NPASS drugs

Drug Information

Drug ID:	NPD3180
Drug Name:	Bisoprolol
Molecular Formula:	C18H31NO4
Canonical SMILES:	OC(COc1ccc(cc1)COCCOC(C)C)CNC(C)C
Standard InCHI:	InChI=1S/C18H31NO4/c1-14(2)19-11-17(20)13-23-18-7-5-16(6-8-18)12-21-9-10-22-15(3)4/h5-8,14-15,17,19-20H,9-13H2,1-4H3
Standard InCHIKey:	VHYCDWMUTMEGQY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3180

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	102
0.1-0.2	764
0.2-0.3	3455
0.3-0.4	9461
0.4-0.5	3792
0.5-0.6	8313
0.6-0.7	4680
0.7-0.8	312
0.8-0.85	3
0.85-0.9	2
0.9-0.95	5
0.95-1	1

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
High Similarity	0.9512	NPC320242
High Similarity	0.92	NPC136112
High Similarity	0.92	NPC141739
High Similarity	0.907	NPC97870
High Similarity	0.907	NPC247018
High Similarity	0.907	NPC307123
High Similarity	0.8593	NPC318591
High Similarity	0.8593	NPC231163
Intermediate Similarity	0.8406	NPC204546
Intermediate Similarity	0.803	NPC328267
Intermediate Similarity	0.8016	NPC26524
Intermediate Similarity	0.7937	NPC115379
Intermediate Similarity	0.7778	NPC46844
Intermediate Similarity	0.7752	NPC10286
Intermediate Similarity	0.7752	NPC213
Intermediate Similarity	0.7748	NPC160931
Intermediate Similarity	0.7748	NPC37205
Intermediate Similarity	0.7734	NPC301735
Intermediate Similarity	0.771	NPC101503
Intermediate Similarity	0.7698	NPC274732
Intermediate Similarity	0.7687	NPC71090
Intermediate Similarity	0.768	NPC251306
Intermediate Similarity	0.7669	NPC198734
Intermediate Similarity	0.7669	NPC469412
Intermediate Similarity	0.7661	NPC470393
Intermediate Similarity	0.7661	NPC8302
Intermediate Similarity	0.7642	NPC192596
Intermediate Similarity	0.7626	NPC326599
Intermediate Similarity	0.7626	NPC329595
Intermediate Similarity	0.7619	NPC97811
Intermediate Similarity	0.7581	NPC108875
Intermediate Similarity	0.7581	NPC38079
Intermediate Similarity	0.7574	NPC95733
Intermediate Similarity	0.7574	NPC62101
Intermediate Similarity	0.7574	NPC109822
Intermediate Similarity	0.7574	NPC94276
Intermediate Similarity	0.7561	NPC51633
Intermediate Similarity	0.7556	NPC298486
Intermediate Similarity	0.754	NPC194034
Intermediate Similarity	0.7537	NPC269242
Intermediate Similarity	0.7536	NPC198798
Intermediate Similarity	0.7518	NPC29477
Intermediate Similarity	0.7518	NPC194519
Intermediate Similarity	0.75	NPC211218
Intermediate Similarity	0.75	NPC305205
Intermediate Similarity	0.7464	NPC191037
Intermediate Similarity	0.7464	NPC178284
Intermediate Similarity	0.7464	NPC58607
Intermediate Similarity	0.7463	NPC469708
Intermediate Similarity	0.7463	NPC60589
Intermediate Similarity	0.7448	NPC83289
Intermediate Similarity	0.7448	NPC189724
Intermediate Similarity	0.7448	NPC212850
Intermediate Similarity	0.7445	NPC293701
Intermediate Similarity	0.7445	NPC114901
Intermediate Similarity	0.7445	NPC48990
Intermediate Similarity	0.7436	NPC469479
Intermediate Similarity	0.7434	NPC203424
Intermediate Similarity	0.7434	NPC206372
Intermediate Similarity	0.7429	NPC262641
Intermediate Similarity	0.7426	NPC476142
Intermediate Similarity	0.741	NPC147821
Intermediate Similarity	0.741	NPC319625
Intermediate Similarity	0.741	NPC292056
Intermediate Similarity	0.741	NPC118787
Intermediate Similarity	0.741	NPC163332
Intermediate Similarity	0.741	NPC111247
Intermediate Similarity	0.741	NPC41706
Intermediate Similarity	0.741	NPC183181
Intermediate Similarity	0.741	NPC474119
Intermediate Similarity	0.7407	NPC199023
Intermediate Similarity	0.7405	NPC235250
Intermediate Similarity	0.7397	NPC195814
Intermediate Similarity	0.7388	NPC256369
Intermediate Similarity	0.7388	NPC135961
Intermediate Similarity	0.7385	NPC165646
Intermediate Similarity	0.7381	NPC42383
Intermediate Similarity	0.7379	NPC36434
Intermediate Similarity	0.7372	NPC255253
Intermediate Similarity	0.7372	NPC158900
Intermediate Similarity	0.7364	NPC25067
Intermediate Similarity	0.7364	NPC88868
Intermediate Similarity	0.7364	NPC231251
Intermediate Similarity	0.7353	NPC470804
Intermediate Similarity	0.7344	NPC146530
Intermediate Similarity	0.7344	NPC291837
Intermediate Similarity	0.7338	NPC236347
Intermediate Similarity	0.7338	NPC323775
Intermediate Similarity	0.7333	NPC321133
Intermediate Similarity	0.7333	NPC263835
Intermediate Similarity	0.7329	NPC298821
Intermediate Similarity	0.7324	NPC208757
Intermediate Similarity	0.7324	NPC471953
Intermediate Similarity	0.7324	NPC470392
Intermediate Similarity	0.7319	NPC287429
Intermediate Similarity	0.7315	NPC313414
Intermediate Similarity	0.7313	NPC255675
Intermediate Similarity	0.731	NPC41473
Intermediate Similarity	0.731	NPC474673
Intermediate Similarity	0.731	NPC204848
Intermediate Similarity	0.731	NPC312770
Intermediate Similarity	0.731	NPC160607
Intermediate Similarity	0.731	NPC14600
Intermediate Similarity	0.7308	NPC55300
Intermediate Similarity	0.7308	NPC166837
Intermediate Similarity	0.7305	NPC226788
Intermediate Similarity	0.7305	NPC218856
Intermediate Similarity	0.7305	NPC222004
Intermediate Similarity	0.7305	NPC273295
Intermediate Similarity	0.7305	NPC86030
Intermediate Similarity	0.7305	NPC202582
Intermediate Similarity	0.7305	NPC470258
Intermediate Similarity	0.7305	NPC5851
Intermediate Similarity	0.7305	NPC270849
Intermediate Similarity	0.7305	NPC26653
Intermediate Similarity	0.7305	NPC285339
Intermediate Similarity	0.7305	NPC190629
Intermediate Similarity	0.7305	NPC3439
Intermediate Similarity	0.7305	NPC210623
Intermediate Similarity	0.7297	NPC63628
Intermediate Similarity	0.7297	NPC178466
Intermediate Similarity	0.7287	NPC474272
Intermediate Similarity	0.7287	NPC290566
Intermediate Similarity	0.7287	NPC145638
Intermediate Similarity	0.7286	NPC291847
Intermediate Similarity	0.7279	NPC83279
Intermediate Similarity	0.7279	NPC123761
Intermediate Similarity	0.7278	NPC293871
Intermediate Similarity	0.7278	NPC124433
Intermediate Similarity	0.7273	NPC161696
Intermediate Similarity	0.7273	NPC233926
Intermediate Similarity	0.7267	NPC245974
Intermediate Similarity	0.726	NPC299583
Intermediate Similarity	0.7259	NPC320987
Intermediate Similarity	0.7259	NPC181969
Intermediate Similarity	0.7259	NPC163036
Intermediate Similarity	0.7258	NPC100870
Intermediate Similarity	0.7258	NPC471576
Intermediate Similarity	0.7254	NPC474491
Intermediate Similarity	0.7254	NPC472024
Intermediate Similarity	0.7254	NPC472338
Intermediate Similarity	0.7254	NPC80600
Intermediate Similarity	0.7248	NPC247298
Intermediate Similarity	0.7248	NPC161155
Intermediate Similarity	0.7248	NPC136951
Intermediate Similarity	0.7248	NPC97004
Intermediate Similarity	0.7246	NPC307020
Intermediate Similarity	0.7246	NPC13020
Intermediate Similarity	0.7246	NPC471693
Intermediate Similarity	0.7246	NPC140359
Intermediate Similarity	0.7239	NPC323948
Intermediate Similarity	0.7239	NPC120075
Intermediate Similarity	0.7234	NPC302378
Intermediate Similarity	0.7234	NPC222572
Intermediate Similarity	0.7234	NPC87224
Intermediate Similarity	0.7234	NPC72529
Intermediate Similarity	0.7233	NPC469505
Intermediate Similarity	0.7231	NPC95977
Intermediate Similarity	0.7226	NPC226712
Intermediate Similarity	0.7219	NPC115144
Intermediate Similarity	0.7219	NPC277857
Intermediate Similarity	0.7206	NPC177475
Intermediate Similarity	0.7206	NPC35071
Intermediate Similarity	0.7206	NPC148615
Intermediate Similarity	0.7203	NPC29734
Intermediate Similarity	0.7203	NPC469625
Intermediate Similarity	0.7203	NPC103799
Intermediate Similarity	0.7203	NPC469613
Intermediate Similarity	0.7203	NPC472597
Intermediate Similarity	0.7203	NPC30043
Intermediate Similarity	0.72	NPC97282
Intermediate Similarity	0.7194	NPC105513
Intermediate Similarity	0.719	NPC469711
Intermediate Similarity	0.719	NPC47672
Intermediate Similarity	0.7188	NPC329717
Intermediate Similarity	0.7183	NPC295970
Intermediate Similarity	0.7183	NPC248355
Intermediate Similarity	0.7183	NPC166040
Intermediate Similarity	0.7177	NPC313918
Intermediate Similarity	0.7176	NPC21890
Intermediate Similarity	0.7174	NPC209567
Intermediate Similarity	0.7174	NPC261661
Intermediate Similarity	0.7171	NPC471032
Intermediate Similarity	0.7171	NPC470935
Intermediate Similarity	0.7164	NPC221049
Intermediate Similarity	0.7164	NPC473556
Intermediate Similarity	0.7164	NPC301651
Intermediate Similarity	0.7154	NPC24777
Intermediate Similarity	0.7153	NPC35932
Intermediate Similarity	0.7153	NPC183262
Intermediate Similarity	0.7153	NPC184447
Intermediate Similarity	0.7153	NPC160991
Intermediate Similarity	0.7153	NPC16208
Intermediate Similarity	0.7153	NPC267064
Intermediate Similarity	0.7153	NPC7903
Intermediate Similarity	0.7143	NPC167571
Intermediate Similarity	0.7143	NPC278552
Intermediate Similarity	0.7143	NPC207179
Intermediate Similarity	0.7143	NPC148627
Intermediate Similarity	0.7143	NPC470510

Drug Structure

NPD3180 OpenBabel08211702562D 25 25 0 0 1 0 0 0 0 0999 V2000 0.0000 -4.0000 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 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -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 -0.8660 0.5000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 -2.5981 -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 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -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 1.7321 -1.0000 0.0000 C 0 0 3 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 0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 15 1 0 0 0 0 5 7 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 17 1 0 0 0 0 11 19 1 0 0 0 0 12 16 1 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 13 23 1 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 17 20 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000483
DrugBank	DB00612
ChEMBL	CHEMBL645
IUPHAR/BPS	7129
PharmaGKB	PA448641
KEGG Drug	D02342
PubChem CID	2405
ChEBI	3127
CAS Number	66722-44-9

Drug Properties

Molecular Weight	325.23
ALogP	-1.231
MLogP	2.89
XLogP	2.369
HDA	4
HBD	2
Rotatable Bonds	17
TPSA	59.95
RO5 Violation	1