NPASS drugs

Drug Information

Drug ID:	NPD558
Drug Name:	GSK-2251052
Molecular Formula:	C11H16BNO4
Canonical SMILES:	OCCCOc1cccc2c1B(O)O[C@@H]2CN
Standard InCHI:	InChI=1S/C11H16BNO4/c13-7-10-8-3-1-4-9(16-6-2-5-14)11(8)12(15)17-10/h1,3-4,10,14-15H,2,5-7,13H2/t10-/m1/s1
Standard InCHIKey:	FXQIIDINBDJDKL-SNVBAGLBSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD558

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	112
0.1-0.2	827
0.2-0.3	3156
0.3-0.4	9812
0.4-0.5	3674
0.5-0.6	9188
0.6-0.7	3868
0.7-0.8	249
0.8-0.85	4
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	0.8065	NPC26524
Intermediate Similarity	0.806	NPC329595
Intermediate Similarity	0.806	NPC326599
Intermediate Similarity	0.8049	NPC21890
Intermediate Similarity	0.7812	NPC120075
Intermediate Similarity	0.7812	NPC137096
Intermediate Similarity	0.7803	NPC140359
Intermediate Similarity	0.7803	NPC13020
Intermediate Similarity	0.7724	NPC186469
Intermediate Similarity	0.771	NPC318357
Intermediate Similarity	0.7705	NPC42383
Intermediate Similarity	0.7687	NPC320242
Intermediate Similarity	0.7687	NPC141739
Intermediate Similarity	0.7687	NPC136112
Intermediate Similarity	0.7686	NPC68055
Intermediate Similarity	0.7676	NPC204546
Intermediate Similarity	0.7661	NPC97811
Intermediate Similarity	0.7652	NPC211992
Intermediate Similarity	0.7634	NPC118522
Intermediate Similarity	0.7634	NPC115627
Intermediate Similarity	0.7634	NPC169207
Intermediate Similarity	0.7623	NPC108875
Intermediate Similarity	0.7623	NPC38079
Intermediate Similarity	0.7615	NPC283616
Intermediate Similarity	0.7615	NPC329980
Intermediate Similarity	0.76	NPC290566
Intermediate Similarity	0.76	NPC145638
Intermediate Similarity	0.7594	NPC298486
Intermediate Similarity	0.7561	NPC470393
Intermediate Similarity	0.7519	NPC301321
Intermediate Similarity	0.75	NPC289330
Intermediate Similarity	0.75	NPC17388
Intermediate Similarity	0.75	NPC471308
Intermediate Similarity	0.75	NPC160120
Intermediate Similarity	0.75	NPC53596
Intermediate Similarity	0.7482	NPC97870
Intermediate Similarity	0.7482	NPC307123
Intermediate Similarity	0.7482	NPC247018
Intermediate Similarity	0.7481	NPC105513
Intermediate Similarity	0.7465	NPC231163
Intermediate Similarity	0.7465	NPC318591
Intermediate Similarity	0.744	NPC194034
Intermediate Similarity	0.7434	NPC37205
Intermediate Similarity	0.7434	NPC160931
Intermediate Similarity	0.7407	NPC328267
Intermediate Similarity	0.7402	NPC46844
Intermediate Similarity	0.7381	NPC241549
Intermediate Similarity	0.7372	NPC322366
Intermediate Similarity	0.7368	NPC263835
Intermediate Similarity	0.7355	NPC95755
Intermediate Similarity	0.7353	NPC95733
Intermediate Similarity	0.7353	NPC62101
Intermediate Similarity	0.7343	NPC474673
Intermediate Similarity	0.7333	NPC471315
Intermediate Similarity	0.7333	NPC471314
Intermediate Similarity	0.7333	NPC188997
Intermediate Similarity	0.7324	NPC264956
Intermediate Similarity	0.7323	NPC474272
Intermediate Similarity	0.7319	NPC291847
Intermediate Similarity	0.7317	NPC51633
Intermediate Similarity	0.7313	NPC96423
Intermediate Similarity	0.7313	NPC475529
Intermediate Similarity	0.7308	NPC470837
Intermediate Similarity	0.7302	NPC233320
Intermediate Similarity	0.7299	NPC29477
Intermediate Similarity	0.7295	NPC100870
Intermediate Similarity	0.7293	NPC135961
Intermediate Similarity	0.7287	NPC146422
Intermediate Similarity	0.728	NPC8302
Intermediate Similarity	0.7279	NPC261992
Intermediate Similarity	0.7266	NPC137685
Intermediate Similarity	0.7259	NPC470804
Intermediate Similarity	0.7258	NPC192596
Intermediate Similarity	0.7252	NPC10286
Intermediate Similarity	0.7252	NPC213
Intermediate Similarity	0.725	NPC215351
Intermediate Similarity	0.725	NPC20142
Intermediate Similarity	0.7248	NPC277857
Intermediate Similarity	0.7248	NPC115144
Intermediate Similarity	0.7246	NPC236347
Intermediate Similarity	0.7246	NPC323775
Intermediate Similarity	0.7246	NPC206882
Intermediate Similarity	0.7239	NPC232295
Intermediate Similarity	0.7239	NPC321133
Intermediate Similarity	0.7234	NPC470392
Intermediate Similarity	0.723	NPC313414
Intermediate Similarity	0.7226	NPC293701
Intermediate Similarity	0.7226	NPC114901
Intermediate Similarity	0.7226	NPC109822
Intermediate Similarity	0.7226	NPC94276
Intermediate Similarity	0.7226	NPC48990
Intermediate Similarity	0.7222	NPC160607
Intermediate Similarity	0.7222	NPC41473
Intermediate Similarity	0.7222	NPC312770
Intermediate Similarity	0.7222	NPC14600
Intermediate Similarity	0.7222	NPC204848
Intermediate Similarity	0.7218	NPC474214
Intermediate Similarity	0.7214	NPC262641
Intermediate Similarity	0.7209	NPC55300
Intermediate Similarity	0.7206	NPC46586
Intermediate Similarity	0.7206	NPC204535
Intermediate Similarity	0.7206	NPC71090
Intermediate Similarity	0.72	NPC471032
Intermediate Similarity	0.72	NPC470935
Intermediate Similarity	0.7197	NPC124433
Intermediate Similarity	0.7197	NPC293871
Intermediate Similarity	0.7197	NPC290470
Intermediate Similarity	0.7197	NPC154256
Intermediate Similarity	0.7194	NPC147821
Intermediate Similarity	0.7194	NPC319625
Intermediate Similarity	0.7194	NPC163332
Intermediate Similarity	0.7194	NPC41706
Intermediate Similarity	0.7194	NPC118787
Intermediate Similarity	0.7194	NPC153990
Intermediate Similarity	0.7194	NPC469386
Intermediate Similarity	0.7194	NPC292056
Intermediate Similarity	0.7194	NPC183181
Intermediate Similarity	0.7194	NPC111247
Intermediate Similarity	0.7192	NPC66518
Intermediate Similarity	0.7185	NPC473875
Intermediate Similarity	0.7183	NPC230219
Intermediate Similarity	0.7174	NPC81641
Intermediate Similarity	0.7174	NPC476254
Intermediate Similarity	0.7174	NPC131397
Intermediate Similarity	0.7172	NPC282087
Intermediate Similarity	0.7172	NPC328137
Intermediate Similarity	0.7172	NPC241086
Intermediate Similarity	0.7172	NPC317741
Intermediate Similarity	0.7172	NPC259800
Intermediate Similarity	0.7172	NPC36434
Intermediate Similarity	0.7172	NPC318984
Intermediate Similarity	0.7172	NPC318028
Intermediate Similarity	0.7164	NPC32152
Intermediate Similarity	0.7164	NPC24474
Intermediate Similarity	0.7164	NPC311595
Intermediate Similarity	0.7164	NPC43275
Intermediate Similarity	0.7164	NPC474320
Intermediate Similarity	0.7154	NPC125732
Intermediate Similarity	0.7154	NPC165646
Intermediate Similarity	0.7154	NPC474920
Intermediate Similarity	0.7153	NPC211218
Intermediate Similarity	0.7153	NPC474130
Intermediate Similarity	0.7143	NPC471321
Intermediate Similarity	0.7143	NPC72529
Intermediate Similarity	0.7143	NPC471306
Intermediate Similarity	0.7143	NPC470084
Intermediate Similarity	0.7133	NPC26394
Intermediate Similarity	0.7132	NPC127389
Intermediate Similarity	0.7132	NPC290451
Intermediate Similarity	0.7132	NPC476343
Intermediate Similarity	0.7123	NPC189724
Intermediate Similarity	0.7123	NPC298821
Intermediate Similarity	0.7123	NPC83289
Intermediate Similarity	0.7123	NPC212850
Intermediate Similarity	0.7122	NPC178284
Intermediate Similarity	0.7122	NPC301713
Intermediate Similarity	0.7122	NPC58607
Intermediate Similarity	0.7122	NPC191037
Intermediate Similarity	0.7113	NPC214869
Intermediate Similarity	0.7113	NPC208757
Intermediate Similarity	0.7111	NPC177475
Intermediate Similarity	0.7111	NPC474131
Intermediate Similarity	0.7111	NPC35071
Intermediate Similarity	0.7111	NPC148615
Intermediate Similarity	0.7111	NPC469708
Intermediate Similarity	0.7111	NPC60589
Intermediate Similarity	0.7109	NPC75440
Intermediate Similarity	0.7101	NPC287429
Intermediate Similarity	0.7092	NPC97326
Intermediate Similarity	0.7092	NPC470258
Intermediate Similarity	0.7092	NPC273295
Intermediate Similarity	0.7092	NPC226788
Intermediate Similarity	0.7092	NPC475875
Intermediate Similarity	0.7092	NPC285339
Intermediate Similarity	0.7092	NPC190629
Intermediate Similarity	0.7092	NPC3439
Intermediate Similarity	0.7092	NPC26653
Intermediate Similarity	0.7092	NPC270849
Intermediate Similarity	0.7092	NPC5851
Intermediate Similarity	0.7092	NPC86030
Intermediate Similarity	0.7092	NPC202582
Intermediate Similarity	0.7092	NPC218856
Intermediate Similarity	0.7092	NPC222004
Intermediate Similarity	0.7092	NPC210623
Intermediate Similarity	0.708	NPC120638
Intermediate Similarity	0.708	NPC209567
Intermediate Similarity	0.7077	NPC275627
Intermediate Similarity	0.7075	NPC123761
Intermediate Similarity	0.7073	NPC164514
Intermediate Similarity	0.7073	NPC108606
Intermediate Similarity	0.7073	NPC303611
Intermediate Similarity	0.7073	NPC470161
Intermediate Similarity	0.7073	NPC290515
Intermediate Similarity	0.7073	NPC226096
Intermediate Similarity	0.7073	NPC474073
Intermediate Similarity	0.7071	NPC251571
Intermediate Similarity	0.7071	NPC198798
Intermediate Similarity	0.7071	NPC474119
Intermediate Similarity	0.7063	NPC18842
Intermediate Similarity	0.7059	NPC198734

Drug Structure

NPD558 OpenBabel08201723202D 21 22 0 0 1 0 0 0 0 0999 V2000 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 B 0 0 0 0 0 0 0 0 0 0 0 0 -0.6994 -1.9680 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3685 -1.2248 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0084 -2.9190 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6994 1.9680 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 6 1 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 5 14 1 0 0 0 0 6 16 1 0 0 0 0 7 13 1 0 0 0 0 8 10 1 0 0 0 0 8 11 2 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 7 1 1 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002035
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	237.12
ALogP	-2.2823
MLogP	2.01
XLogP	-0.09
HDA	4
HBD	3
Rotatable Bonds	8
TPSA	84.94
RO5 Violation	0