NPASS drugs

Drug Information

Drug ID:	NPD865
Drug Name:	Sotalol
Molecular Formula:	C12H20N2O3S
Canonical SMILES:	CC(NCC(c1ccc(cc1)NS(=O)(=O)C)O)C
Standard InCHI:	InChI=1S/C12H20N2O3S/c1-9(2)13-8-12(15)10-4-6-11(7-5-10)14-18(3,16)17/h4-7,9,12-15H,8H2,1-3H3
Standard InCHIKey:	ZBMZVLHSJCTVON-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD865

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	97
0.1-0.2	965
0.2-0.3	6820
0.3-0.4	10608
0.4-0.5	9107
0.5-0.6	3031
0.6-0.7	236
0.7-0.8	26
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	0.7805	NPC304761
Intermediate Similarity	0.7805	NPC226778
Intermediate Similarity	0.7805	NPC150254
Intermediate Similarity	0.7805	NPC147000
Intermediate Similarity	0.7642	NPC327226
Intermediate Similarity	0.7419	NPC214200
Intermediate Similarity	0.7419	NPC228400
Intermediate Similarity	0.7398	NPC226096
Intermediate Similarity	0.7398	NPC108606
Intermediate Similarity	0.7398	NPC290515
Intermediate Similarity	0.7398	NPC164514
Intermediate Similarity	0.7398	NPC303611
Intermediate Similarity	0.7293	NPC101139
Intermediate Similarity	0.7241	NPC159589
Intermediate Similarity	0.7154	NPC20142
Intermediate Similarity	0.7154	NPC215351
Intermediate Similarity	0.7133	NPC472103
Intermediate Similarity	0.7086	NPC470824
Intermediate Similarity	0.7083	NPC476689
Intermediate Similarity	0.7083	NPC476685
Intermediate Similarity	0.7083	NPC476687
Intermediate Similarity	0.7059	NPC137096
Intermediate Similarity	0.7037	NPC213
Intermediate Similarity	0.7037	NPC10286
Intermediate Similarity	0.7034	NPC208757
Intermediate Similarity	0.7027	NPC319645
Remote Similarity	0.697	NPC24777
Remote Similarity	0.6947	NPC37584
Remote Similarity	0.6901	NPC325013
Remote Similarity	0.6846	NPC287358
Remote Similarity	0.6842	NPC65855
Remote Similarity	0.6842	NPC292758
Remote Similarity	0.6832	NPC85651
Remote Similarity	0.6806	NPC322366
Remote Similarity	0.6786	NPC326232
Remote Similarity	0.6783	NPC474479
Remote Similarity	0.6776	NPC472241
Remote Similarity	0.6759	NPC197680
Remote Similarity	0.6759	NPC101372
Remote Similarity	0.6759	NPC259098
Remote Similarity	0.6712	NPC226662
Remote Similarity	0.6711	NPC43477
Remote Similarity	0.6667	NPC222982
Remote Similarity	0.6667	NPC150323
Remote Similarity	0.6667	NPC314098
Remote Similarity	0.6646	NPC314223
Remote Similarity	0.6645	NPC472242
Remote Similarity	0.6644	NPC253476
Remote Similarity	0.6603	NPC264589
Remote Similarity	0.6594	NPC470550
Remote Similarity	0.6594	NPC205652
Remote Similarity	0.6593	NPC145638
Remote Similarity	0.6593	NPC290566
Remote Similarity	0.6575	NPC323775
Remote Similarity	0.6575	NPC236347
Remote Similarity	0.6552	NPC205946
Remote Similarity	0.6543	NPC469428
Remote Similarity	0.6541	NPC211551
Remote Similarity	0.6536	NPC242933
Remote Similarity	0.6536	NPC472243
Remote Similarity	0.6497	NPC472100
Remote Similarity	0.6483	NPC307020
Remote Similarity	0.6478	NPC318086
Remote Similarity	0.6474	NPC311330
Remote Similarity	0.6467	NPC470971
Remote Similarity	0.6456	NPC254798
Remote Similarity	0.645	NPC34508
Remote Similarity	0.6438	NPC322283
Remote Similarity	0.6438	NPC475763
Remote Similarity	0.6419	NPC469666
Remote Similarity	0.6395	NPC136112
Remote Similarity	0.6395	NPC320242
Remote Similarity	0.6395	NPC141739
Remote Similarity	0.6386	NPC189116
Remote Similarity	0.6383	NPC147957
Remote Similarity	0.6364	NPC283760
Remote Similarity	0.6364	NPC472102
Remote Similarity	0.6364	NPC309531
Remote Similarity	0.6358	NPC247018
Remote Similarity	0.6358	NPC307123
Remote Similarity	0.6358	NPC33338
Remote Similarity	0.6358	NPC302171
Remote Similarity	0.6358	NPC300020
Remote Similarity	0.6358	NPC97870
Remote Similarity	0.6327	NPC474926
Remote Similarity	0.6325	NPC472121
Remote Similarity	0.6323	NPC243162
Remote Similarity	0.6316	NPC184437
Remote Similarity	0.6316	NPC474473
Remote Similarity	0.631	NPC472114
Remote Similarity	0.631	NPC472115
Remote Similarity	0.6303	NPC37205
Remote Similarity	0.6303	NPC160931
Remote Similarity	0.6301	NPC270009
Remote Similarity	0.6296	NPC67043
Remote Similarity	0.6294	NPC229353
Remote Similarity	0.6294	NPC85276
Remote Similarity	0.6291	NPC313466
Remote Similarity	0.6287	NPC292143
Remote Similarity	0.6287	NPC139506
Remote Similarity	0.6287	NPC313757
Remote Similarity	0.6286	NPC474544
Remote Similarity	0.6286	NPC1986
Remote Similarity	0.6284	NPC322433
Remote Similarity	0.6284	NPC250476
Remote Similarity	0.6284	NPC318965
Remote Similarity	0.6282	NPC168861
Remote Similarity	0.628	NPC141353
Remote Similarity	0.6275	NPC173295
Remote Similarity	0.6269	NPC178681
Remote Similarity	0.6269	NPC68055
Remote Similarity	0.6259	NPC269340
Remote Similarity	0.6258	NPC214988
Remote Similarity	0.6242	NPC72473
Remote Similarity	0.6242	NPC204546
Remote Similarity	0.6242	NPC307437
Remote Similarity	0.6242	NPC58827
Remote Similarity	0.6241	NPC29601
Remote Similarity	0.6229	NPC192270
Remote Similarity	0.6222	NPC88267
Remote Similarity	0.6222	NPC194390
Remote Similarity	0.6222	NPC224610
Remote Similarity	0.6222	NPC256838
Remote Similarity	0.6222	NPC113326
Remote Similarity	0.6218	NPC219233
Remote Similarity	0.6218	NPC211468
Remote Similarity	0.6218	NPC170170
Remote Similarity	0.6216	NPC477248
Remote Similarity	0.6216	NPC477249
Remote Similarity	0.621	NPC304538
Remote Similarity	0.6207	NPC130931
Remote Similarity	0.6207	NPC115627
Remote Similarity	0.6207	NPC169207
Remote Similarity	0.6207	NPC118522
Remote Similarity	0.6205	NPC36495
Remote Similarity	0.6203	NPC478040
Remote Similarity	0.6203	NPC471680
Remote Similarity	0.6202	NPC265521
Remote Similarity	0.62	NPC40488
Remote Similarity	0.6199	NPC158129
Remote Similarity	0.6196	NPC153769
Remote Similarity	0.6193	NPC477159
Remote Similarity	0.619	NPC328683
Remote Similarity	0.619	NPC283130
Remote Similarity	0.6187	NPC9336
Remote Similarity	0.6185	NPC129624
Remote Similarity	0.6185	NPC473432
Remote Similarity	0.6182	NPC477157
Remote Similarity	0.6182	NPC477156
Remote Similarity	0.6179	NPC103326
Remote Similarity	0.6179	NPC87299
Remote Similarity	0.6179	NPC329319
Remote Similarity	0.6179	NPC99394
Remote Similarity	0.6178	NPC323123
Remote Similarity	0.6178	NPC314113
Remote Similarity	0.6169	NPC475318
Remote Similarity	0.6169	NPC474787
Remote Similarity	0.6169	NPC49577
Remote Similarity	0.6169	NPC293377
Remote Similarity	0.6169	NPC475598
Remote Similarity	0.6169	NPC273907
Remote Similarity	0.6169	NPC76785
Remote Similarity	0.6169	NPC260045
Remote Similarity	0.6169	NPC79465
Remote Similarity	0.6169	NPC151706
Remote Similarity	0.6169	NPC474811
Remote Similarity	0.6169	NPC118099
Remote Similarity	0.6169	NPC474855
Remote Similarity	0.6169	NPC90194
Remote Similarity	0.6169	NPC9687
Remote Similarity	0.6169	NPC476102
Remote Similarity	0.6165	NPC125732
Remote Similarity	0.6164	NPC273830
Remote Similarity	0.6159	NPC472245
Remote Similarity	0.6154	NPC2265
Remote Similarity	0.6154	NPC476483
Remote Similarity	0.6149	NPC285394
Remote Similarity	0.6149	NPC13470
Remote Similarity	0.6149	NPC161292
Remote Similarity	0.6148	NPC311660
Remote Similarity	0.6142	NPC30445
Remote Similarity	0.6131	NPC191863
Remote Similarity	0.6131	NPC289776
Remote Similarity	0.6131	NPC133470
Remote Similarity	0.6131	NPC286871
Remote Similarity	0.6131	NPC176983
Remote Similarity	0.6129	NPC64205
Remote Similarity	0.6127	NPC118202
Remote Similarity	0.6119	NPC289381
Remote Similarity	0.6119	NPC155847
Remote Similarity	0.6119	NPC70201
Remote Similarity	0.6118	NPC278887
Remote Similarity	0.6115	NPC255721
Remote Similarity	0.6114	NPC99043
Remote Similarity	0.6114	NPC218594
Remote Similarity	0.6114	NPC472443
Remote Similarity	0.6111	NPC475168
Remote Similarity	0.6111	NPC7817
Remote Similarity	0.6108	NPC471122
Remote Similarity	0.6107	NPC58674

Drug Structure

NPD865 OpenBabel08201723412D 21 21 0 0 1 0 0 0 0 0999 V2000 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -0.8660 2.5000 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 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 18 1 0 0 0 0 4 6 1 0 0 0 0 4 10 2 0 0 0 0 5 7 2 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 8 13 1 0 0 0 0 9 13 1 0 0 0 0 10 12 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 13 19 1 0 0 0 0 14 18 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 17 18 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000372
DrugBank	DB00489
ChEMBL	CHEMBL471
IUPHAR/BPS	7297
PharmaGKB	PA451457
KEGG Drug
PubChem CID	5253
ChEBI	63622
CAS Number	3930-20-9

Drug Properties

Molecular Weight	272.12
ALogP	-1.7015
MLogP	2.12
XLogP	1.264
HDA	5
HBD	3
Rotatable Bonds	10
TPSA	86.81
RO5 Violation	0