Drug Information

Drug ID:  NPD1755
Drug Name:  Ketobemidone
Molecular Formula:  C15H21NO2
Canonical SMILES:  CCC(=O)C1(CCN(CC1)C)c1cccc(c1)O
Standard InCHI:  InChI=1S/C15H21NO2/c1-3-14(18)15(7-9-16(2)10-8-15)12-5-4-6-13(17)11-12/h4-6,11,17H,3,7-10H2,1-2H3
Standard InCHIKey:  ALFGKMXHOUSVAD-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; DrugBank

  Structural Similarity Between NPASS Natural Products and NPD1755

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 0.8651 NPC305717
Intermediate Similarity 0.7744 NPC8305
Intermediate Similarity 0.7744 NPC268763
Intermediate Similarity 0.7744 NPC66177
Intermediate Similarity 0.773 NPC297322
Intermediate Similarity 0.7704 NPC257390
Intermediate Similarity 0.7686 NPC317592
Intermediate Similarity 0.768 NPC162113
Intermediate Similarity 0.768 NPC62546
Intermediate Similarity 0.766 NPC138438
Intermediate Similarity 0.766 NPC908
Intermediate Similarity 0.7642 NPC95172
Intermediate Similarity 0.763 NPC126859
Intermediate Similarity 0.763 NPC89769
Intermediate Similarity 0.763 NPC259665
Intermediate Similarity 0.7627 NPC280869
Intermediate Similarity 0.7623 NPC34715
Intermediate Similarity 0.7603 NPC68967
Intermediate Similarity 0.76 NPC231717
Intermediate Similarity 0.7597 NPC258366
Intermediate Similarity 0.7597 NPC473974
Intermediate Similarity 0.7597 NPC79933
Intermediate Similarity 0.7597 NPC31296
Intermediate Similarity 0.7571 NPC150712
Intermediate Similarity 0.7563 NPC155847
Intermediate Similarity 0.7563 NPC289381
Intermediate Similarity 0.7559 NPC322197
Intermediate Similarity 0.7556 NPC124802
Intermediate Similarity 0.7542 NPC260000
Intermediate Similarity 0.7538 NPC318552
Intermediate Similarity 0.7538 NPC190501
Intermediate Similarity 0.7521 NPC8931
Intermediate Similarity 0.7521 NPC261573
Intermediate Similarity 0.7521 NPC120693
Intermediate Similarity 0.75 NPC477453
Intermediate Similarity 0.75 NPC158854
Intermediate Similarity 0.75 NPC55903
Intermediate Similarity 0.75 NPC176208
Intermediate Similarity 0.7482 NPC109580
Intermediate Similarity 0.7481 NPC259703
Intermediate Similarity 0.7481 NPC32322
Intermediate Similarity 0.748 NPC226699
Intermediate Similarity 0.748 NPC228737
Intermediate Similarity 0.7462 NPC42657
Intermediate Similarity 0.7448 NPC476444
Intermediate Similarity 0.7444 NPC285394
Intermediate Similarity 0.7431 NPC125852
Intermediate Similarity 0.7415 NPC469540
Intermediate Similarity 0.7415 NPC469539
Intermediate Similarity 0.7407 NPC269598
Intermediate Similarity 0.7407 NPC254492
Intermediate Similarity 0.7402 NPC242136
Intermediate Similarity 0.7398 NPC188677
Intermediate Similarity 0.7398 NPC6984
Intermediate Similarity 0.7394 NPC33011
Intermediate Similarity 0.7391 NPC313663
Intermediate Similarity 0.7373 NPC222146
Intermediate Similarity 0.7372 NPC276238
Intermediate Similarity 0.7372 NPC120251
Intermediate Similarity 0.7368 NPC282577
Intermediate Similarity 0.7355 NPC472585
Intermediate Similarity 0.7353 NPC84672
Intermediate Similarity 0.7353 NPC176130
Intermediate Similarity 0.7353 NPC72667
Intermediate Similarity 0.7353 NPC78364
Intermediate Similarity 0.7353 NPC69424
Intermediate Similarity 0.7348 NPC56634
Intermediate Similarity 0.7348 NPC190971
Intermediate Similarity 0.7348 NPC241001
Intermediate Similarity 0.7333 NPC33675
Intermediate Similarity 0.7333 NPC92730
Intermediate Similarity 0.7333 NPC299762
Intermediate Similarity 0.7333 NPC137750
Intermediate Similarity 0.7328 NPC319950
Intermediate Similarity 0.7323 NPC286222
Intermediate Similarity 0.7313 NPC273683
Intermediate Similarity 0.7313 NPC307020
Intermediate Similarity 0.7308 NPC150919
Intermediate Similarity 0.7302 NPC116842
Intermediate Similarity 0.7299 NPC478147
Intermediate Similarity 0.7295 NPC68055
Intermediate Similarity 0.7293 NPC142577
Intermediate Similarity 0.7293 NPC120545
Intermediate Similarity 0.7293 NPC154696
Intermediate Similarity 0.7288 NPC316301
Intermediate Similarity 0.7288 NPC152415
Intermediate Similarity 0.7288 NPC27323
Intermediate Similarity 0.7287 NPC161304
Intermediate Similarity 0.7286 NPC473360
Intermediate Similarity 0.728 NPC317305
Intermediate Similarity 0.728 NPC17525
Intermediate Similarity 0.7273 NPC251439
Intermediate Similarity 0.7273 NPC52472
Intermediate Similarity 0.7266 NPC149379
Intermediate Similarity 0.7259 NPC199273
Intermediate Similarity 0.7258 NPC29989
Intermediate Similarity 0.7258 NPC95178
Intermediate Similarity 0.7258 NPC69332
Intermediate Similarity 0.7258 NPC70843
Intermediate Similarity 0.7254 NPC249899
Intermediate Similarity 0.7252 NPC328694
Intermediate Similarity 0.725 NPC225464
Intermediate Similarity 0.7246 NPC171460
Intermediate Similarity 0.7246 NPC25736
Intermediate Similarity 0.7239 NPC91478
Intermediate Similarity 0.7239 NPC121168
Intermediate Similarity 0.7231 NPC281686
Intermediate Similarity 0.7231 NPC106551
Intermediate Similarity 0.7231 NPC188867
Intermediate Similarity 0.7226 NPC262936
Intermediate Similarity 0.7226 NPC30491
Intermediate Similarity 0.7222 NPC88141
Intermediate Similarity 0.7218 NPC248363
Intermediate Similarity 0.7218 NPC164852
Intermediate Similarity 0.7218 NPC474175
Intermediate Similarity 0.7213 NPC252105
Intermediate Similarity 0.7206 NPC123506
Intermediate Similarity 0.7203 NPC210497
Intermediate Similarity 0.7203 NPC147284
Intermediate Similarity 0.7203 NPC94139
Intermediate Similarity 0.7203 NPC306884
Intermediate Similarity 0.7203 NPC162314
Intermediate Similarity 0.7203 NPC3358
Intermediate Similarity 0.72 NPC141523
Intermediate Similarity 0.72 NPC320439
Intermediate Similarity 0.7197 NPC473767
Intermediate Similarity 0.7194 NPC108129
Intermediate Similarity 0.719 NPC245561
Intermediate Similarity 0.7185 NPC471187
Intermediate Similarity 0.7185 NPC198014
Intermediate Similarity 0.7183 NPC316906
Intermediate Similarity 0.7179 NPC192
Intermediate Similarity 0.7177 NPC13495
Intermediate Similarity 0.7177 NPC47284
Intermediate Similarity 0.7176 NPC160199
Intermediate Similarity 0.7176 NPC137096
Intermediate Similarity 0.7176 NPC174087
Intermediate Similarity 0.7176 NPC76308
Intermediate Similarity 0.7176 NPC325295
Intermediate Similarity 0.7176 NPC269414
Intermediate Similarity 0.7174 NPC96024
Intermediate Similarity 0.7174 NPC3009
Intermediate Similarity 0.7165 NPC321252
Intermediate Similarity 0.7165 NPC252544
Intermediate Similarity 0.7165 NPC222905
Intermediate Similarity 0.7165 NPC474149
Intermediate Similarity 0.7164 NPC253627
Intermediate Similarity 0.7164 NPC162935
Intermediate Similarity 0.7164 NPC249340
Intermediate Similarity 0.7164 NPC268348
Intermediate Similarity 0.7155 NPC27974
Intermediate Similarity 0.7154 NPC178902
Intermediate Similarity 0.7154 NPC240163
Intermediate Similarity 0.7154 NPC4665
Intermediate Similarity 0.7154 NPC269212
Intermediate Similarity 0.7154 NPC13426
Intermediate Similarity 0.7153 NPC160499
Intermediate Similarity 0.7153 NPC15837
Intermediate Similarity 0.7153 NPC476353
Intermediate Similarity 0.7143 NPC469978
Intermediate Similarity 0.7143 NPC321133
Intermediate Similarity 0.7143 NPC285829
Intermediate Similarity 0.7143 NPC76938
Intermediate Similarity 0.7143 NPC206778
Intermediate Similarity 0.7143 NPC224584
Intermediate Similarity 0.7143 NPC279887
Intermediate Similarity 0.7143 NPC471851
Intermediate Similarity 0.7143 NPC68260
Intermediate Similarity 0.7133 NPC471316
Intermediate Similarity 0.7132 NPC474766
Intermediate Similarity 0.7132 NPC11824
Intermediate Similarity 0.7132 NPC15127
Intermediate Similarity 0.7132 NPC181334
Intermediate Similarity 0.7131 NPC72729
Intermediate Similarity 0.7131 NPC211885
Intermediate Similarity 0.7122 NPC92624
Intermediate Similarity 0.7122 NPC303910
Intermediate Similarity 0.7121 NPC41567
Intermediate Similarity 0.7121 NPC85276
Intermediate Similarity 0.7121 NPC249435
Intermediate Similarity 0.712 NPC53740
Intermediate Similarity 0.712 NPC155072
Intermediate Similarity 0.712 NPC310456
Intermediate Similarity 0.712 NPC477814
Intermediate Similarity 0.712 NPC231705
Intermediate Similarity 0.7119 NPC306074
Intermediate Similarity 0.7119 NPC155908
Intermediate Similarity 0.7111 NPC164947
Intermediate Similarity 0.7111 NPC307174
Intermediate Similarity 0.7111 NPC139171
Intermediate Similarity 0.7111 NPC11250
Intermediate Similarity 0.7109 NPC212718
Intermediate Similarity 0.7109 NPC268388
Intermediate Similarity 0.7109 NPC177576
Intermediate Similarity 0.7109 NPC114682
Intermediate Similarity 0.7107 NPC474073
Intermediate Similarity 0.7107 NPC6597
Intermediate Similarity 0.7107 NPC79241
Intermediate Similarity 0.7101 NPC296712
Intermediate Similarity 0.7101 NPC17374

Drug Structure

External Identifiers

TTD   DIB002631
DrugBank   DB06738
ChEMBL   CHEMBL47072
IUPHAR/BPS  
PharmaGKB  
KEGG Drug   D08100
PubChem CID  
ChEBI   6125
CAS Number  469-79-4

Drug Properties

Molecular Weight  247.16
ALogP  -0.3579
MLogP  2.78
XLogP  1.798
HDA  2
HBD  1
Rotatable Bonds  6
TPSA  40.54
RO5 Violation  0