Drug Information

Drug ID:  NPD2138
Drug Name:  Bendamustine
Molecular Formula:  C16H21Cl2N3O2
Canonical SMILES:  ClCCN(c1ccc2c(c1)nc(n2C)CCCC(=O)O)CCCl
Standard InCHI:  InChI=1S/C16H21Cl2N3O2/c1-20-14-6-5-12(21(9-7-17)10-8-18)11-13(14)19-15(20)3-2-4-16(22)23/h5-6,11H,2-4,7-10H2,1H3,(H,22,23)
Standard InCHIKey:  YTKUWDBFDASYHO-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD2138

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 0.711 NPC42483
Intermediate Similarity 0.7059 NPC216159
Remote Similarity 0.6891 NPC476341
Remote Similarity 0.6667 NPC120070
Remote Similarity 0.6615 NPC471609
Remote Similarity 0.6575 NPC114209
Remote Similarity 0.6562 NPC317054
Remote Similarity 0.648 NPC47596
Remote Similarity 0.6392 NPC469938
Remote Similarity 0.6368 NPC472289
Remote Similarity 0.6346 NPC54537
Remote Similarity 0.6345 NPC314281
Remote Similarity 0.6345 NPC40530
Remote Similarity 0.634 NPC314557
Remote Similarity 0.6332 NPC285923
Remote Similarity 0.6318 NPC472323
Remote Similarity 0.6296 NPC300238
Remote Similarity 0.6295 NPC69843
Remote Similarity 0.629 NPC469975
Remote Similarity 0.6289 NPC105758
Remote Similarity 0.6289 NPC476688
Remote Similarity 0.6289 NPC476686
Remote Similarity 0.6278 NPC187145
Remote Similarity 0.6276 NPC315715
Remote Similarity 0.6269 NPC278874
Remote Similarity 0.6263 NPC15840
Remote Similarity 0.6256 NPC473376
Remote Similarity 0.625 NPC282247
Remote Similarity 0.6244 NPC71238
Remote Similarity 0.6231 NPC113626
Remote Similarity 0.6225 NPC210123
Remote Similarity 0.62 NPC143533
Remote Similarity 0.6188 NPC62749
Remote Similarity 0.6169 NPC472119
Remote Similarity 0.6157 NPC54981
Remote Similarity 0.615 NPC477891
Remote Similarity 0.6145 NPC210947
Remote Similarity 0.6138 NPC476219
Remote Similarity 0.6138 NPC476297
Remote Similarity 0.6131 NPC219336
Remote Similarity 0.6127 NPC175474
Remote Similarity 0.6114 NPC158055
Remote Similarity 0.6114 NPC470138
Remote Similarity 0.6111 NPC267885
Remote Similarity 0.6103 NPC78020
Remote Similarity 0.6102 NPC126634
Remote Similarity 0.61 NPC91179
Remote Similarity 0.6096 NPC282531
Remote Similarity 0.6094 NPC171393
Remote Similarity 0.6094 NPC295452
Remote Similarity 0.6091 NPC208060
Remote Similarity 0.6083 NPC242923
Remote Similarity 0.608 NPC183662
Remote Similarity 0.608 NPC15573
Remote Similarity 0.608 NPC217372
Remote Similarity 0.608 NPC234987
Remote Similarity 0.6071 NPC164664
Remote Similarity 0.6067 NPC470140
Remote Similarity 0.6062 NPC224632
Remote Similarity 0.6062 NPC107160
Remote Similarity 0.6061 NPC149155
Remote Similarity 0.6061 NPC203468
Remote Similarity 0.6061 NPC110500
Remote Similarity 0.6058 NPC289299
Remote Similarity 0.6058 NPC57994
Remote Similarity 0.6057 NPC75999
Remote Similarity 0.6056 NPC470139
Remote Similarity 0.6055 NPC471603
Remote Similarity 0.6053 NPC21461
Remote Similarity 0.605 NPC248041
Remote Similarity 0.605 NPC126709
Remote Similarity 0.605 NPC248462
Remote Similarity 0.6045 NPC62995
Remote Similarity 0.6034 NPC470141
Remote Similarity 0.6029 NPC235684
Remote Similarity 0.6029 NPC478077
Remote Similarity 0.6027 NPC54744
Remote Similarity 0.6018 NPC267811
Remote Similarity 0.6009 NPC57398
Remote Similarity 0.6 NPC64436
Remote Similarity 0.6 NPC145885
Remote Similarity 0.6 NPC14113
Remote Similarity 0.6 NPC84827
Remote Similarity 0.599 NPC144114
Remote Similarity 0.599 NPC124276
Remote Similarity 0.5989 NPC472288
Remote Similarity 0.5973 NPC147983
Remote Similarity 0.5973 NPC177996
Remote Similarity 0.597 NPC283219
Remote Similarity 0.5964 NPC250178
Remote Similarity 0.5961 NPC270834
Remote Similarity 0.5961 NPC159125
Remote Similarity 0.5941 NPC469896
Remote Similarity 0.5931 NPC258480
Remote Similarity 0.5931 NPC470003
Remote Similarity 0.5931 NPC228835
Remote Similarity 0.5922 NPC17059
Remote Similarity 0.592 NPC111275
Remote Similarity 0.5917 NPC143156
Remote Similarity 0.5913 NPC472097
Remote Similarity 0.5911 NPC233936
Remote Similarity 0.5907 NPC129721
Remote Similarity 0.5902 NPC472107
Remote Similarity 0.5902 NPC79062
Remote Similarity 0.59 NPC97106
Remote Similarity 0.5897 NPC194881
Remote Similarity 0.5896 NPC474916
Remote Similarity 0.5896 NPC52557
Remote Similarity 0.5895 NPC156003
Remote Similarity 0.5894 NPC102338
Remote Similarity 0.5894 NPC63199
Remote Similarity 0.5894 NPC111602
Remote Similarity 0.5894 NPC196251
Remote Similarity 0.5894 NPC321708
Remote Similarity 0.5891 NPC213468
Remote Similarity 0.5891 NPC55772
Remote Similarity 0.5888 NPC56233
Remote Similarity 0.5882 NPC250448
Remote Similarity 0.5882 NPC243058
Remote Similarity 0.5882 NPC472104
Remote Similarity 0.5877 NPC472116
Remote Similarity 0.5877 NPC245916
Remote Similarity 0.5874 NPC238945
Remote Similarity 0.5874 NPC66210
Remote Similarity 0.5872 NPC116555
Remote Similarity 0.5871 NPC472122
Remote Similarity 0.5871 NPC24594
Remote Similarity 0.5869 NPC192674
Remote Similarity 0.5867 NPC478182
Remote Similarity 0.5862 NPC16659
Remote Similarity 0.5854 NPC203635
Remote Similarity 0.5854 NPC469814
Remote Similarity 0.5853 NPC238457
Remote Similarity 0.5852 NPC323244
Remote Similarity 0.5847 NPC286696
Remote Similarity 0.5847 NPC328029
Remote Similarity 0.5846 NPC81229
Remote Similarity 0.5846 NPC255229
Remote Similarity 0.5842 NPC28848
Remote Similarity 0.5842 NPC326575
Remote Similarity 0.5842 NPC14325
Remote Similarity 0.5841 NPC313985
Remote Similarity 0.5841 NPC249150
Remote Similarity 0.5841 NPC195461
Remote Similarity 0.5841 NPC81654
Remote Similarity 0.5841 NPC49196
Remote Similarity 0.5841 NPC79129
Remote Similarity 0.5837 NPC6865
Remote Similarity 0.5837 NPC473763
Remote Similarity 0.5837 NPC117244
Remote Similarity 0.5837 NPC153980
Remote Similarity 0.5833 NPC71037
Remote Similarity 0.5826 NPC243850
Remote Similarity 0.5825 NPC27296
Remote Similarity 0.5822 NPC102008
Remote Similarity 0.5822 NPC50503
Remote Similarity 0.5822 NPC308906
Remote Similarity 0.5817 NPC213629
Remote Similarity 0.5814 NPC469308
Remote Similarity 0.5813 NPC11126
Remote Similarity 0.5813 NPC265710
Remote Similarity 0.5813 NPC133261
Remote Similarity 0.5797 NPC112489
Remote Similarity 0.5797 NPC90415
Remote Similarity 0.5797 NPC94752
Remote Similarity 0.5797 NPC474707
Remote Similarity 0.5794 NPC293917
Remote Similarity 0.5792 NPC72956
Remote Similarity 0.5792 NPC136441
Remote Similarity 0.5792 NPC121903
Remote Similarity 0.5792 NPC320968
Remote Similarity 0.5789 NPC329858
Remote Similarity 0.5789 NPC64216
Remote Similarity 0.5789 NPC314333
Remote Similarity 0.5787 NPC271797
Remote Similarity 0.5787 NPC21174
Remote Similarity 0.5787 NPC476418
Remote Similarity 0.5784 NPC472105
Remote Similarity 0.5784 NPC187827
Remote Similarity 0.5782 NPC476414
Remote Similarity 0.578 NPC470142
Remote Similarity 0.578 NPC471191
Remote Similarity 0.5776 NPC160666
Remote Similarity 0.5775 NPC134657
Remote Similarity 0.5775 NPC327477
Remote Similarity 0.5775 NPC262898
Remote Similarity 0.5773 NPC285469
Remote Similarity 0.5769 NPC204565
Remote Similarity 0.5769 NPC237812
Remote Similarity 0.5769 NPC18223
Remote Similarity 0.5764 NPC219848
Remote Similarity 0.5762 NPC129909
Remote Similarity 0.5761 NPC185903
Remote Similarity 0.5755 NPC19692
Remote Similarity 0.5755 NPC220151
Remote Similarity 0.5755 NPC280638
Remote Similarity 0.5754 NPC235501
Remote Similarity 0.5753 NPC104483
Remote Similarity 0.5751 NPC25008
Remote Similarity 0.5751 NPC469786

Drug Structure

External Identifiers

TTD   DNAP001685
DrugBank   DB06769
ChEMBL   CHEMBL487253
IUPHAR/BPS   7478
PharmaGKB  
KEGG Drug   D07085
PubChem CID   65628
ChEBI   135515
CAS Number  16506-27-7

Drug Properties

Molecular Weight  357.10
ALogP  0.8827
MLogP  2.45
XLogP  3.426
HDA  5
HBD  1
Rotatable Bonds  13
TPSA  58.36
RO5 Violation  0