IMPPAT Phytochemical information: 
Cannabidiol
Cannabidiol
Summary

SMILES: CCCCCc1cc(O)c(c(c1)O)[C@@H]1C=C(C)CC[C@H]1C(=C)C
InChI: InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t17-,18+/m0/s1
InChIKey: QHMBSVQNZZTUGM-ZWKOTPCHSA-N
DeepSMILES: CCCCCcccO)ccc6)O))[C@@H]C=CC)CC[C@H]6C=C)C
Scaffold Graph/Node/Bond level: C1=CC(c2ccccc2)CCC1
Scaffold Graph/Node level: C1CCC(C2CCCCC2)CC1
Scaffold Graph level: C1CCC(C2CCCCC2)CC1
Functional groups: cO; CC(=CC)C; C=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Monoterpenoids
NP Classifier Biosynthetic pathway: Polyketides|Terpenoids
NP Classifier Superclass: Meroterpenoids
NP Classifier Class: Cannabinoids
Synonymous chemical names:
cannabidiol
External chemical identifiers:
CID:CID_644019; ChEMBL:CHEMBL190461; ChEBI:CHEBI:69478; ZINC:ZINC000004097406; FDASRS:19GBJ60SN5; SureChEMBL:SCHEMBL119679
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cannabidiol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 314.47
Log P RDKit 5.85
Topological polar surface area (Å2) RDKit 40.46
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.52
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
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
Cannabidiol
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 1
Ghose filter RDKit Failed
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 0.510775
Cannabidiol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -3.59
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 Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Cannabidiol
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_000243ENSG00000150594ADRA2A150ChEMBL, NPASS
TAR_EXP_000258ENSG00000043591ADRB1153ChEMBL, NPASS
TAR_EXP_000255ENSG00000184160ADRA2C152ChEMBL, NPASS
TAR_EXP_000249ENSG00000274286ADRA2B151ChEMBL, NPASS
TAR_EXP_001519ENSG00000142319SLC6A36531ChEMBL, NPASS
TAR_EXP_000325ENSG00000149295DRD21813ChEMBL, NPASS
TAR_EXP_000127ENSG00000168539CHRM11128ChEMBL, NPASS
TAR_EXP_000324ENSG00000184845DRD11812ChEMBL, NPASS
TAR_EXP_000281ENSG00000106258CYP3A51577ChEMBL, NPASS
TAR_EXP_001353ENSG00000134489HRH459340ChEMBL, NPASS
TAR_EXP_001299ENSG00000073756PTGS25743ChEMBL
TAR_EXP_001181ENSG00000166148AVPR1A552ChEMBL
TAR_EXP_000326ENSG00000151577DRD31814ChEMBL, NPASS
TAR_EXP_000125ENSG00000101180HRH311255BindingDB, ChEMBL, NPASS
TAR_EXP_000327ENSG00000069696DRD41815ChEMBL, NPASS
TAR_EXP_000330ENSG00000144891AGTR1185ChEMBL
TAR_EXP_000339ENSG00000151617EDNRA1909ChEMBL
TAR_EXP_000348ENSG00000146648EGFR1956ChEMBL
TAR_EXP_000367ENSG00000112759SLC29A12030ChEMBL
TAR_EXP_001171ENSG00000132170PPARG5468BindingDB, ChEMBL, NPASS
TAR_EXP_001473ENSG00000183873SCN5A6331ChEMBL
TAR_EXP_000328ENSG00000169676DRD51816ChEMBL, NPASS
TAR_EXP_001518ENSG00000103546SLC6A26530ChEMBL, NPASS
TAR_EXP_001892ENSG00000135898GPR559290BindingDB, ChEMBL, NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576BindingDB, ChEMBL, NPASS
TAR_EXP_001837ENSG00000163394CCKAR886ChEMBL
TAR_EXP_000264ENSG00000138061CYP1B11545BindingDB, ChEMBL, NPASS
TAR_EXP_000263ENSG00000140505CYP1A21544BindingDB, ChEMBL, NPASS
TAR_EXP_000262ENSG00000140465CYP1A11543BindingDB, ChEMBL, NPASS
TAR_EXP_000261ENSG00000169252ADRB2154ChEMBL, NPASS
TAR_EXP_000825ENSG00000111716LDHB3945ChEMBL
TAR_EXP_000851ENSG00000189221MAOA4128ChEMBL
TAR_EXP_000265ENSG00000255974CYP2A61548BindingDB, ChEMBL, NPASS
TAR_EXP_000267ENSG00000188778ADRB3155ChEMBL, NPASS
TAR_EXP_000268ENSG00000160870CYP3A71551NPASS
TAR_EXP_000270ENSG00000197408CYP2B61555ChEMBL, NPASS
TAR_EXP_001520ENSG00000108576SLC6A46532ChEMBL, NPASS
TAR_EXP_000861ENSG00000124089MC3R4159ChEMBL
TAR_EXP_000966ENSG00000116044NFE2L24780ChEMBL
TAR_EXP_001001ENSG00000116329OPRD14985BindingDB, ChEMBL, NPASS
TAR_EXP_001002ENSG00000082556OPRK14986BindingDB, ChEMBL, NPASS
TAR_EXP_001003ENSG00000112038OPRM14988BindingDB, ChEMBL, NPASS
TAR_EXP_001007ENSG00000089041P2RX75027ChEMBL, NPASS
TAR_EXP_001053ENSG00000172572PDE3A5139ChEMBL
TAR_EXP_001061ENSG00000113448PDE4D5144ChEMBL
TAR_EXP_001105ENSG00000082175PGR5241ChEMBL
TAR_EXP_000271ENSG00000165841CYP2C191557BindingDB, ChEMBL, NPASS
TAR_EXP_000273ENSG00000138109CYP2C91559BindingDB, ChEMBL, NPASS
TAR_EXP_000276ENSG00000272532CYP2D61565ChEMBL, NPASS
TAR_EXP_000881ENSG00000087085ACHE43ChEMBL
TAR_EXP_001591ENSG00000006638TBXA2R6915ChEMBL
TAR_EXP_001715ENSG00000144481TRPM879054ChEMBL
TAR_EXP_001670ENSG00000196689TRPV17442BindingDB, ChEMBL, NPASS
TAR_EXP_001606ENSG00000100300TSPO706ChEMBL, NPASS
TAR_EXP_000155ENSG00000162711NLRP3114548ChEMBL, NPASS
TAR_EXP_000727ENSG00000178394HTR1A3350ChEMBL, NPASS
TAR_EXP_000704ENSG00000113749HRH23274ChEMBL, NPASS
TAR_EXP_000703ENSG00000196639HRH13269ChEMBL, NPASS
TAR_EXP_000730ENSG00000168830HTR1E3354ChEMBL, NPASS
TAR_EXP_000729ENSG00000179546HTR1D3352ChEMBL, NPASS
TAR_EXP_000728ENSG00000135312HTR1B3351ChEMBL, NPASS
TAR_EXP_000645ENSG00000113580NR3C12908ChEMBL
TAR_EXP_000627ENSG00000102539MLNR2862ChEMBL
TAR_EXP_000600ENSG00000109084TMEM9727346ChEMBL, NPASS
TAR_EXP_000591ENSG00000138744NAAA27163ChEMBL, NPASS
TAR_EXP_000578ENSG00000121853GHSR2693ChEMBL
TAR_EXP_000533ENSG00000113327GABRG22566ChEMBL
TAR_EXP_000528ENSG00000145864GABRB22561ChEMBL
TAR_EXP_000522ENSG00000151834GABRA22555ChEMBL
TAR_EXP_000521ENSG00000022355GABRA12554ChEMBL
TAR_EXP_001836ENSG00000144852NR1I28856ChEMBL
TAR_EXP_001808ENSG00000276582ABCB118647ChEMBL
TAR_EXP_000236ENSG00000170214ADRA1B147ChEMBL, NPASS
TAR_EXP_000233ENSG00000171873ADRA1D146ChEMBL, NPASS
TAR_EXP_000214ENSG00000282608ADORA3140ChEMBL
TAR_EXP_000203ENSG00000128271ADORA2A135ChEMBL
TAR_EXP_000137ENSG00000184984CHRM51133ChEMBL, NPASS
TAR_EXP_000200ENSG00000163485ADORA1134ChEMBL
TAR_EXP_000387ENSG00000141736ERBB22064ChEMBL
TAR_EXP_000390ENSG00000142208AKT1207ChEMBL
TAR_EXP_000393ENSG00000105221AKT2208ChEMBL
TAR_EXP_000395ENSG00000091831ESR12099ChEMBL
TAR_EXP_000187ENSG00000118432CNR11268BindingDB, ChEMBL, NPASS
TAR_EXP_000401ENSG00000163631ALB213ChEMBL
TAR_EXP_000188ENSG00000188822CNR21269BindingDB, ChEMBL, NPASS
TAR_EXP_000732ENSG00000102468HTR2A3356ChEMBL, NPASS
TAR_EXP_000144ENSG00000101204CHRNA41137ChEMBL
TAR_EXP_000734ENSG00000147246HTR2C3358BindingDB, ChEMBL, NPASS
TAR_EXP_000041ENSG00000147955SIGMAR110280ChEMBL, NPASS
TAR_EXP_000733ENSG00000135914HTR2B3357ChEMBL, NPASS
TAR_EXP_000239ENSG00000120907ADRA1A148ChEMBL, NPASS
TAR_EXP_001753ENSG00000137752CASP1834BindingDB, ChEMBL
TAR_EXP_000018ENSG00000282301CYP3A7-CYP3A51P100861540ChEMBL
TAR_EXP_000002ENSG00000117020AKT310000ChEMBL
TAR_EXP_000130ENSG00000181072CHRM21129ChEMBL, NPASS
TAR_EXP_001675ENSG00000134780DAGLA747BindingDB, ChEMBL, NPASS
TAR_EXP_000824ENSG00000134333LDHA3939BindingDB, ChEMBL
TAR_EXP_000810ENSG00000128052KDR3791ChEMBL
TAR_EXP_000739ENSG00000148680HTR73363ChEMBL, NPASS
TAR_EXP_000134ENSG00000180720CHRM41132ChEMBL, NPASS
TAR_EXP_000738ENSG00000158748HTR63362ChEMBL, NPASS
TAR_EXP_000737ENSG00000157219HTR5A3361ChEMBL, NPASS
TAR_EXP_000735ENSG00000166736HTR3A3359ChEMBL, NPASS
TAR_EXP_000133ENSG00000133019CHRM31131ChEMBL, NPASS