NPASS drugs

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.

Range	Similarity Score Range
0-0.1	237
0.1-0.2	7151
0.2-0.3	17166
0.3-0.4	2910
0.4-0.5	1996
0.5-0.6	1347
0.6-0.7	81
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD2138 OpenBabel08211701392D 24 25 0 0 0 0 0 0 0 0999 V2000 -0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -0.1910 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 2.8090 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 3.4071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 2.5411 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0878 3.4071 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 17 1 0 0 0 0 8 10 1 0 0 0 0 8 18 1 0 0 0 0 9 21 1 0 0 0 0 10 21 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 16 22 2 0 0 0 0 16 23 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

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