NPASS drugs

Drug Information

Drug ID:	NPD4704
Drug Name:	antiarrhythmics, BMS Pharmaceutical Research Institute
Molecular Formula:	C21H29N3O2
Canonical SMILES:	CCCCc1noc(n1)c1ccc(cc1)C(=O)NC[C@H]1CCCC1(C)C
Standard InCHI:	InChI=1S/C21H29N3O2/c1-4-5-8-18-23-20(26-24-18)16-11-9-15(10-12-16)19(25)22-14-17-7-6-13-21(17,2)3/h9-12,17H,4-8,13-14H2,1-3H3,(H,22,25)/t17-/m1/s1
Standard InCHIKey:	MXHSFPJPOSZOQI-QGZVFWFLSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4704

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	402
0.1-0.2	2175
0.2-0.3	9384
0.3-0.4	10150
0.4-0.5	6207
0.5-0.6	2354
0.6-0.7	218
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	0.6887	NPC243850
Remote Similarity	0.6697	NPC48317
Remote Similarity	0.6696	NPC471615
Remote Similarity	0.6637	NPC157931
Remote Similarity	0.6608	NPC471762
Remote Similarity	0.6574	NPC270918
Remote Similarity	0.6564	NPC257851
Remote Similarity	0.6561	NPC62995
Remote Similarity	0.6533	NPC220851
Remote Similarity	0.6502	NPC271792
Remote Similarity	0.6486	NPC322064
Remote Similarity	0.6468	NPC71238
Remote Similarity	0.6463	NPC66777
Remote Similarity	0.645	NPC476688
Remote Similarity	0.645	NPC476686
Remote Similarity	0.645	NPC105758
Remote Similarity	0.6444	NPC272174
Remote Similarity	0.6425	NPC135601
Remote Similarity	0.6425	NPC17273
Remote Similarity	0.6425	NPC141612
Remote Similarity	0.6422	NPC472538
Remote Similarity	0.6422	NPC471155
Remote Similarity	0.6419	NPC300183
Remote Similarity	0.6408	NPC21429
Remote Similarity	0.6398	NPC45850
Remote Similarity	0.6396	NPC207866
Remote Similarity	0.6393	NPC270241
Remote Similarity	0.6393	NPC63109
Remote Similarity	0.6385	NPC473814
Remote Similarity	0.6385	NPC78767
Remote Similarity	0.638	NPC54981
Remote Similarity	0.6376	NPC225400
Remote Similarity	0.6372	NPC323969
Remote Similarity	0.6368	NPC93390
Remote Similarity	0.6364	NPC116622
Remote Similarity	0.6359	NPC134848
Remote Similarity	0.6351	NPC153980
Remote Similarity	0.6351	NPC6865
Remote Similarity	0.635	NPC278874
Remote Similarity	0.6347	NPC470786
Remote Similarity	0.6344	NPC474896
Remote Similarity	0.6343	NPC471944
Remote Similarity	0.6323	NPC282247
Remote Similarity	0.6316	NPC31097
Remote Similarity	0.6308	NPC74153
Remote Similarity	0.6306	NPC72956
Remote Similarity	0.6303	NPC138370
Remote Similarity	0.6301	NPC471191
Remote Similarity	0.6298	NPC282103
Remote Similarity	0.628	NPC470205
Remote Similarity	0.6278	NPC110182
Remote Similarity	0.6277	NPC187145
Remote Similarity	0.6262	NPC16659
Remote Similarity	0.6256	NPC269270
Remote Similarity	0.6256	NPC473376
Remote Similarity	0.6255	NPC208898
Remote Similarity	0.625	NPC194740
Remote Similarity	0.6244	NPC473821
Remote Similarity	0.6238	NPC278434
Remote Similarity	0.6235	NPC74619
Remote Similarity	0.6234	NPC295452
Remote Similarity	0.6234	NPC171393
Remote Similarity	0.6232	NPC477891
Remote Similarity	0.6228	NPC14686
Remote Similarity	0.6227	NPC175602
Remote Similarity	0.6222	NPC477979
Remote Similarity	0.6221	NPC470279
Remote Similarity	0.622	NPC133003
Remote Similarity	0.6217	NPC130570
Remote Similarity	0.6216	NPC61038
Remote Similarity	0.6214	NPC265710
Remote Similarity	0.6205	NPC471193
Remote Similarity	0.6205	NPC471194
Remote Similarity	0.6197	NPC55493
Remote Similarity	0.6197	NPC471448
Remote Similarity	0.6197	NPC56170
Remote Similarity	0.6195	NPC471192
Remote Similarity	0.619	NPC160381
Remote Similarity	0.6186	NPC11445
Remote Similarity	0.6184	NPC88110
Remote Similarity	0.6184	NPC477042
Remote Similarity	0.618	NPC315822
Remote Similarity	0.6176	NPC208060
Remote Similarity	0.6175	NPC106118
Remote Similarity	0.6172	NPC477003
Remote Similarity	0.6171	NPC171787
Remote Similarity	0.617	NPC102593
Remote Similarity	0.617	NPC196718
Remote Similarity	0.6167	NPC305984
Remote Similarity	0.6167	NPC471197
Remote Similarity	0.6157	NPC276657
Remote Similarity	0.615	NPC224632
Remote Similarity	0.615	NPC50562
Remote Similarity	0.6148	NPC51854
Remote Similarity	0.614	NPC303658
Remote Similarity	0.614	NPC157828
Remote Similarity	0.614	NPC264285
Remote Similarity	0.614	NPC195239
Remote Similarity	0.614	NPC248601
Remote Similarity	0.614	NPC471198
Remote Similarity	0.614	NPC276517
Remote Similarity	0.6137	NPC323244
Remote Similarity	0.6136	NPC98715
Remote Similarity	0.6135	NPC213468
Remote Similarity	0.6135	NPC164340
Remote Similarity	0.6133	NPC12344
Remote Similarity	0.6133	NPC219087
Remote Similarity	0.6132	NPC183805
Remote Similarity	0.613	NPC473317
Remote Similarity	0.6129	NPC477041
Remote Similarity	0.6129	NPC477044
Remote Similarity	0.6127	NPC355
Remote Similarity	0.6126	NPC183777
Remote Similarity	0.6123	NPC67658
Remote Similarity	0.6123	NPC469928
Remote Similarity	0.6123	NPC330009
Remote Similarity	0.6116	NPC303951
Remote Similarity	0.6113	NPC303374
Remote Similarity	0.6111	NPC311906
Remote Similarity	0.6109	NPC477043
Remote Similarity	0.6108	NPC66490
Remote Similarity	0.6107	NPC9729
Remote Similarity	0.6103	NPC314333
Remote Similarity	0.6103	NPC324091
Remote Similarity	0.6103	NPC329858
Remote Similarity	0.6103	NPC83111
Remote Similarity	0.6101	NPC477045
Remote Similarity	0.6099	NPC116555
Remote Similarity	0.6099	NPC258062
Remote Similarity	0.6099	NPC127677
Remote Similarity	0.6096	NPC267811
Remote Similarity	0.6089	NPC71132
Remote Similarity	0.6089	NPC23294
Remote Similarity	0.6089	NPC9894
Remote Similarity	0.6087	NPC472099
Remote Similarity	0.6087	NPC64436
Remote Similarity	0.6087	NPC240088
Remote Similarity	0.6087	NPC473380
Remote Similarity	0.6085	NPC254762
Remote Similarity	0.6081	NPC45190
Remote Similarity	0.6081	NPC277350
Remote Similarity	0.6081	NPC300156
Remote Similarity	0.6078	NPC164664
Remote Similarity	0.6077	NPC144114
Remote Similarity	0.6075	NPC476460
Remote Similarity	0.6073	NPC45459
Remote Similarity	0.6073	NPC252338
Remote Similarity	0.6073	NPC213308
Remote Similarity	0.6073	NPC214428
Remote Similarity	0.6073	NPC315491
Remote Similarity	0.607	NPC77101
Remote Similarity	0.607	NPC96321
Remote Similarity	0.607	NPC214106
Remote Similarity	0.607	NPC473041
Remote Similarity	0.6068	NPC303225
Remote Similarity	0.6067	NPC184225
Remote Similarity	0.6066	NPC476341
Remote Similarity	0.6065	NPC280638
Remote Similarity	0.6065	NPC198401
Remote Similarity	0.6063	NPC295548
Remote Similarity	0.6063	NPC476098
Remote Similarity	0.6056	NPC230805
Remote Similarity	0.6056	NPC44354
Remote Similarity	0.6056	NPC221873
Remote Similarity	0.6055	NPC131887
Remote Similarity	0.6055	NPC306376
Remote Similarity	0.6054	NPC225821
Remote Similarity	0.6054	NPC46225
Remote Similarity	0.6054	NPC4687
Remote Similarity	0.6054	NPC249583
Remote Similarity	0.6054	NPC53344
Remote Similarity	0.6052	NPC125597
Remote Similarity	0.6049	NPC6982
Remote Similarity	0.6048	NPC159125
Remote Similarity	0.6047	NPC472292
Remote Similarity	0.6044	NPC471304
Remote Similarity	0.6043	NPC168209
Remote Similarity	0.6043	NPC74360
Remote Similarity	0.6039	NPC84347
Remote Similarity	0.6037	NPC245916
Remote Similarity	0.6037	NPC472293
Remote Similarity	0.6035	NPC54744
Remote Similarity	0.6034	NPC16352
Remote Similarity	0.6034	NPC328924
Remote Similarity	0.6029	NPC471997
Remote Similarity	0.6029	NPC91179
Remote Similarity	0.6027	NPC39679
Remote Similarity	0.6027	NPC285192
Remote Similarity	0.6026	NPC244425
Remote Similarity	0.6026	NPC319232
Remote Similarity	0.6026	NPC15384
Remote Similarity	0.6026	NPC24370
Remote Similarity	0.6026	NPC27041
Remote Similarity	0.6025	NPC477549
Remote Similarity	0.602	NPC68650
Remote Similarity	0.6019	NPC81802
Remote Similarity	0.6019	NPC259545
Remote Similarity	0.6019	NPC161861
Remote Similarity	0.6019	NPC165495
Remote Similarity	0.6019	NPC269886

Drug Structure

NPD4704 OpenBabel08211705272D 27 29 0 0 1 0 0 0 0 0999 V2000 4.4617 -0.9717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8834 -2.1444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9052 -2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0550 -0.0582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0605 0.0464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3834 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4052 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4727 -0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8834 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2142 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -3.9945 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 -5.3007 -2.9945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 5 1 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 6 13 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 9 15 2 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 14 1 6 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 18 24 2 0 0 0 0 19 22 1 0 0 0 0 19 25 2 0 0 0 0 20 23 2 0 0 0 0 20 26 1 0 0 0 0 22 27 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007484
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.23
ALogP	-0.9519
MLogP	3.22
XLogP	6.536
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	68.02
RO5 Violation	1