NPASS drugs

Drug Information

Drug ID:	NPD6560
Drug Name:	Bosutinib
Molecular Formula:	C26H29Cl2N5O3
Canonical SMILES:	COc1cc2c(cc1OCCCN1CCN(CC1)C)[nH]cc(c2=Nc1cc(OC)c(cc1Cl)Cl)C#N
Standard InCHI:	InChI=1S/C26H29Cl2N5O3/c1-32-6-8-33(9-7-32)5-4-10-36-25-13-21-18(11-24(25)35-3)26(17(15-29)16-30-21)31-22-14-23(34-2)20(28)12-19(22)27/h11-14,16H,4-10H2,1-3H3,(H,30,31)
Standard InCHIKey:	UBPYILGKFZZVDX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6560

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	484
0.1-0.2	4075
0.2-0.3	9152
0.3-0.4	6498
0.4-0.5	8656
0.5-0.6	1806
0.6-0.7	219
0.7-0.8	0
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
Remote Similarity	0.6842	NPC56271
Remote Similarity	0.6786	NPC473460
Remote Similarity	0.6651	NPC477186
Remote Similarity	0.6595	NPC162530
Remote Similarity	0.6582	NPC280272
Remote Similarity	0.6578	NPC127178
Remote Similarity	0.6504	NPC315957
Remote Similarity	0.6494	NPC475133
Remote Similarity	0.6488	NPC476568
Remote Similarity	0.6481	NPC316981
Remote Similarity	0.6476	NPC24954
Remote Similarity	0.6465	NPC285941
Remote Similarity	0.6459	NPC216816
Remote Similarity	0.6422	NPC471561
Remote Similarity	0.6419	NPC162484
Remote Similarity	0.6391	NPC475147
Remote Similarity	0.6391	NPC476581
Remote Similarity	0.6391	NPC285558
Remote Similarity	0.6391	NPC36229
Remote Similarity	0.6391	NPC473422
Remote Similarity	0.6391	NPC16452
Remote Similarity	0.6388	NPC476582
Remote Similarity	0.6388	NPC4071
Remote Similarity	0.6388	NPC476578
Remote Similarity	0.6376	NPC199277
Remote Similarity	0.6376	NPC190461
Remote Similarity	0.6376	NPC135887
Remote Similarity	0.6372	NPC312872
Remote Similarity	0.6355	NPC471604
Remote Similarity	0.6343	NPC473432
Remote Similarity	0.6339	NPC133140
Remote Similarity	0.6339	NPC195268
Remote Similarity	0.6332	NPC31930
Remote Similarity	0.6325	NPC290689
Remote Similarity	0.6314	NPC471080
Remote Similarity	0.6314	NPC266931
Remote Similarity	0.6314	NPC469592
Remote Similarity	0.6303	NPC473513
Remote Similarity	0.63	NPC272706
Remote Similarity	0.6292	NPC476069
Remote Similarity	0.6291	NPC475393
Remote Similarity	0.629	NPC295228
Remote Similarity	0.6288	NPC329747
Remote Similarity	0.6282	NPC201697
Remote Similarity	0.6276	NPC173080
Remote Similarity	0.6261	NPC33902
Remote Similarity	0.6261	NPC204385
Remote Similarity	0.6261	NPC170114
Remote Similarity	0.6261	NPC276674
Remote Similarity	0.6256	NPC287588
Remote Similarity	0.6255	NPC269449
Remote Similarity	0.6255	NPC231924
Remote Similarity	0.625	NPC66573
Remote Similarity	0.6244	NPC179704
Remote Similarity	0.6244	NPC84478
Remote Similarity	0.6238	NPC80129
Remote Similarity	0.6238	NPC187022
Remote Similarity	0.6234	NPC195636
Remote Similarity	0.6233	NPC249996
Remote Similarity	0.6229	NPC82541
Remote Similarity	0.6224	NPC472099
Remote Similarity	0.6223	NPC472111
Remote Similarity	0.6218	NPC470549
Remote Similarity	0.6216	NPC249405
Remote Similarity	0.6216	NPC476202
Remote Similarity	0.6208	NPC469594
Remote Similarity	0.6207	NPC223427
Remote Similarity	0.6205	NPC320088
Remote Similarity	0.6203	NPC296482
Remote Similarity	0.6203	NPC112206
Remote Similarity	0.6203	NPC202768
Remote Similarity	0.6203	NPC119722
Remote Similarity	0.6203	NPC202605
Remote Similarity	0.6203	NPC53069
Remote Similarity	0.6203	NPC159815
Remote Similarity	0.6201	NPC72211
Remote Similarity	0.6199	NPC176127
Remote Similarity	0.6197	NPC313189
Remote Similarity	0.6195	NPC79213
Remote Similarity	0.6186	NPC123976
Remote Similarity	0.6186	NPC167860
Remote Similarity	0.6178	NPC312531
Remote Similarity	0.6178	NPC303374
Remote Similarity	0.6174	NPC212163
Remote Similarity	0.6171	NPC195538
Remote Similarity	0.617	NPC475910
Remote Similarity	0.6169	NPC253429
Remote Similarity	0.6167	NPC302001
Remote Similarity	0.6164	NPC52801
Remote Similarity	0.6161	NPC93593
Remote Similarity	0.6154	NPC207824
Remote Similarity	0.6154	NPC60538
Remote Similarity	0.6151	NPC41501
Remote Similarity	0.6151	NPC49583
Remote Similarity	0.6147	NPC329793
Remote Similarity	0.6147	NPC234197
Remote Similarity	0.6147	NPC477019
Remote Similarity	0.6144	NPC168250
Remote Similarity	0.6144	NPC469589
Remote Similarity	0.614	NPC131017
Remote Similarity	0.6134	NPC264176
Remote Similarity	0.6134	NPC48353
Remote Similarity	0.6134	NPC10732
Remote Similarity	0.6132	NPC128476
Remote Similarity	0.6132	NPC203784
Remote Similarity	0.6132	NPC126519
Remote Similarity	0.6132	NPC170503
Remote Similarity	0.6128	NPC329480
Remote Similarity	0.6124	NPC13397
Remote Similarity	0.6121	NPC295676
Remote Similarity	0.6121	NPC232727
Remote Similarity	0.6119	NPC323858
Remote Similarity	0.6118	NPC219664
Remote Similarity	0.6118	NPC11464
Remote Similarity	0.6116	NPC108826
Remote Similarity	0.6116	NPC213530
Remote Similarity	0.6116	NPC193267
Remote Similarity	0.6114	NPC13880
Remote Similarity	0.6114	NPC70259
Remote Similarity	0.6113	NPC313627
Remote Similarity	0.6109	NPC70092
Remote Similarity	0.6108	NPC314682
Remote Similarity	0.6101	NPC477185
Remote Similarity	0.61	NPC126556
Remote Similarity	0.61	NPC313327
Remote Similarity	0.6098	NPC476567
Remote Similarity	0.6098	NPC128019
Remote Similarity	0.6098	NPC136860
Remote Similarity	0.6095	NPC76213
Remote Similarity	0.6095	NPC277669
Remote Similarity	0.6094	NPC295898
Remote Similarity	0.6089	NPC66083
Remote Similarity	0.6081	NPC206201
Remote Similarity	0.6079	NPC92111
Remote Similarity	0.6078	NPC188163
Remote Similarity	0.6078	NPC213206
Remote Similarity	0.6078	NPC328750
Remote Similarity	0.6078	NPC176538
Remote Similarity	0.6078	NPC474915
Remote Similarity	0.6074	NPC23614
Remote Similarity	0.6074	NPC100079
Remote Similarity	0.6071	NPC473183
Remote Similarity	0.607	NPC85381
Remote Similarity	0.607	NPC205934
Remote Similarity	0.607	NPC230313
Remote Similarity	0.607	NPC43787
Remote Similarity	0.6067	NPC171409
Remote Similarity	0.6067	NPC96405
Remote Similarity	0.6067	NPC203168
Remote Similarity	0.6066	NPC46259
Remote Similarity	0.6066	NPC476580
Remote Similarity	0.6064	NPC475253
Remote Similarity	0.6059	NPC135549
Remote Similarity	0.6058	NPC16107
Remote Similarity	0.6058	NPC51957
Remote Similarity	0.6058	NPC210437
Remote Similarity	0.6058	NPC476144
Remote Similarity	0.6058	NPC106295
Remote Similarity	0.6057	NPC19175
Remote Similarity	0.6057	NPC21638
Remote Similarity	0.6056	NPC277351
Remote Similarity	0.6056	NPC247639
Remote Similarity	0.6056	NPC25084
Remote Similarity	0.6055	NPC258773
Remote Similarity	0.6055	NPC310894
Remote Similarity	0.6054	NPC243454
Remote Similarity	0.6054	NPC475479
Remote Similarity	0.6052	NPC267423
Remote Similarity	0.6052	NPC111492
Remote Similarity	0.605	NPC471304
Remote Similarity	0.605	NPC160692
Remote Similarity	0.6046	NPC284685
Remote Similarity	0.6045	NPC108434
Remote Similarity	0.6045	NPC475215
Remote Similarity	0.6043	NPC244606
Remote Similarity	0.6043	NPC156728
Remote Similarity	0.6042	NPC271215
Remote Similarity	0.6042	NPC149471
Remote Similarity	0.6042	NPC478074
Remote Similarity	0.6038	NPC477564
Remote Similarity	0.6038	NPC2295
Remote Similarity	0.6037	NPC284183
Remote Similarity	0.6037	NPC121275
Remote Similarity	0.6037	NPC4138
Remote Similarity	0.6036	NPC5167
Remote Similarity	0.6035	NPC474904
Remote Similarity	0.6035	NPC76748
Remote Similarity	0.6034	NPC317709
Remote Similarity	0.6034	NPC329329
Remote Similarity	0.6033	NPC305984
Remote Similarity	0.6032	NPC227908
Remote Similarity	0.6029	NPC7467
Remote Similarity	0.6028	NPC116701
Remote Similarity	0.6027	NPC239584
Remote Similarity	0.6026	NPC475112
Remote Similarity	0.6026	NPC307963
Remote Similarity	0.6026	NPC475085
Remote Similarity	0.6026	NPC291535
Remote Similarity	0.6025	NPC10653
Remote Similarity	0.6025	NPC471532

Drug Structure

NPD6560 OpenBabel08211710072D 37 40 0 0 0 0 0 0 0 0999 V2000 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 32 1 0 0 0 0 2 34 1 0 0 0 0 3 35 1 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 5 33 1 0 0 0 0 6 8 1 0 0 0 0 6 32 1 0 0 0 0 7 9 1 0 0 0 0 7 32 1 0 0 0 0 8 33 1 0 0 0 0 9 33 1 0 0 0 0 10 36 1 0 0 0 0 11 18 2 0 0 0 0 11 24 1 0 0 0 0 12 19 2 0 0 0 0 12 20 1 0 0 0 0 13 21 2 0 0 0 0 13 25 1 0 0 0 0 14 22 2 0 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 15 29 3 0 0 0 0 16 17 2 0 0 0 0 16 30 1 0 0 0 0 17 26 1 0 0 0 0 18 21 1 0 0 0 0 18 26 1 0 0 0 0 19 22 1 0 0 0 0 19 27 1 0 0 0 0 20 23 2 0 0 0 0 20 28 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 23 34 1 0 0 0 0 24 25 2 0 0 0 0 24 35 1 0 0 0 0 25 36 1 0 0 0 0 26 31 2 3 0 0 0 30 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000369
DrugBank	DB06616
ChEMBL	CHEMBL288441
IUPHAR/BPS	5710
PharmaGKB
KEGG Drug	D03252
PubChem CID	5328940
ChEBI	39112
CAS Number	380843-75-4

Drug Properties

Molecular Weight	529.16
ALogP	0.4011
MLogP	3.22
XLogP	2.902
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	82.35
RO5 Violation	0