Drug Information

Drug ID:  NPD2233
Drug Name:  Tramadol
Molecular Formula:  C16H25NO2
Canonical SMILES:  COc1cccc(c1)[C@@]1(O)CCCC[C@@H]1CN(C)C
Standard InCHI:  InChI=1S/C16H25NO2/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3/t14-,16+/m1/s1
Standard InCHIKey:  TVYLLZQTGLZFBW-ZBFHGGJFSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD2233

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 0.9237 NPC321133
Intermediate Similarity 0.8254 NPC471315
Intermediate Similarity 0.8254 NPC471314
Intermediate Similarity 0.808 NPC43275
Intermediate Similarity 0.8067 NPC201959
Intermediate Similarity 0.8067 NPC75440
Intermediate Similarity 0.8017 NPC275627
Intermediate Similarity 0.8016 NPC289330
Intermediate Similarity 0.8016 NPC17388
Intermediate Similarity 0.8016 NPC53596
Intermediate Similarity 0.8016 NPC471308
Intermediate Similarity 0.8016 NPC160120
Intermediate Similarity 0.7983 NPC233320
Intermediate Similarity 0.7969 NPC188997
Intermediate Similarity 0.7967 NPC470837
Intermediate Similarity 0.7953 NPC129176
Intermediate Similarity 0.7943 NPC476151
Intermediate Similarity 0.7941 NPC193528
Intermediate Similarity 0.7937 NPC51341
Intermediate Similarity 0.791 NPC325568
Intermediate Similarity 0.7907 NPC261992
Intermediate Similarity 0.7899 NPC113457
Intermediate Similarity 0.7886 NPC141003
Intermediate Similarity 0.7886 NPC35344
Intermediate Similarity 0.7869 NPC166837
Intermediate Similarity 0.7863 NPC301713
Intermediate Similarity 0.7863 NPC218323
Intermediate Similarity 0.7846 NPC248557
Intermediate Similarity 0.7832 NPC477565
Intermediate Similarity 0.7832 NPC103379
Intermediate Similarity 0.7805 NPC98372
Intermediate Similarity 0.7805 NPC228452
Intermediate Similarity 0.7805 NPC474920
Intermediate Similarity 0.7803 NPC251571
Intermediate Similarity 0.7801 NPC185838
Intermediate Similarity 0.7797 NPC24327
Intermediate Similarity 0.7797 NPC12870
Intermediate Similarity 0.7795 NPC310338
Intermediate Similarity 0.7795 NPC471449
Intermediate Similarity 0.7795 NPC281298
Intermediate Similarity 0.7778 NPC187993
Intermediate Similarity 0.7778 NPC69261
Intermediate Similarity 0.7778 NPC238176
Intermediate Similarity 0.7778 NPC33270
Intermediate Similarity 0.7761 NPC114102
Intermediate Similarity 0.776 NPC283169
Intermediate Similarity 0.776 NPC808
Intermediate Similarity 0.776 NPC53906
Intermediate Similarity 0.776 NPC473718
Intermediate Similarity 0.7759 NPC470161
Intermediate Similarity 0.7752 NPC168707
Intermediate Similarity 0.7752 NPC48623
Intermediate Similarity 0.775 NPC30416
Intermediate Similarity 0.7744 NPC155838
Intermediate Similarity 0.7737 NPC167944
Intermediate Similarity 0.7737 NPC231884
Intermediate Similarity 0.7737 NPC42793
Intermediate Similarity 0.7734 NPC103916
Intermediate Similarity 0.7734 NPC165133
Intermediate Similarity 0.7734 NPC95614
Intermediate Similarity 0.7734 NPC263835
Intermediate Similarity 0.7734 NPC242885
Intermediate Similarity 0.7734 NPC117780
Intermediate Similarity 0.7734 NPC474131
Intermediate Similarity 0.7734 NPC56214
Intermediate Similarity 0.7734 NPC232316
Intermediate Similarity 0.7734 NPC227217
Intermediate Similarity 0.7731 NPC474603
Intermediate Similarity 0.7731 NPC12987
Intermediate Similarity 0.7727 NPC470724
Intermediate Similarity 0.7717 NPC190514
Intermediate Similarity 0.7717 NPC474040
Intermediate Similarity 0.7717 NPC283616
Intermediate Similarity 0.7717 NPC63010
Intermediate Similarity 0.771 NPC95733
Intermediate Similarity 0.771 NPC61685
Intermediate Similarity 0.771 NPC62101
Intermediate Similarity 0.7704 NPC118419
Intermediate Similarity 0.7704 NPC474200
Intermediate Similarity 0.7704 NPC214869
Intermediate Similarity 0.7698 NPC150624
Intermediate Similarity 0.7698 NPC69539
Intermediate Similarity 0.7692 NPC152946
Intermediate Similarity 0.7692 NPC30462
Intermediate Similarity 0.7692 NPC321505
Intermediate Similarity 0.7692 NPC85488
Intermediate Similarity 0.7692 NPC191376
Intermediate Similarity 0.7692 NPC179825
Intermediate Similarity 0.7687 NPC195749
Intermediate Similarity 0.7687 NPC52029
Intermediate Similarity 0.7687 NPC35961
Intermediate Similarity 0.7686 NPC320439
Intermediate Similarity 0.7681 NPC231163
Intermediate Similarity 0.7681 NPC318591
Intermediate Similarity 0.768 NPC276737
Intermediate Similarity 0.768 NPC22610
Intermediate Similarity 0.7674 NPC100108
Intermediate Similarity 0.7674 NPC277798
Intermediate Similarity 0.7674 NPC102639
Intermediate Similarity 0.7674 NPC45663
Intermediate Similarity 0.7669 NPC153990
Intermediate Similarity 0.7669 NPC172403
Intermediate Similarity 0.7656 NPC184302
Intermediate Similarity 0.7656 NPC32152
Intermediate Similarity 0.7652 NPC76119
Intermediate Similarity 0.7652 NPC29477
Intermediate Similarity 0.7652 NPC470726
Intermediate Similarity 0.7652 NPC4286
Intermediate Similarity 0.7639 NPC135538
Intermediate Similarity 0.7639 NPC24233
Intermediate Similarity 0.7639 NPC147390
Intermediate Similarity 0.7639 NPC476571
Intermediate Similarity 0.7639 NPC428
Intermediate Similarity 0.7639 NPC246587
Intermediate Similarity 0.7638 NPC470759
Intermediate Similarity 0.7638 NPC50521
Intermediate Similarity 0.7638 NPC244816
Intermediate Similarity 0.7638 NPC15860
Intermediate Similarity 0.7638 NPC127894
Intermediate Similarity 0.7638 NPC474933
Intermediate Similarity 0.7638 NPC219070
Intermediate Similarity 0.7638 NPC221549
Intermediate Similarity 0.7634 NPC211218
Intermediate Similarity 0.7634 NPC280704
Intermediate Similarity 0.7626 NPC231572
Intermediate Similarity 0.7623 NPC241549
Intermediate Similarity 0.7619 NPC167934
Intermediate Similarity 0.7619 NPC303370
Intermediate Similarity 0.7615 NPC38996
Intermediate Similarity 0.7615 NPC160380
Intermediate Similarity 0.7615 NPC475839
Intermediate Similarity 0.7612 NPC47288
Intermediate Similarity 0.7612 NPC283079
Intermediate Similarity 0.7609 NPC131204
Intermediate Similarity 0.7609 NPC301050
Intermediate Similarity 0.76 NPC165106
Intermediate Similarity 0.7597 NPC232295
Intermediate Similarity 0.7591 NPC218530
Intermediate Similarity 0.7583 NPC323810
Intermediate Similarity 0.7583 NPC241224
Intermediate Similarity 0.7581 NPC21890
Intermediate Similarity 0.7581 NPC470723
Intermediate Similarity 0.7581 NPC54373
Intermediate Similarity 0.7578 NPC470626
Intermediate Similarity 0.7574 NPC153019
Intermediate Similarity 0.7571 NPC314682
Intermediate Similarity 0.7568 NPC184026
Intermediate Similarity 0.7568 NPC295691
Intermediate Similarity 0.7568 NPC193949
Intermediate Similarity 0.7568 NPC204828
Intermediate Similarity 0.7568 NPC54379
Intermediate Similarity 0.7568 NPC110416
Intermediate Similarity 0.7568 NPC278799
Intermediate Similarity 0.7568 NPC276588
Intermediate Similarity 0.7568 NPC207757
Intermediate Similarity 0.7568 NPC127674
Intermediate Similarity 0.7568 NPC39701
Intermediate Similarity 0.7568 NPC469817
Intermediate Similarity 0.7568 NPC249797
Intermediate Similarity 0.7568 NPC189266
Intermediate Similarity 0.7568 NPC172765
Intermediate Similarity 0.7568 NPC5238
Intermediate Similarity 0.7568 NPC2413
Intermediate Similarity 0.7563 NPC300166
Intermediate Similarity 0.7561 NPC474272
Intermediate Similarity 0.7559 NPC81067
Intermediate Similarity 0.7559 NPC141090
Intermediate Similarity 0.7559 NPC9341
Intermediate Similarity 0.7559 NPC114064
Intermediate Similarity 0.7559 NPC312105
Intermediate Similarity 0.7557 NPC298486
Intermediate Similarity 0.7557 NPC18128
Intermediate Similarity 0.7557 NPC77789
Intermediate Similarity 0.7556 NPC160193
Intermediate Similarity 0.7556 NPC472797
Intermediate Similarity 0.7541 NPC186469
Intermediate Similarity 0.7538 NPC212559
Intermediate Similarity 0.7537 NPC473221
Intermediate Similarity 0.7537 NPC66177
Intermediate Similarity 0.7537 NPC5428
Intermediate Similarity 0.7537 NPC8305
Intermediate Similarity 0.7537 NPC186898
Intermediate Similarity 0.7537 NPC268763
Intermediate Similarity 0.7536 NPC11147
Intermediate Similarity 0.7534 NPC274026
Intermediate Similarity 0.7519 NPC9067
Intermediate Similarity 0.7519 NPC228771
Intermediate Similarity 0.7519 NPC113495
Intermediate Similarity 0.7519 NPC105031
Intermediate Similarity 0.7519 NPC29008
Intermediate Similarity 0.7519 NPC266705
Intermediate Similarity 0.7518 NPC213206
Intermediate Similarity 0.7518 NPC328750
Intermediate Similarity 0.7518 NPC474915
Intermediate Similarity 0.7518 NPC188163
Intermediate Similarity 0.7517 NPC29647
Intermediate Similarity 0.7517 NPC7467
Intermediate Similarity 0.75 NPC217277
Intermediate Similarity 0.75 NPC31344
Intermediate Similarity 0.75 NPC328267

Drug Structure

External Identifiers

TTD   DAP000140
DrugBank   DB00193
ChEMBL   CHEMBL1066
IUPHAR/BPS  
PharmaGKB   PA451735
KEGG Drug   D08623
PubChem CID  
ChEBI   75725
CAS Number  27203-92-5

Drug Properties

Molecular Weight  263.19
ALogP  -0.9385
MLogP  2.89
XLogP  2.881
HDA  2
HBD  1
Rotatable Bonds  8
TPSA  32.7
RO5 Violation  0