASS
TAR_EXP_001239ENSG00000156711MAPK135603ChEMBL, NPASS
TAR_EXP_001492ENSG00000118515SGK16446ChEMBL, NPASS
TAR_EXP_001663ENSG00000162607USP17398ChEMBL, NPASS
TAR_EXP_001139ENSG00000166851PLK15347ChEMBL, NPASS
TAR_EXP_001801ENSG00000079277MKNK18569ChEMBL, NPASS
TAR_EXP_001810ENSG00000067955CBFB865NPASS
TAR_EXP_001150ENSG00000070501POLB5423NPASS
TAR_EXP_001151ENSG00000170734POLH5429NPASS
TAR_EXP_001173ENSG00000196199MPHOSPH854737NPASS
TAR_EXP_001272ENSG00000137843PAK656924NPASS
TAR_EXP_000231ENSG00000101266CSNK2A11457ChEMBL
TAR_EXP_001198ENSG00000288516PRKACA5566ChEMBL, NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001207ENSG00000154229PRKCA5578BindingDB, ChEMBL, NPASS
TAR_EXP_001212ENSG00000163932PRKCD5580BindingDB, ChEMBL, NPASS
TAR_EXP_001220ENSG00000065243PKN25586ChEMBL, NPASS
TAR_EXP_001223ENSG00000184304PRKD15587ChEMBL, NPASS
TAR_EXP_001804ENSG00000175792RUVBL18607ChEMBL
TAR_EXP_001305ENSG00000114742WDR4857599ChEMBL, NPASS
TAR_EXP_001366ENSG00000117152RGS45999ChEMBL, NPASS
TAR_EXP_001429ENSG00000281877RPS6KA16195ChEMBL, NPASS
TAR_EXP_001431ENSG00000177189RPS6KA36197ChEMBL, NPASS
TAR_EXP_001931ENSG00000165304MELK9833ChEMBL, NPASS
TAR_EXP_001911ENSG00000134318ROCK29475ChEMBL, NPASS
TAR_EXP_001889ENSG00000162889MAPKAPK29261BindingDB, ChEMBL, NPASS
TAR_EXP_001887ENSG00000100784RPS6KA59252ChEMBL, NPASS
TAR_EXP_001885ENSG00000178999AURKB9212ChEMBL, NPASS
TAR_EXP_001861ENSG00000291428BRSK29024ChEMBL, NPASS
TAR_EXP_001844ENSG00000133101CCNA18900ChEMBL, NPASS
TAR_EXP_001843ENSG00000145386CCNA2890ChEMBL
TAR_EXP_001360ENSG00000004700RECQL5965NPASS
TAR_EXP_000227ENSG00000141551CSNK1D1453ChEMBL, NPASS
TAR_EXP_001231ENSG00000102882MAPK35595ChEMBL, NPASS
TAR_EXP_000222ENSG00000112062MAPK141432ChEMBL, NPASS
TAR_EXP_000225ENSG00000103653CSK1445ChEMBL, NPASS
TAR_EXP_000023ENSG00000110422HIPK310114ChEMBL, NPASS
TAR_EXP_000042ENSG00000130669PAK410298ChEMBL, NPASS
TAR_EXP_000064ENSG00000110931CAMKK210645ChEMBL, NPASS
TAR_EXP_000067BUB1B-PAK6106821730ChEMBL
TAR_EXP_000078ENSG00000119408NEK610783ChEMBL, NPASS
TAR_EXP_000027ENSG00000123374CDK21017ChEMBL
TAR_EXP_000097ENSG00000108468CBX110951ChEMBL, NPASS
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL, NPASS
TAR_EXP_000119ENSG00000101751POLI11201ChEMBL, NPASS
TAR_EXP_000215ENSG00000151414NEK7140609ChEMBL, NPASS
TAR_EXP_000107ENSG00000149554CHEK11111ChEMBL, NPASS
TAR_EXP_000101ENSG00000102096PIM211040ChEMBL, NPASS
TAR_EXP_000118ENSG00000183765CHEK211200ChEMBL, NPASS