Drug Information

Drug ID:  NPD4625
Drug Name:  Cannabinol
Molecular Formula:  C21H26O2
Canonical SMILES:  CCCCCc1cc(O)c2c(c1)OC(c1c2cc(C)cc1)(C)C
Standard InCHI:  InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Standard InCHIKey:  VBGLYOIFKLUMQG-UHFFFAOYSA-N
Max Developmental Stage:  Phase 3
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD4625

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
High Similarity 1.0 NPC16577
High Similarity 0.968 NPC160623
High Similarity 0.952 NPC222108
High Similarity 0.952 NPC96719
High Similarity 0.936 NPC46978
High Similarity 0.92 NPC105031
High Similarity 0.9194 NPC96940
High Similarity 0.9147 NPC469611
High Similarity 0.9134 NPC215300
High Similarity 0.9127 NPC170485
High Similarity 0.912 NPC61685
High Similarity 0.9106 NPC218753
High Similarity 0.9077 NPC469610
High Similarity 0.907 NPC8899
High Similarity 0.9062 NPC472797
High Similarity 0.9055 NPC53781
High Similarity 0.9055 NPC473134
High Similarity 0.903 NPC71046
High Similarity 0.9008 NPC473107
High Similarity 0.9 NPC472798
High Similarity 0.8984 NPC38017
High Similarity 0.8968 NPC138248
High Similarity 0.8968 NPC270030
High Similarity 0.8968 NPC228503
High Similarity 0.896 NPC74137
High Similarity 0.8947 NPC35550
High Similarity 0.8943 NPC137294
High Similarity 0.8943 NPC184302
High Similarity 0.8943 NPC85895
High Similarity 0.8923 NPC282508
High Similarity 0.8923 NPC472590
High Similarity 0.8915 NPC472796
High Similarity 0.8915 NPC472795
High Similarity 0.8906 NPC473221
High Similarity 0.8898 NPC105718
High Similarity 0.8898 NPC278955
High Similarity 0.8898 NPC293801
High Similarity 0.8889 NPC265075
High Similarity 0.8862 NPC63010
High Similarity 0.8862 NPC190514
High Similarity 0.8837 NPC53986
High Similarity 0.8837 NPC211179
High Similarity 0.8837 NPC38664
High Similarity 0.8837 NPC38604
High Similarity 0.8832 NPC469795
High Similarity 0.8828 NPC82299
High Similarity 0.8819 NPC106914
High Similarity 0.8819 NPC197351
High Similarity 0.8819 NPC134195
High Similarity 0.8819 NPC86502
High Similarity 0.8819 NPC246648
High Similarity 0.88 NPC102639
High Similarity 0.8797 NPC37410
High Similarity 0.878 NPC50521
High Similarity 0.878 NPC244816
High Similarity 0.878 NPC33270
High Similarity 0.878 NPC221549
High Similarity 0.878 NPC69261
High Similarity 0.8779 NPC164804
High Similarity 0.8779 NPC244888
High Similarity 0.8779 NPC68205
High Similarity 0.8779 NPC118683
High Similarity 0.8779 NPC293203
High Similarity 0.8779 NPC211413
High Similarity 0.8769 NPC93962
High Similarity 0.876 NPC149796
High Similarity 0.875 NPC285040
High Similarity 0.875 NPC188022
High Similarity 0.875 NPC102540
High Similarity 0.875 NPC131397
High Similarity 0.875 NPC17809
High Similarity 0.875 NPC476254
High Similarity 0.875 NPC103420
High Similarity 0.875 NPC113495
High Similarity 0.8741 NPC32630
High Similarity 0.8731 NPC472647
High Similarity 0.8731 NPC206525
High Similarity 0.8731 NPC170328
High Similarity 0.8731 NPC472649
High Similarity 0.8731 NPC472800
High Similarity 0.8731 NPC191462
High Similarity 0.8731 NPC133463
High Similarity 0.8731 NPC472648
High Similarity 0.873 NPC212965
High Similarity 0.873 NPC476633
High Similarity 0.8712 NPC13005
High Similarity 0.8705 NPC233980
High Similarity 0.8702 NPC254000
High Similarity 0.8699 NPC150624
High Similarity 0.8696 NPC473845
High Similarity 0.8692 NPC274717
High Similarity 0.8682 NPC50315
High Similarity 0.8682 NPC276212
High Similarity 0.8682 NPC230479
High Similarity 0.8682 NPC26879
High Similarity 0.8682 NPC283049
High Similarity 0.8676 NPC198038
High Similarity 0.8672 NPC159132
High Similarity 0.8667 NPC266006
High Similarity 0.8667 NPC56329
High Similarity 0.8667 NPC71465
High Similarity 0.8667 NPC242715
High Similarity 0.8667 NPC472646
High Similarity 0.8661 NPC120638
High Similarity 0.8661 NPC77789
High Similarity 0.8661 NPC57199
High Similarity 0.8661 NPC100099
High Similarity 0.8661 NPC18128
High Similarity 0.8661 NPC36016
High Similarity 0.8657 NPC258780
High Similarity 0.8651 NPC277798
High Similarity 0.8651 NPC100108
High Similarity 0.8651 NPC45663
High Similarity 0.8647 NPC85435
High Similarity 0.8647 NPC92805
High Similarity 0.8647 NPC77196
High Similarity 0.8643 NPC474397
High Similarity 0.8636 NPC236014
High Similarity 0.8636 NPC129106
High Similarity 0.8636 NPC280653
High Similarity 0.8636 NPC207892
High Similarity 0.8636 NPC206224
High Similarity 0.8636 NPC228369
High Similarity 0.8636 NPC476166
High Similarity 0.8636 NPC164574
High Similarity 0.8636 NPC268917
High Similarity 0.8636 NPC118114
High Similarity 0.8636 NPC12875
High Similarity 0.8636 NPC17343
High Similarity 0.8636 NPC300875
High Similarity 0.8636 NPC196765
High Similarity 0.8636 NPC150011
High Similarity 0.8636 NPC129784
High Similarity 0.8626 NPC134360
High Similarity 0.8618 NPC53906
High Similarity 0.8618 NPC167934
High Similarity 0.8618 NPC808
High Similarity 0.8603 NPC220344
High Similarity 0.8603 NPC132804
High Similarity 0.8603 NPC243996
High Similarity 0.8603 NPC275061
High Similarity 0.8594 NPC76465
High Similarity 0.8594 NPC38761
High Similarity 0.8593 NPC234952
High Similarity 0.8593 NPC126101
High Similarity 0.8593 NPC30632
High Similarity 0.8583 NPC168707
High Similarity 0.8583 NPC48623
High Similarity 0.8583 NPC54972
High Similarity 0.8583 NPC193364
High Similarity 0.8582 NPC117048
High Similarity 0.8582 NPC198154
High Similarity 0.8582 NPC97834
High Similarity 0.8582 NPC115335
High Similarity 0.8582 NPC124085
High Similarity 0.8582 NPC296915
High Similarity 0.8582 NPC225696
High Similarity 0.8582 NPC71372
High Similarity 0.8582 NPC223008
High Similarity 0.8561 NPC474481
High Similarity 0.8561 NPC36732
High Similarity 0.8561 NPC470225
High Similarity 0.8561 NPC27187
High Similarity 0.856 NPC131118
High Similarity 0.854 NPC12668
High Similarity 0.854 NPC308768
High Similarity 0.854 NPC234568
High Similarity 0.854 NPC273623
High Similarity 0.8537 NPC276737
High Similarity 0.8537 NPC22610
High Similarity 0.8529 NPC230919
High Similarity 0.8529 NPC200935
High Similarity 0.8529 NPC22902
High Similarity 0.8529 NPC266453
High Similarity 0.8519 NPC294884
High Similarity 0.8519 NPC473413
High Similarity 0.8519 NPC10314
High Similarity 0.8519 NPC69029
High Similarity 0.8519 NPC241241
High Similarity 0.8519 NPC108198
High Similarity 0.8519 NPC158142
High Similarity 0.8519 NPC200557
High Similarity 0.8507 NPC24913
High Similarity 0.8507 NPC177712
High Similarity 0.8504 NPC212559
High Similarity 0.85 NPC469557
Intermediate Similarity 0.8496 NPC469907
Intermediate Similarity 0.8496 NPC162801
Intermediate Similarity 0.8496 NPC271945
Intermediate Similarity 0.8496 NPC103799
Intermediate Similarity 0.8496 NPC15543
Intermediate Similarity 0.8496 NPC181497
Intermediate Similarity 0.8496 NPC191395
Intermediate Similarity 0.8485 NPC471519
Intermediate Similarity 0.8485 NPC471518
Intermediate Similarity 0.848 NPC195466
Intermediate Similarity 0.848 NPC474933
Intermediate Similarity 0.848 NPC127894
Intermediate Similarity 0.848 NPC15860
Intermediate Similarity 0.848 NPC470759

Drug Structure

External Identifiers

TTD  
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  310.19
ALogP  -0.1286
MLogP  3.55
XLogP  7.264
HDA  0
HBD  1
Rotatable Bonds  9
TPSA  29.46
RO5 Violation  1