IMPPAT Phytochemical information: 
Rohitukine
Rohitukine
Summary

SMILES: CN1CC[C@@H]([C@@H](C1)O)c1c(O)cc(c2c1oc(C)cc2=O)O
InChI: InChI=1S/C16H19NO5/c1-8-5-10(18)15-12(20)6-11(19)14(16(15)22-8)9-3-4-17(2)7-13(9)21/h5-6,9,13,19-21H,3-4,7H2,1-2H3/t9-,13+/m0/s1
InChIKey: MOCVYVBNJQIVOV-TVQRCGJNSA-N
DeepSMILES: CNCC[C@@H][C@@H]C6)O))ccO)cccc6ocC)cc6=O)))))))O
Scaffold Graph/Node/Bond level: O=c1ccoc2c(C3CCNCC3)cccc12
Scaffold Graph/Node level: OC1CCOC2C1CCCC2C1CCNCC1
Scaffold Graph level: CC1CCCC2C1CCCC2C1CCCCC1
Functional groups: CN(C)C; CO; cO; coc; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Piperidines
ClassyFire Subclass: Phenylpiperidines
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Chromanes
NP Classifier Class: Chromones
Synonymous chemical names:
rohitukine, Rohitukine
External chemical identifiers:
CID:CID_13422573; ChEMBL:CHEMBL1077604; ChEBI:CHEBI:156498; SureChEMBL:SCHEMBL23718142
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Rohitukine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 305.33
Log P RDKit 1.29
Topological polar surface area (Å2) RDKit 94.14
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.44
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Rohitukine
Drug-likeness
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 0.734864
Rohitukine
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 -7.20
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
Rohitukine
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_001600ENSG00000107140TESK17016ChEMBL, NPASS
TAR_EXP_000920ENSG00000065534MYLK4638ChEMBL, NPASS
TAR_EXP_001239ENSG00000156711MAPK135603ChEMBL, NPASS
TAR_EXP_001272ENSG00000137843PAK656924NPASS
TAR_EXP_001762ENSG00000212122TSSK1B83942ChEMBL, NPASS
TAR_EXP_001244ENSG00000108984MAP2K65608ChEMBL, NPASS
TAR_EXP_001241ENSG00000126934MAP2K25605ChEMBL, NPASS
TAR_EXP_001240ENSG00000169032MAP2K15604ChEMBL, NPASS
TAR_EXP_000879ENSG00000173327MAP3K114296ChEMBL, NPASS
TAR_EXP_000872ENSG00000197442MAP3K54217ChEMBL, NPASS
TAR_EXP_001593ENSG00000010671BTK695ChEMBL, NPASS
TAR_EXP_000869ENSG00000095015MAP3K14214ChEMBL, NPASS
TAR_EXP_000858ENSG00000198355PIM3415116ChEMBL, NPASS
TAR_EXP_000855ENSG00000075413MARK34140ChEMBL, NPASS
TAR_EXP_000810ENSG00000128052KDR3791ChEMBL, NPASS
TAR_EXP_000784ENSG00000096968JAK23717ChEMBL, NPASS
TAR_EXP_001710ENSG00000114738MAPKAPK37867ChEMBL, NPASS
TAR_EXP_001682ENSG00000115085ZAP707535ChEMBL, NPASS
TAR_EXP_001680ENSG00000176105YES17525ChEMBL, NPASS
TAR_EXP_001634ENSG00000112742TTK7272ChEMBL, NPASS
TAR_EXP_001589ENSG00000135341MAP3K76885ChEMBL, NPASS
TAR_EXP_000854ENSG00000116141MARK14139ChEMBL, NPASS
TAR_EXP_001598ENSG00000120156TEK7010ChEMBL, NPASS
TAR_EXP_000822ENSG00000182866LCK3932ChEMBL, NPASS
TAR_EXP_000438ENSG00000077782FGFR12260ChEMBL, NPASS
TAR_EXP_001772ENSG00000143479DYRK38444ChEMBL, NPASS
TAR_EXP_000232ENSG00000070770CSNK2A21459ChEMBL, NPASS
TAR_EXP_000231ENSG00000101266CSNK2A11457ChEMBL
TAR_EXP_001430ENSG00000071242RPS6KA26196ChEMBL, NPASS
TAR_EXP_001432ENSG00000108443RPS6KB16198ChEMBL, NPASS
TAR_EXP_001467ENSG00000188130MAPK126300ChEMBL, NPASS
TAR_EXP_001492ENSG00000118515SGK16446ChEMBL, NPASS
TAR_EXP_001821ENSG00000104312RIPK28767ChEMBL, NPASS
TAR_EXP_001802ENSG00000115661STK168576ChEMBL, NPASS
TAR_EXP_001801ENSG00000079277MKNK18569ChEMBL, NPASS
TAR_EXP_001796ENSG00000089022MAPKAPK58550ChEMBL, NPASS
TAR_EXP_001793ENSG00000134072CAMK18536ChEMBL, NPASS
TAR_EXP_001777ENSG00000146216TTBK184630ChEMBL, NPASS
TAR_EXP_000229ENSG00000133275CSNK1G21455ChEMBL, NPASS
TAR_EXP_000227ENSG00000141551CSNK1D1453ChEMBL, NPASS
TAR_EXP_000461ENSG00000102755FLT12321ChEMBL
TAR_EXP_001429ENSG00000281877RPS6KA16195ChEMBL, NPASS
TAR_EXP_000234ENSG00000230700CSNK2B1460ChEMBL
TAR_EXP_001313ENSG00000007047MARK457787ChEMBL, NPASS
TAR_EXP_001304ENSG00000160551TAOK157551ChEMBL, NPASS
TAR_EXP_000353ENSG00000142627EPHA21969ChEMBL, NPASS
TAR_EXP_000331ENSG00000157540DYRK1A1859ChEMBL, NPASS
TAR_EXP_001938ENSG00000172939OXSR19943ChEMBL, NPASS
TAR_EXP_001934ENSG00000074590NUAK19891ChEMBL, NPASS
TAR_EXP_001933ENSG00000198586TLK19874ChEMBL, NPASS
TAR_EXP_001931ENSG00000165304MELK9833ChEMBL, NPASS
TAR_EXP_001922ENSG00000263528IKBKE9641ChEMBL, NPASS
TAR_EXP_000463ENSG00000170145SIK223235ChEMBL, NPASS
TAR_EXP_001909ENSG00000172071EIF2AK39451ChEMBL, NPASS
TAR_EXP_001887ENSG00000100784RPS6KA59252ChEMBL, NPASS
TAR_EXP_001885ENSG00000178999AURKB9212ChEMBL, NPASS
TAR_EXP_001863ENSG00000129315CCNT1904BindingDB, ChEMBL
TAR_EXP_000290ENSG00000196730DAPK11612ChEMBL, NPASS
TAR_EXP_001303ENSG00000101213PTK65753ChEMBL, NPASS
TAR_EXP_001861ENSG00000291428BRSK29024ChEMBL, NPASS
TAR_EXP_001843ENSG00000145386CCNA2890ChEMBL, NPASS
TAR_EXP_001889ENSG00000162889MAPKAPK29261ChEMBL, NPASS
TAR_EXP_000464ENSG00000037280FLT42324ChEMBL
TAR_EXP_000468ENSG00000160584SIK323387ChEMBL, NPASS
TAR_EXP_000509ENSG00000097007ABL125ChEMBL, NPASS
TAR_EXP_000365ENSG00000072518MARK22011ChEMBL, NPASS
TAR_EXP_001286ENSG00000101349PAK557144ChEMBL, NPASS
TAR_EXP_001140ENSG00000115592PRKAG353632ChEMBL, NPASS
TAR_EXP_001139ENSG00000166851PLK15347ChEMBL, NPASS
TAR_EXP_001119ENSG00000137193PIM15292ChEMBL, NPASS
TAR_EXP_001113ENSG00000156873PHKG25261ChEMBL
TAR_EXP_001112ENSG00000164776PHKG15260ChEMBL, NPASS
TAR_EXP_001584ENSG00000165025SYK6850ChEMBL, NPASS
TAR_EXP_001111ENSG00000102893PHKB5257ChEMBL
TAR_EXP_000959ENSG00000117650NEK24751ChEMBL, NPASS
TAR_EXP_001109ENSG00000067177PHKA15255ChEMBL
TAR_EXP_001094ENSG00000134602STK2651765ChEMBL, NPASS
TAR_EXP_001087ENSG00000140992PDPK15170ChEMBL, NPASS
TAR_EXP_001058ENSG00000106617PRKAG251422ChEMBL
TAR_EXP_001775ENSG00000127334DYRK28445ChEMBL, NPASS
TAR_EXP_001774ENSG00000160469BRSK184446ChEMBL, NPASS
TAR_EXP_001110ENSG00000044446PHKA25256ChEMBL
TAR_EXP_001769ENSG00000102572STK248428ChEMBL, NPASS
TAR_EXP_001577ENSG00000118046STK116794ChEMBL, NPASS
TAR_EXP_001572ENSG00000104375STK36788ChEMBL, NPASS
TAR_EXP_000571ENSG00000106633GCK2645ChEMBL, NPASS
TAR_EXP_000634ENSG00000099875MKNK22872ChEMBL, NPASS
TAR_EXP_000636ENSG00000064393HIPK228996ChEMBL, NPASS
TAR_EXP_000647ENSG00000183735TBK129110ChEMBL, NPASS
TAR_EXP_000660ENSG00000082701GSK3B2932ChEMBL, NPASS
TAR_EXP_000671ENSG00000103319EEF2K29904ChEMBL, NPASS
TAR_EXP_000750ENSG00000140443IGF1R3480ChEMBL, NPASS
TAR_EXP_001574ENSG00000087586AURKA6790ChEMBL, NPASS
TAR_EXP_000755ENSG00000104365IKBKB3551ChEMBL, NPASS
TAR_EXP_000771ENSG00000027644INSRR3645ChEMBL, NPASS
TAR_EXP_000772ENSG00000184216IRAK13654ChEMBL, NPASS
TAR_EXP_001194ENSG00000132356PRKAA15562ChEMBL
TAR_EXP_001507ENSG00000060237WNK165125ChEMBL, NPASS
TAR_EXP_001545ENSG00000130413STK3365975ChEMBL, NPASS
TAR_EXP_001554ENSG00000291971SRC6714ChEMBL, NPASS
TAR_EXP_001559ENSG00000096063SRPK16732ChEMBL, NPASS
TAR_EXP_000770ENSG00000171105INSR3643ChEMBL, NPASS
TAR_EXP_000992ENSG00000198400NTRK14914ChEMBL, NPASS
TAR_EXP_000168ENSG00000176444CLK21196ChEMBL, NPASS
TAR_EXP_001016ENSG00000141503MINK150488ChEMBL, NPASS
TAR_EXP_000380ENSG00000163349HIPK1204851ChEMBL, NPASS
TAR_EXP_000381ENSG00000182580EPHB32049ChEMBL, NPASS
TAR_EXP_000388ENSG00000178568ERBB42066ChEMBL, NPASS
TAR_EXP_000225ENSG00000103653CSK1445ChEMBL, NPASS
TAR_EXP_000222ENSG00000112062MAPK141432ChEMBL, NPASS
TAR_EXP_000118ENSG00000183765CHEK211200ChEMBL, NPASS
TAR_EXP_000107ENSG00000149554CHEK11111ChEMBL, NPASS
TAR_EXP_000101ENSG00000102096PIM211040ChEMBL, NPASS
TAR_EXP_000078ENSG00000119408NEK610783ChEMBL, NPASS
TAR_EXP_000067BUB1B-PAK6106821730ChEMBL
TAR_EXP_000064ENSG00000110931CAMKK210645ChEMBL, NPASS
TAR_EXP_000042ENSG00000130669PAK410298ChEMBL, NPASS
TAR_EXP_000038ENSG00000136807CDK91025ChEMBL, NPASS
TAR_EXP_000027ENSG00000123374CDK21017BindingDB, ChEMBL
TAR_EXP_000393ENSG00000105221AKT2208ChEMBL, NPASS
TAR_EXP_000023ENSG00000110422HIPK310114ChEMBL, NPASS
TAR_EXP_000390ENSG00000142208AKT1207ChEMBL, NPASS
TAR_EXP_000379ENSG00000133216EPHB22048ChEMBL, NPASS
TAR_EXP_001195ENSG00000162409PRKAA25563ChEMBL
TAR_EXP_000382ENSG00000196411EPHB42050ChEMBL, NPASS
TAR_EXP_001197ENSG00000131791PRKAB25565ChEMBL
TAR_EXP_001022ENSG00000180370PAK25062ChEMBL, NPASS
TAR_EXP_001037ENSG00000198001IRAK451135ChEMBL, NPASS
TAR_EXP_001238ENSG00000109339MAPK105602ChEMBL, NPASS
TAR_EXP_001237ENSG00000050748MAPK95601ChEMBL, NPASS
TAR_EXP_001236ENSG00000185386MAPK115600ChEMBL, NPASS
TAR_EXP_001235ENSG00000107643MAPK85599ChEMBL, NPASS
TAR_EXP_001196ENSG00000111725PRKAB15564ChEMBL
TAR_EXP_001230ENSG00000100030MAPK15594ChEMBL, NPASS
TAR_EXP_001227ENSG00000067606PRKCZ5590ChEMBL, NPASS
TAR_EXP_001231ENSG00000102882MAPK35595ChEMBL, NPASS
TAR_EXP_001223ENSG00000184304PRKD15587ChEMBL, NPASS
TAR_EXP_000437ENSG00000274205MAPK15225689ChEMBL, NPASS
TAR_EXP_001207ENSG00000154229PRKCA5578ChEMBL, NPASS
TAR_EXP_000378ENSG00000154928EPHB12047ChEMBL, NPASS
TAR_EXP_001203ENSG00000181929PRKAG15571ChEMBL
TAR_EXP_001214ENSG00000126583PRKCG5582ChEMBL, NPASS
TAR_EXP_001220ENSG00000065243PKN25586ChEMBL, NPASS
TAR_EXP_000374ENSG00000116106EPHA42043ChEMBL, NPASS
TAR_EXP_000994ENSG00000162733DDR24921ChEMBL, NPASS