IMPPAT Phytochemical information: 
Daphnetin
Daphnetin
Summary

SMILES: O=c1ccc2c(o1)c(O)c(cc2)O
InChI: InChI=1S/C9H6O4/c10-6-3-1-5-2-4-7(11)13-9(5)8(6)12/h1-4,10,12H
InChIKey: ATEFPOUAMCWAQS-UHFFFAOYSA-N
DeepSMILES: O=ccccco6)cO)ccc6))O
Scaffold Graph/Node/Bond level: O=c1ccc2ccccc2o1
Scaffold Graph/Node level: OC1CCC2CCCCC2O1
Scaffold Graph level: CC1CCC2CCCCC2C1
Functional groups: c=O; cO; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Coumarins and derivatives
ClassyFire Subclass: Hydroxycoumarins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Simple coumarins
Synonymous chemical names:
78-dihydroxycoumarin, Daphnetin, 7,8-dihydroxycoumarin, daphnetin
External chemical identifiers:
CID:CID_5280569; ChEMBL:CHEMBL244948; ChEBI:CHEBI:17313; ZINC:ZINC000000057753; FDASRS:XC84571RD2; SureChEMBL:SCHEMBL128212; MolPort-000-881-189
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Daphnetin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 178.14
Log P RDKit 1.2
Topological polar surface area (Å2) RDKit 70.67
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 9
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 4
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 9
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
Daphnetin
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 1
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.469412
Daphnetin
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 -6.53
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Daphnetin
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_000864ENSG00000143384MCL14170BindingDB, ChEMBL, NPASS
TAR_EXP_000078ENSG00000119408NEK610783ChEMBL, NPASS
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL, NPASS
TAR_EXP_000097ENSG00000108468CBX110951NPASS
TAR_EXP_001746ENSG00000148660CAMK2G818ChEMBL, NPASS
TAR_EXP_001744ENSG00000145349CAMK2D817ChEMBL, NPASS
TAR_EXP_000858ENSG00000198355PIM3415116ChEMBL, NPASS
TAR_EXP_001743ENSG00000058404CAMK2B816ChEMBL, NPASS
TAR_EXP_001742ENSG00000070808CAMK2A815ChEMBL, NPASS
TAR_EXP_001740ENSG00000152495CAMK4814ChEMBL, NPASS
TAR_EXP_001728ENSG00000176208ATAD579915NPASS
TAR_EXP_000101ENSG00000102096PIM211040ChEMBL, NPASS
TAR_EXP_001223ENSG00000184304PRKD15587ChEMBL
TAR_EXP_000072ENSG00000142731PLK410733ChEMBL, NPASS
TAR_EXP_001216ENSG00000163558PRKCI5584ChEMBL
TAR_EXP_000118ENSG00000183765CHEK211200ChEMBL, NPASS
TAR_EXP_000119ENSG00000101751POLI11201ChEMBL, NPASS
TAR_EXP_000167ENSG00000013441CLK11195ChEMBL, NPASS
TAR_EXP_000168ENSG00000176444CLK21196ChEMBL, NPASS
TAR_EXP_000169ENSG00000179335CLK31198ChEMBL, NPASS
TAR_EXP_000229ENSG00000133275CSNK1G21455ChEMBL, NPASS
TAR_EXP_000230ENSG00000151292CSNK1G31456ChEMBL, NPASS
TAR_EXP_000263ENSG00000140505CYP1A21544NPASS
TAR_EXP_001215ENSG00000027075PRKCH5583ChEMBL
TAR_EXP_001224ENSG00000168078PBK55872ChEMBL, NPASS
TAR_EXP_001226ENSG00000065675PRKCQ5588ChEMBL
TAR_EXP_001227ENSG00000067606PRKCZ5590ChEMBL
TAR_EXP_001802ENSG00000115661STK168576ChEMBL, NPASS
TAR_EXP_001231ENSG00000102882MAPK35595ChEMBL, NPASS
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000027ENSG00000123374CDK21017ChEMBL, NPASS
TAR_EXP_000034ENSG00000105810CDK61021ChEMBL, NPASS
TAR_EXP_000042ENSG00000130669PAK410298ChEMBL, NPASS
TAR_EXP_000055ENSG00000115694STK2510494ChEMBL, NPASS
TAR_EXP_000061ENSG00000134538SLCO1B110599ChEMBL, NPASS
TAR_EXP_000064ENSG00000110931CAMKK210645ChEMBL, NPASS
TAR_EXP_001938ENSG00000172939OXSR19943ChEMBL, NPASS
TAR_EXP_001927ENSG00000065613SLK9748ChEMBL, NPASS
TAR_EXP_001891ENSG00000164543STK17A9263ChEMBL, NPASS
TAR_EXP_000067BUB1B-PAK6106821730ChEMBL
TAR_EXP_001233ENSG00000069956MAPK65597ChEMBL, NPASS
TAR_EXP_001827ENSG00000100490CDKL18814ChEMBL, NPASS
TAR_EXP_001810ENSG00000067955CBFB865NPASS
TAR_EXP_001236ENSG00000185386MAPK115600ChEMBL, NPASS
TAR_EXP_001241ENSG00000126934MAP2K25605ChEMBL, NPASS
TAR_EXP_001244ENSG00000108984MAP2K65608ChEMBL, NPASS
TAR_EXP_001272ENSG00000137843PAK656924NPASS
TAR_EXP_001283ENSG00000183049CAMK1D57118ChEMBL, NPASS
TAR_EXP_001286ENSG00000101349PAK557144ChEMBL, NPASS
TAR_EXP_001287ENSG00000008118CAMK1G57172ChEMBL, NPASS
TAR_EXP_001298ENSG00000095303PTGS15742NPASS
TAR_EXP_001366ENSG00000117152RGS45999NPASS
TAR_EXP_001431ENSG00000177189RPS6KA36197ChEMBL, NPASS
TAR_EXP_001214ENSG00000126583PRKCG5582ChEMBL
TAR_EXP_001213ENSG00000171132PRKCE5581ChEMBL
TAR_EXP_000136ENSG00000112079STK3811329ChEMBL, NPASS
TAR_EXP_001209ENSG00000166501PRKCB5579ChEMBL
TAR_EXP_000715ENSG00000044574HSPA53309ChEMBL, NPASS
TAR_EXP_000783ENSG00000162434JAK13716ChEMBL, NPASS
TAR_EXP_000818ENSG00000187258NPSR1387129NPASS
TAR_EXP_000819ENSG00000235268KDM4E390245ChEMBL, NPASS
TAR_EXP_001201ENSG00000165059PRKACG5568ChEMBL
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_001200ENSG00000142875PRKACB5567ChEMBL
TAR_EXP_001198ENSG00000288516PRKACA5566ChEMBL, NPASS
TAR_EXP_001195ENSG00000162409PRKAA25563ChEMBL, NPASS
TAR_EXP_001173ENSG00000196199MPHOSPH854737NPASS
TAR_EXP_001151ENSG00000170734POLH5429NPASS
TAR_EXP_001212ENSG00000163932PRKCD5580ChEMBL
TAR_EXP_001150ENSG00000070501POLB5423ChEMBL, NPASS
TAR_EXP_001141ENSG00000109099PMP225376NPASS
TAR_EXP_001139ENSG00000166851PLK15347ChEMBL, NPASS
TAR_EXP_001125ENSG00000127445PIN15300NPASS
TAR_EXP_001119ENSG00000137193PIM15292ChEMBL, NPASS
TAR_EXP_001094ENSG00000134602STK2651765ChEMBL, NPASS
TAR_EXP_001087ENSG00000140992PDPK15170ChEMBL, NPASS
TAR_EXP_001059ENSG00000122008POLK51426ChEMBL, NPASS
TAR_EXP_001045ENSG00000102225CDK165127ChEMBL, NPASS
TAR_EXP_001043ENSG00000105053VRK351231ChEMBL, NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_000959ENSG00000117650NEK24751ChEMBL, NPASS
TAR_EXP_000872ENSG00000197442MAP3K54217ChEMBL, NPASS
TAR_EXP_001144ENSG00000169118CSNK1G153944ChEMBL, NPASS
TAR_EXP_000701ENSG00000164120HPGD3248NPASS
TAR_EXP_000706ENSG00000291796APEX1328ChEMBL, NPASS
TAR_EXP_000660ENSG00000082701GSK3B2932ChEMBL, NPASS
TAR_EXP_001609ENSG00000151090THRB7068NPASS
TAR_EXP_001607ENSG00000090534THPO7066NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028NPASS
TAR_EXP_001573ENSG00000101109STK46789ChEMBL, NPASS
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_001508ENSG00000117394SLC2A16513ChEMBL, NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_001671ENSG00000100749VRK17443ChEMBL, NPASS
TAR_EXP_000348ENSG00000146648EGFR1956BindingDB, ChEMBL, NPASS
TAR_EXP_000316ENSG00000104936DMPK1760ChEMBL, NPASS
TAR_EXP_000291ENSG00000167657DAPK31613ChEMBL, NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576NPASS
TAR_EXP_000276ENSG00000272532CYP2D61565NPASS
TAR_EXP_001206ENSG00000042088TDP155775NPASS
TAR_EXP_001207ENSG00000154229PRKCA5578ChEMBL
TAR_EXP_001208ENSG00000058729RIOK255781ChEMBL, NPASS
TAR_EXP_000324ENSG00000184845DRD11812NPASS
TAR_EXP_001672ENSG00000028116VRK27444ChEMBL, NPASS
TAR_EXP_001576ENSG00000072786STK106793ChEMBL, NPASS
TAR_EXP_000433ENSG00000168496FEN12237ChEMBL, NPASS
TAR_EXP_000451ENSG00000154310TNIK23043ChEMBL, NPASS
TAR_EXP_000496ENSG00000115825PRKD323683ChEMBL
TAR_EXP_000503ENSG00000161905ALOX15246ChEMBL, NPASS
TAR_EXP_000504ENSG00000179593ALOX15B247NPASS
TAR_EXP_000572ENSG00000108773KAT2A2648NPASS
TAR_EXP_001678ENSG00000158125XDH7498BindingDB, NPASS
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS