Drug Information

Drug ID:  NPD1445
Drug Name:  Tapentadol
Molecular Formula:  C14H23NO
Canonical SMILES:  CC[C@@H](c1cccc(c1)O)[C@H](CN(C)C)C
Standard InCHI:  InChI=1S/C14H23NO/c1-5-14(11(2)10-15(3)4)12-7-6-8-13(16)9-12/h6-9,11,14,16H,5,10H2,1-4H3/t11-,14+/m0/s1
Standard InCHIKey:  KWTWDQCKEHXFFR-SMDDNHRTSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1445

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 0.8911 NPC289381
High Similarity 0.8911 NPC155847
High Similarity 0.8558 NPC68055
High Similarity 0.8529 NPC6597
High Similarity 0.8529 NPC79241
High Similarity 0.85 NPC55903
High Similarity 0.85 NPC306884
High Similarity 0.85 NPC147284
High Similarity 0.85 NPC94139
High Similarity 0.85 NPC162314
High Similarity 0.85 NPC3358
High Similarity 0.85 NPC210497
Intermediate Similarity 0.8485 NPC192
Intermediate Similarity 0.8469 NPC27974
Intermediate Similarity 0.8431 NPC259512
Intermediate Similarity 0.8431 NPC312132
Intermediate Similarity 0.84 NPC304541
Intermediate Similarity 0.8365 NPC72729
Intermediate Similarity 0.8349 NPC474149
Intermediate Similarity 0.8333 NPC222146
Intermediate Similarity 0.8269 NPC299762
Intermediate Similarity 0.8269 NPC33675
Intermediate Similarity 0.8235 NPC76938
Intermediate Similarity 0.8235 NPC152415
Intermediate Similarity 0.8235 NPC27323
Intermediate Similarity 0.8235 NPC245187
Intermediate Similarity 0.8235 NPC316301
Intermediate Similarity 0.8208 NPC178902
Intermediate Similarity 0.82 NPC123273
Intermediate Similarity 0.82 NPC258219
Intermediate Similarity 0.82 NPC242240
Intermediate Similarity 0.82 NPC318325
Intermediate Similarity 0.8173 NPC474073
Intermediate Similarity 0.8173 NPC77492
Intermediate Similarity 0.8167 NPC66177
Intermediate Similarity 0.8167 NPC268763
Intermediate Similarity 0.8167 NPC8305
Intermediate Similarity 0.8163 NPC150837
Intermediate Similarity 0.8158 NPC137096
Intermediate Similarity 0.8155 NPC32714
Intermediate Similarity 0.8148 NPC231705
Intermediate Similarity 0.8131 NPC475225
Intermediate Similarity 0.8113 NPC252105
Intermediate Similarity 0.8103 NPC321133
Intermediate Similarity 0.81 NPC19680
Intermediate Similarity 0.81 NPC113460
Intermediate Similarity 0.81 NPC25493
Intermediate Similarity 0.8095 NPC125732
Intermediate Similarity 0.8091 NPC258056
Intermediate Similarity 0.8087 NPC85276
Intermediate Similarity 0.8073 NPC142297
Intermediate Similarity 0.8053 NPC142599
Intermediate Similarity 0.8039 NPC306074
Intermediate Similarity 0.8039 NPC231150
Intermediate Similarity 0.8039 NPC155908
Intermediate Similarity 0.8037 NPC471228
Intermediate Similarity 0.8037 NPC235762
Intermediate Similarity 0.8033 NPC126859
Intermediate Similarity 0.8033 NPC259665
Intermediate Similarity 0.8033 NPC89769
Intermediate Similarity 0.802 NPC177420
Intermediate Similarity 0.802 NPC280347
Intermediate Similarity 0.8019 NPC211885
Intermediate Similarity 0.8019 NPC248396
Intermediate Similarity 0.8019 NPC129373
Intermediate Similarity 0.8019 NPC48730
Intermediate Similarity 0.8 NPC407
Intermediate Similarity 0.8 NPC225464
Intermediate Similarity 0.8 NPC23167
Intermediate Similarity 0.8 NPC307235
Intermediate Similarity 0.8 NPC152097
Intermediate Similarity 0.7981 NPC8392
Intermediate Similarity 0.7981 NPC274678
Intermediate Similarity 0.7963 NPC475580
Intermediate Similarity 0.7963 NPC323810
Intermediate Similarity 0.7951 NPC124802
Intermediate Similarity 0.7944 NPC12221
Intermediate Similarity 0.7941 NPC55561
Intermediate Similarity 0.7925 NPC122005
Intermediate Similarity 0.7925 NPC92730
Intermediate Similarity 0.7925 NPC252821
Intermediate Similarity 0.7925 NPC260775
Intermediate Similarity 0.7909 NPC66834
Intermediate Similarity 0.7909 NPC320439
Intermediate Similarity 0.7905 NPC292730
Intermediate Similarity 0.7905 NPC216520
Intermediate Similarity 0.7905 NPC473388
Intermediate Similarity 0.7905 NPC82664
Intermediate Similarity 0.7905 NPC132271
Intermediate Similarity 0.7905 NPC202986
Intermediate Similarity 0.79 NPC197783
Intermediate Similarity 0.79 NPC155393
Intermediate Similarity 0.7895 NPC118202
Intermediate Similarity 0.789 NPC117115
Intermediate Similarity 0.789 NPC47284
Intermediate Similarity 0.7885 NPC289769
Intermediate Similarity 0.7876 NPC146422
Intermediate Similarity 0.787 NPC269212
Intermediate Similarity 0.787 NPC146798
Intermediate Similarity 0.787 NPC85479
Intermediate Similarity 0.787 NPC222522
Intermediate Similarity 0.787 NPC71002
Intermediate Similarity 0.787 NPC168303
Intermediate Similarity 0.787 NPC108497
Intermediate Similarity 0.787 NPC302219
Intermediate Similarity 0.787 NPC313030
Intermediate Similarity 0.787 NPC53051
Intermediate Similarity 0.787 NPC106396
Intermediate Similarity 0.787 NPC242342
Intermediate Similarity 0.787 NPC249828
Intermediate Similarity 0.787 NPC24404
Intermediate Similarity 0.787 NPC94351
Intermediate Similarity 0.785 NPC225506
Intermediate Similarity 0.785 NPC166761
Intermediate Similarity 0.785 NPC12931
Intermediate Similarity 0.785 NPC10588
Intermediate Similarity 0.785 NPC70677
Intermediate Similarity 0.785 NPC228400
Intermediate Similarity 0.785 NPC130756
Intermediate Similarity 0.785 NPC174911
Intermediate Similarity 0.785 NPC294741
Intermediate Similarity 0.785 NPC214200
Intermediate Similarity 0.7838 NPC153690
Intermediate Similarity 0.7838 NPC24101
Intermediate Similarity 0.7838 NPC96224
Intermediate Similarity 0.7838 NPC11554
Intermediate Similarity 0.7838 NPC64586
Intermediate Similarity 0.7833 NPC307020
Intermediate Similarity 0.783 NPC32674
Intermediate Similarity 0.783 NPC475078
Intermediate Similarity 0.783 NPC156313
Intermediate Similarity 0.7826 NPC213
Intermediate Similarity 0.7826 NPC10286
Intermediate Similarity 0.7826 NPC317254
Intermediate Similarity 0.7822 NPC184169
Intermediate Similarity 0.7818 NPC310456
Intermediate Similarity 0.7818 NPC53740
Intermediate Similarity 0.7818 NPC477814
Intermediate Similarity 0.7818 NPC21594
Intermediate Similarity 0.781 NPC26244
Intermediate Similarity 0.78 NPC286904
Intermediate Similarity 0.78 NPC175313
Intermediate Similarity 0.78 NPC248817
Intermediate Similarity 0.7798 NPC120719
Intermediate Similarity 0.7788 NPC271440
Intermediate Similarity 0.7788 NPC29373
Intermediate Similarity 0.7778 NPC24407
Intermediate Similarity 0.7778 NPC294186
Intermediate Similarity 0.7778 NPC284011
Intermediate Similarity 0.7778 NPC192032
Intermediate Similarity 0.7778 NPC477685
Intermediate Similarity 0.7778 NPC72947
Intermediate Similarity 0.7778 NPC11280
Intermediate Similarity 0.7778 NPC137415
Intermediate Similarity 0.7778 NPC166313
Intermediate Similarity 0.7778 NPC147310
Intermediate Similarity 0.7768 NPC316052
Intermediate Similarity 0.7768 NPC228343
Intermediate Similarity 0.7768 NPC58865
Intermediate Similarity 0.7768 NPC254833
Intermediate Similarity 0.7767 NPC312304
Intermediate Similarity 0.7748 NPC151477
Intermediate Similarity 0.7727 NPC239291
Intermediate Similarity 0.7714 NPC151715
Intermediate Similarity 0.7712 NPC268572
Intermediate Similarity 0.7706 NPC196479
Intermediate Similarity 0.77 NPC124436
Intermediate Similarity 0.77 NPC265146
Intermediate Similarity 0.7699 NPC13482
Intermediate Similarity 0.7692 NPC204210
Intermediate Similarity 0.7692 NPC45040
Intermediate Similarity 0.7692 NPC283468
Intermediate Similarity 0.7685 NPC29601
Intermediate Similarity 0.7679 NPC306295
Intermediate Similarity 0.767 NPC98772
Intermediate Similarity 0.7664 NPC109955
Intermediate Similarity 0.7664 NPC107619
Intermediate Similarity 0.7658 NPC469913
Intermediate Similarity 0.7658 NPC155072
Intermediate Similarity 0.7658 NPC271274
Intermediate Similarity 0.7642 NPC144682
Intermediate Similarity 0.7636 NPC327811
Intermediate Similarity 0.7636 NPC218879
Intermediate Similarity 0.7636 NPC272029
Intermediate Similarity 0.7636 NPC254965
Intermediate Similarity 0.7636 NPC244513
Intermediate Similarity 0.7636 NPC227458
Intermediate Similarity 0.7636 NPC238696
Intermediate Similarity 0.7636 NPC241891
Intermediate Similarity 0.7632 NPC224527
Intermediate Similarity 0.7632 NPC470770
Intermediate Similarity 0.7632 NPC77772
Intermediate Similarity 0.7632 NPC163674
Intermediate Similarity 0.7632 NPC322753
Intermediate Similarity 0.7632 NPC266937
Intermediate Similarity 0.7632 NPC54373
Intermediate Similarity 0.7627 NPC122009
Intermediate Similarity 0.7619 NPC138117
Intermediate Similarity 0.7619 NPC149379
Intermediate Similarity 0.7619 NPC325292

Drug Structure

External Identifiers

TTD   DNAP001696
DrugBank   DB06204
ChEMBL   CHEMBL1201776
IUPHAR/BPS   7477
PharmaGKB  
KEGG Drug   D06007
PubChem CID   9838022
ChEBI   135935
CAS Number  175591-23-8

Drug Properties

Molecular Weight  221.18
ALogP  -0.3685
MLogP  2.78
XLogP  3.676
HDA  1
HBD  1
Rotatable Bonds  10
TPSA  23.47
RO5 Violation  0