Drug Information

Drug ID:  NPD4749
Drug Name:  9-tetrahydrocannabinol; Dronabinol
Molecular Formula:  C21H30O2
Canonical SMILES:  CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2C=C(C)CC1)(C)C
Standard InCHI:  InChI=1S/C21H30O2/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/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1
Standard InCHIKey:  CYQFCXCEBYINGO-IAGOWNOFSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD4749

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 NPC96940
High Similarity 0.9587 NPC211179
High Similarity 0.9587 NPC38604
High Similarity 0.9508 NPC472796
High Similarity 0.9508 NPC472795
High Similarity 0.9407 NPC218753
High Similarity 0.935 NPC222108
High Similarity 0.935 NPC472797
High Similarity 0.935 NPC96719
High Similarity 0.9237 NPC137294
High Similarity 0.9237 NPC85895
High Similarity 0.9194 NPC16577
High Similarity 0.9187 NPC46978
High Similarity 0.9127 NPC472798
High Similarity 0.9048 NPC472590
High Similarity 0.9048 NPC160623
High Similarity 0.9032 NPC473134
High Similarity 0.9024 NPC476254
High Similarity 0.9024 NPC131397
High Similarity 0.9008 NPC212965
High Similarity 0.8976 NPC469611
High Similarity 0.8943 NPC270030
High Similarity 0.8934 NPC74137
High Similarity 0.8934 NPC120638
High Similarity 0.8917 NPC51341
High Similarity 0.8917 NPC184302
High Similarity 0.8906 NPC469610
High Similarity 0.8898 NPC8899
High Similarity 0.8846 NPC472800
High Similarity 0.8833 NPC190514
High Similarity 0.88 NPC283049
High Similarity 0.88 NPC26879
High Similarity 0.88 NPC230479
High Similarity 0.88 NPC50315
High Similarity 0.875 NPC33270
High Similarity 0.875 NPC69261
High Similarity 0.872 NPC293801
High Similarity 0.8707 NPC186385
High Similarity 0.8707 NPC299568
High Similarity 0.8699 NPC54972
High Similarity 0.8699 NPC193364
High Similarity 0.8667 NPC150624
High Similarity 0.8661 NPC38664
High Similarity 0.8661 NPC53986
High Similarity 0.8632 NPC168657
High Similarity 0.8629 NPC77789
High Similarity 0.8629 NPC36016
High Similarity 0.8629 NPC100099
High Similarity 0.8629 NPC18128
High Similarity 0.8605 NPC244888
High Similarity 0.8605 NPC118683
High Similarity 0.8605 NPC164804
High Similarity 0.8605 NPC293203
High Similarity 0.8605 NPC68205
High Similarity 0.8605 NPC211413
High Similarity 0.8605 NPC469907
High Similarity 0.8595 NPC244816
High Similarity 0.8595 NPC50521
High Similarity 0.8595 NPC221549
High Similarity 0.8594 NPC93962
High Similarity 0.8583 NPC808
High Similarity 0.8583 NPC53906
High Similarity 0.8582 NPC71046
High Similarity 0.8571 NPC105031
High Similarity 0.8561 NPC126101
High Similarity 0.8561 NPC327735
High Similarity 0.856 NPC261992
High Similarity 0.856 NPC38761
High Similarity 0.856 NPC76465
High Similarity 0.8559 NPC255068
High Similarity 0.855 NPC473107
High Similarity 0.8548 NPC168707
High Similarity 0.8548 NPC48623
High Similarity 0.8538 NPC13005
High Similarity 0.8527 NPC474481
High Similarity 0.8527 NPC470225
High Similarity 0.8527 NPC27187
High Similarity 0.8516 NPC39064
High Similarity 0.8516 NPC47283
High Similarity 0.8512 NPC114064
High Similarity 0.8504 NPC82299
High Similarity 0.8504 NPC170485
High Similarity 0.85 NPC22610
High Similarity 0.85 NPC276737
Intermediate Similarity 0.8496 NPC35550
Intermediate Similarity 0.8492 NPC86502
Intermediate Similarity 0.8492 NPC106914
Intermediate Similarity 0.8492 NPC197351
Intermediate Similarity 0.8492 NPC246648
Intermediate Similarity 0.8492 NPC134195
Intermediate Similarity 0.8485 NPC327382
Intermediate Similarity 0.848 NPC57199
Intermediate Similarity 0.848 NPC188997
Intermediate Similarity 0.8473 NPC77196
Intermediate Similarity 0.8473 NPC24913
Intermediate Similarity 0.8473 NPC177712
Intermediate Similarity 0.8468 NPC96423
Intermediate Similarity 0.8468 NPC102639
Intermediate Similarity 0.8468 NPC45663
Intermediate Similarity 0.8462 NPC300875
Intermediate Similarity 0.8462 NPC280653
Intermediate Similarity 0.8462 NPC476166
Intermediate Similarity 0.8462 NPC17343
Intermediate Similarity 0.8462 NPC207892
Intermediate Similarity 0.8462 NPC471517
Intermediate Similarity 0.8462 NPC181497
Intermediate Similarity 0.8462 NPC164574
Intermediate Similarity 0.8462 NPC150011
Intermediate Similarity 0.8462 NPC129106
Intermediate Similarity 0.8462 NPC271945
Intermediate Similarity 0.8462 NPC268917
Intermediate Similarity 0.8462 NPC118114
Intermediate Similarity 0.8462 NPC236014
Intermediate Similarity 0.8462 NPC129784
Intermediate Similarity 0.8462 NPC162801
Intermediate Similarity 0.8462 NPC196765
Intermediate Similarity 0.8462 NPC228369
Intermediate Similarity 0.8462 NPC12875
Intermediate Similarity 0.8462 NPC206224
Intermediate Similarity 0.8455 NPC471449
Intermediate Similarity 0.8443 NPC470759
Intermediate Similarity 0.8443 NPC15860
Intermediate Similarity 0.8443 NPC187993
Intermediate Similarity 0.8443 NPC474933
Intermediate Similarity 0.8443 NPC238176
Intermediate Similarity 0.8443 NPC127894
Intermediate Similarity 0.8443 NPC219070
Intermediate Similarity 0.8438 NPC473221
Intermediate Similarity 0.8438 NPC149796
Intermediate Similarity 0.843 NPC167934
Intermediate Similarity 0.8425 NPC113495
Intermediate Similarity 0.8425 NPC285040
Intermediate Similarity 0.8425 NPC188022
Intermediate Similarity 0.8425 NPC103420
Intermediate Similarity 0.8425 NPC17809
Intermediate Similarity 0.8425 NPC102540
Intermediate Similarity 0.8421 NPC270456
Intermediate Similarity 0.8421 NPC248727
Intermediate Similarity 0.8421 NPC162659
Intermediate Similarity 0.8421 NPC173660
Intermediate Similarity 0.8421 NPC141717
Intermediate Similarity 0.8421 NPC265433
Intermediate Similarity 0.8417 NPC319803
Intermediate Similarity 0.8409 NPC225696
Intermediate Similarity 0.8409 NPC223008
Intermediate Similarity 0.8409 NPC97834
Intermediate Similarity 0.8409 NPC198154
Intermediate Similarity 0.8409 NPC115335
Intermediate Similarity 0.8409 NPC317380
Intermediate Similarity 0.8409 NPC296915
Intermediate Similarity 0.8403 NPC224527
Intermediate Similarity 0.84 NPC476633
Intermediate Similarity 0.8397 NPC127624
Intermediate Similarity 0.8394 NPC469795
Intermediate Similarity 0.8387 NPC8283
Intermediate Similarity 0.8387 NPC258979
Intermediate Similarity 0.8387 NPC93398
Intermediate Similarity 0.8372 NPC222572
Intermediate Similarity 0.8372 NPC274717
Intermediate Similarity 0.8372 NPC215300
Intermediate Similarity 0.8372 NPC87224
Intermediate Similarity 0.8362 NPC37802
Intermediate Similarity 0.8361 NPC85292
Intermediate Similarity 0.8361 NPC69539
Intermediate Similarity 0.8361 NPC54507
Intermediate Similarity 0.8361 NPC141090
Intermediate Similarity 0.8361 NPC229147
Intermediate Similarity 0.8359 NPC476006
Intermediate Similarity 0.8359 NPC276212
Intermediate Similarity 0.8359 NPC245060
Intermediate Similarity 0.8359 NPC471215
Intermediate Similarity 0.8359 NPC262573
Intermediate Similarity 0.8358 NPC134260
Intermediate Similarity 0.8346 NPC140521
Intermediate Similarity 0.8346 NPC138248
Intermediate Similarity 0.8346 NPC248557
Intermediate Similarity 0.8346 NPC61685
Intermediate Similarity 0.8346 NPC159132
Intermediate Similarity 0.8346 NPC78446
Intermediate Similarity 0.8346 NPC151224
Intermediate Similarity 0.8346 NPC228503
Intermediate Similarity 0.8346 NPC195022
Intermediate Similarity 0.8333 NPC85435
Intermediate Similarity 0.8333 NPC92805
Intermediate Similarity 0.8333 NPC269528
Intermediate Similarity 0.8333 NPC36661
Intermediate Similarity 0.8333 NPC11060
Intermediate Similarity 0.8333 NPC469557
Intermediate Similarity 0.8321 NPC82503
Intermediate Similarity 0.8309 NPC265075
Intermediate Similarity 0.8308 NPC471518
Intermediate Similarity 0.8308 NPC134360
Intermediate Similarity 0.8308 NPC471519
Intermediate Similarity 0.8306 NPC295259
Intermediate Similarity 0.8296 NPC70682
Intermediate Similarity 0.8296 NPC25966
Intermediate Similarity 0.8296 NPC127218
Intermediate Similarity 0.8296 NPC260741
Intermediate Similarity 0.8296 NPC471388
Intermediate Similarity 0.8296 NPC319647

Drug Structure

External Identifiers

TTD   DNCL001599; DAP000207
DrugBank   DB00470
ChEMBL   CHEMBL465
IUPHAR/BPS   2424
PharmaGKB   PA449421
KEGG Drug   D00306
PubChem CID   16078; 44148067
ChEBI   66964
CAS Number  

Drug Properties

Molecular Weight  314.22
ALogP  0.0246
MLogP  3.55
XLogP  6.205
HDA  0
HBD  1
Rotatable Bonds  9
TPSA  29.46
RO5 Violation  1