Drug Information

Drug ID:  NPD2656
Drug Name:  Sibutramine
Molecular Formula:  C17H26ClN
Canonical SMILES:  CC(CC(C1(CCC1)c1ccc(cc1)Cl)N(C)C)C
Standard InCHI:  InChI=1S/C17H26ClN/c1-13(2)12-16(19(3)4)17(10-5-11-17)14-6-8-15(18)9-7-14/h6-9,13,16H,5,10-12H2,1-4H3
Standard InCHIKey:  UNAANXDKBXWMLN-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD2656

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
Intermediate Similarity 0.7527 NPC231986
Intermediate Similarity 0.7248 NPC77294
Intermediate Similarity 0.7217 NPC320656
Intermediate Similarity 0.7174 NPC271642
Intermediate Similarity 0.7129 NPC470926
Intermediate Similarity 0.7103 NPC471310
Intermediate Similarity 0.7065 NPC98976
Remote Similarity 0.6989 NPC139658
Remote Similarity 0.6972 NPC474559
Remote Similarity 0.6957 NPC113000
Remote Similarity 0.6957 NPC122327
Remote Similarity 0.6957 NPC112609
Remote Similarity 0.6916 NPC474582
Remote Similarity 0.6915 NPC290638
Remote Similarity 0.6837 NPC104070
Remote Similarity 0.6818 NPC474695
Remote Similarity 0.6737 NPC325662
Remote Similarity 0.6737 NPC98269
Remote Similarity 0.6733 NPC60408
Remote Similarity 0.6702 NPC276699
Remote Similarity 0.6667 NPC12429
Remote Similarity 0.6667 NPC244738
Remote Similarity 0.6667 NPC474088
Remote Similarity 0.6667 NPC12857
Remote Similarity 0.663 NPC229235
Remote Similarity 0.6604 NPC329430
Remote Similarity 0.66 NPC133162
Remote Similarity 0.6591 NPC29680
Remote Similarity 0.6581 NPC113099
Remote Similarity 0.6556 NPC178527
Remote Similarity 0.6545 NPC239854
Remote Similarity 0.6522 NPC313981
Remote Similarity 0.65 NPC119677
Remote Similarity 0.6477 NPC210849
Remote Similarity 0.6477 NPC135924
Remote Similarity 0.6444 NPC198023
Remote Similarity 0.6444 NPC32312
Remote Similarity 0.6444 NPC155172
Remote Similarity 0.6441 NPC471318
Remote Similarity 0.6436 NPC169016
Remote Similarity 0.6385 NPC313352
Remote Similarity 0.6333 NPC88566
Remote Similarity 0.6333 NPC45756
Remote Similarity 0.6311 NPC258046
Remote Similarity 0.6277 NPC219246
Remote Similarity 0.6273 NPC322598
Remote Similarity 0.6262 NPC473661
Remote Similarity 0.625 NPC299134
Remote Similarity 0.625 NPC473031
Remote Similarity 0.6241 NPC316906
Remote Similarity 0.6239 NPC25565
Remote Similarity 0.6238 NPC14326
Remote Similarity 0.6224 NPC3190
Remote Similarity 0.6224 NPC249018
Remote Similarity 0.619 NPC30445
Remote Similarity 0.6182 NPC473501
Remote Similarity 0.6182 NPC475439
Remote Similarity 0.6167 NPC246904
Remote Similarity 0.6161 NPC228400
Remote Similarity 0.6161 NPC214200
Remote Similarity 0.6154 NPC203076
Remote Similarity 0.6147 NPC161972
Remote Similarity 0.6147 NPC303045
Remote Similarity 0.6146 NPC54269
Remote Similarity 0.6136 NPC212114
Remote Similarity 0.6136 NPC120441
Remote Similarity 0.6136 NPC300345
Remote Similarity 0.6136 NPC65873
Remote Similarity 0.6132 NPC470877
Remote Similarity 0.6116 NPC473573
Remote Similarity 0.6111 NPC238023
Remote Similarity 0.6111 NPC200624
Remote Similarity 0.6111 NPC248705
Remote Similarity 0.6111 NPC150196
Remote Similarity 0.6111 NPC54368
Remote Similarity 0.6111 NPC310758
Remote Similarity 0.6106 NPC291610
Remote Similarity 0.6103 NPC32002
Remote Similarity 0.6103 NPC315348
Remote Similarity 0.61 NPC159661
Remote Similarity 0.6098 NPC264580
Remote Similarity 0.6095 NPC17497
Remote Similarity 0.6095 NPC305602
Remote Similarity 0.6091 NPC471320
Remote Similarity 0.6091 NPC471319
Remote Similarity 0.6087 NPC473418
Remote Similarity 0.6087 NPC167336
Remote Similarity 0.6075 NPC316108
Remote Similarity 0.6075 NPC74936
Remote Similarity 0.6075 NPC159178
Remote Similarity 0.6075 NPC141139
Remote Similarity 0.6075 NPC78041
Remote Similarity 0.6075 NPC209764
Remote Similarity 0.6075 NPC121872
Remote Similarity 0.6075 NPC471307
Remote Similarity 0.6055 NPC322040
Remote Similarity 0.6044 NPC22786
Remote Similarity 0.604 NPC475289
Remote Similarity 0.604 NPC475573
Remote Similarity 0.6023 NPC198841
Remote Similarity 0.6023 NPC269586
Remote Similarity 0.6 NPC200936
Remote Similarity 0.6 NPC147062
Remote Similarity 0.5979 NPC212463
Remote Similarity 0.5978 NPC113670
Remote Similarity 0.5978 NPC50266
Remote Similarity 0.596 NPC110264
Remote Similarity 0.5957 NPC267443
Remote Similarity 0.5957 NPC6107
Remote Similarity 0.5943 NPC471638
Remote Similarity 0.5934 NPC246588
Remote Similarity 0.5923 NPC478079
Remote Similarity 0.5909 NPC149436
Remote Similarity 0.5909 NPC277704
Remote Similarity 0.5909 NPC71140
Remote Similarity 0.5909 NPC471309
Remote Similarity 0.5909 NPC469330
Remote Similarity 0.5905 NPC3210
Remote Similarity 0.5893 NPC311242
Remote Similarity 0.5893 NPC472258
Remote Similarity 0.5889 NPC64270
Remote Similarity 0.5889 NPC8235
Remote Similarity 0.5882 NPC292758
Remote Similarity 0.5882 NPC65855
Remote Similarity 0.5882 NPC158854
Remote Similarity 0.5877 NPC469457
Remote Similarity 0.5872 NPC226438
Remote Similarity 0.5872 NPC245259
Remote Similarity 0.587 NPC71009
Remote Similarity 0.587 NPC66517
Remote Similarity 0.5862 NPC88267
Remote Similarity 0.5862 NPC113326
Remote Similarity 0.5862 NPC224610
Remote Similarity 0.5862 NPC194390
Remote Similarity 0.5856 NPC58674
Remote Similarity 0.5851 NPC289915
Remote Similarity 0.5851 NPC113837
Remote Similarity 0.5833 NPC213570
Remote Similarity 0.5833 NPC246822
Remote Similarity 0.5833 NPC139416
Remote Similarity 0.5833 NPC297358
Remote Similarity 0.5824 NPC169110
Remote Similarity 0.5812 NPC476198
Remote Similarity 0.5806 NPC21211
Remote Similarity 0.5781 NPC109151
Remote Similarity 0.5769 NPC230068
Remote Similarity 0.5769 NPC79698
Remote Similarity 0.5766 NPC291070
Remote Similarity 0.5766 NPC7067
Remote Similarity 0.5766 NPC246757
Remote Similarity 0.5766 NPC474974
Remote Similarity 0.5748 NPC317564
Remote Similarity 0.5748 NPC316582
Remote Similarity 0.5745 NPC291066
Remote Similarity 0.5739 NPC155847
Remote Similarity 0.5739 NPC289381
Remote Similarity 0.5729 NPC22760
Remote Similarity 0.5726 NPC147000
Remote Similarity 0.5726 NPC275467
Remote Similarity 0.5726 NPC469974
Remote Similarity 0.5726 NPC150254
Remote Similarity 0.5726 NPC226778
Remote Similarity 0.5726 NPC304761
Remote Similarity 0.5714 NPC39799
Remote Similarity 0.5714 NPC193578
Remote Similarity 0.5714 NPC158028
Remote Similarity 0.5714 NPC280135
Remote Similarity 0.5714 NPC18259
Remote Similarity 0.5714 NPC226999
Remote Similarity 0.5714 NPC119076
Remote Similarity 0.5714 NPC228515
Remote Similarity 0.5714 NPC1008
Remote Similarity 0.5714 NPC135433
Remote Similarity 0.5714 NPC87099
Remote Similarity 0.5714 NPC108339
Remote Similarity 0.5714 NPC256452
Remote Similarity 0.5714 NPC114327
Remote Similarity 0.5714 NPC36357
Remote Similarity 0.5693 NPC325599
Remote Similarity 0.5691 NPC35850
Remote Similarity 0.5691 NPC276949
Remote Similarity 0.5688 NPC176858
Remote Similarity 0.5686 NPC103488
Remote Similarity 0.568 NPC470544
Remote Similarity 0.568 NPC313673
Remote Similarity 0.5678 NPC67043
Remote Similarity 0.567 NPC473206
Remote Similarity 0.5652 NPC12730
Remote Similarity 0.5648 NPC53492
Remote Similarity 0.5645 NPC33742
Remote Similarity 0.5639 NPC8305
Remote Similarity 0.5639 NPC268763
Remote Similarity 0.5639 NPC66177
Remote Similarity 0.5636 NPC191444
Remote Similarity 0.5636 NPC172128
Remote Similarity 0.5635 NPC476440
Remote Similarity 0.5635 NPC470545
Remote Similarity 0.563 NPC274089
Remote Similarity 0.563 NPC191215
Remote Similarity 0.563 NPC327481

Drug Structure

External Identifiers

TTD   DAP000176; DCL000881
DrugBank   DB01105
ChEMBL   CHEMBL1419
IUPHAR/BPS   2586
PharmaGKB   PA451344
KEGG Drug   D08513
PubChem CID   5210
ChEBI   9137
CAS Number  106650-56-0

Drug Properties

Molecular Weight  279.18
ALogP  1.2072
MLogP  3.11
XLogP  5.608
HDA  1
HBD  0
Rotatable Bonds  10
TPSA  3.24
RO5 Violation  1