NPASS drugs

Drug Information

Drug ID:	NPD1781
Drug Name:	Acecainide
Molecular Formula:	C15H23N3O2
Canonical SMILES:	CCN(CCNC(=O)c1ccc(cc1)N=C(O)C)CC
Standard InCHI:	InChI=1S/C15H23N3O2/c1-4-18(5-2)11-10-16-15(20)13-6-8-14(9-7-13)17-12(3)19/h6-9H,4-5,10-11H2,1-3H3,(H,16,20)(H,17,19)
Standard InCHIKey:	KEECCEWTUVWFCV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1781

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	114
0.1-0.2	1904
0.2-0.3	9591
0.3-0.4	12327
0.4-0.5	4555
0.5-0.6	1975
0.6-0.7	367
0.7-0.8	52
0.8-0.85	4
0.85-0.9	1
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
High Similarity	0.874	NPC322433
Intermediate Similarity	0.812	NPC472245
Intermediate Similarity	0.8045	NPC150863
Intermediate Similarity	0.8015	NPC316104
Intermediate Similarity	0.8015	NPC162417
Intermediate Similarity	0.7852	NPC280807
Intermediate Similarity	0.7852	NPC314431
Intermediate Similarity	0.7746	NPC472241
Intermediate Similarity	0.7717	NPC57051
Intermediate Similarity	0.7676	NPC471164
Intermediate Similarity	0.7634	NPC226143
Intermediate Similarity	0.7606	NPC472243
Intermediate Similarity	0.7589	NPC122553
Intermediate Similarity	0.7586	NPC472242
Intermediate Similarity	0.7556	NPC472244
Intermediate Similarity	0.7556	NPC470343
Intermediate Similarity	0.7484	NPC14849
Intermediate Similarity	0.7483	NPC84317
Intermediate Similarity	0.7482	NPC207428
Intermediate Similarity	0.7448	NPC478040
Intermediate Similarity	0.7444	NPC27833
Intermediate Similarity	0.7431	NPC2823
Intermediate Similarity	0.7419	NPC38262
Intermediate Similarity	0.7386	NPC154478
Intermediate Similarity	0.7358	NPC328611
Intermediate Similarity	0.7357	NPC40364
Intermediate Similarity	0.7355	NPC189116
Intermediate Similarity	0.7343	NPC287358
Intermediate Similarity	0.7329	NPC131450
Intermediate Similarity	0.7329	NPC182057
Intermediate Similarity	0.7329	NPC147298
Intermediate Similarity	0.7299	NPC205946
Intermediate Similarity	0.7299	NPC474926
Intermediate Similarity	0.7297	NPC478039
Intermediate Similarity	0.7279	NPC314186
Intermediate Similarity	0.725	NPC248862
Intermediate Similarity	0.7241	NPC242933
Intermediate Similarity	0.7185	NPC179605
Intermediate Similarity	0.7185	NPC279385
Intermediate Similarity	0.7181	NPC324445
Intermediate Similarity	0.7172	NPC319645
Intermediate Similarity	0.7172	NPC83214
Intermediate Similarity	0.7171	NPC117032
Intermediate Similarity	0.7163	NPC314098
Intermediate Similarity	0.7153	NPC254698
Intermediate Similarity	0.7132	NPC103292
Intermediate Similarity	0.7111	NPC291962
Intermediate Similarity	0.7111	NPC177684
Intermediate Similarity	0.7109	NPC172170
Intermediate Similarity	0.7105	NPC314223
Intermediate Similarity	0.7083	NPC300299
Intermediate Similarity	0.7059	NPC258531
Intermediate Similarity	0.7059	NPC161956
Intermediate Similarity	0.7059	NPC112373
Intermediate Similarity	0.7025	NPC138293
Intermediate Similarity	0.7025	NPC113056
Intermediate Similarity	0.7014	NPC253476
Remote Similarity	0.6978	NPC192533
Remote Similarity	0.6959	NPC316202
Remote Similarity	0.6934	NPC150323
Remote Similarity	0.6923	NPC126458
Remote Similarity	0.6912	NPC220698
Remote Similarity	0.6905	NPC133003
Remote Similarity	0.6889	NPC239357
Remote Similarity	0.6884	NPC71684
Remote Similarity	0.6884	NPC257490
Remote Similarity	0.6875	NPC275467
Remote Similarity	0.6853	NPC187231
Remote Similarity	0.6846	NPC55529
Remote Similarity	0.6846	NPC43477
Remote Similarity	0.6835	NPC39818
Remote Similarity	0.6835	NPC268534
Remote Similarity	0.6831	NPC58827
Remote Similarity	0.6831	NPC307437
Remote Similarity	0.6831	NPC72473
Remote Similarity	0.6824	NPC469560
Remote Similarity	0.6821	NPC136002
Remote Similarity	0.6818	NPC473329
Remote Similarity	0.6783	NPC209389
Remote Similarity	0.6772	NPC104345
Remote Similarity	0.6769	NPC45033
Remote Similarity	0.6769	NPC473498
Remote Similarity	0.6755	NPC314287
Remote Similarity	0.6736	NPC194562
Remote Similarity	0.6735	NPC173295
Remote Similarity	0.6733	NPC470301
Remote Similarity	0.6721	NPC78154
Remote Similarity	0.6693	NPC75496
Remote Similarity	0.6687	NPC68650
Remote Similarity	0.6686	NPC470205
Remote Similarity	0.6667	NPC276949
Remote Similarity	0.6667	NPC207554
Remote Similarity	0.6667	NPC315051
Remote Similarity	0.6667	NPC471130
Remote Similarity	0.6667	NPC35850
Remote Similarity	0.6647	NPC324091
Remote Similarity	0.6646	NPC88970
Remote Similarity	0.6642	NPC14672
Remote Similarity	0.6642	NPC315276
Remote Similarity	0.6642	NPC285926
Remote Similarity	0.6641	NPC471447
Remote Similarity	0.664	NPC256452
Remote Similarity	0.6627	NPC469529
Remote Similarity	0.6624	NPC473002
Remote Similarity	0.6623	NPC471574
Remote Similarity	0.6623	NPC259678
Remote Similarity	0.662	NPC22746
Remote Similarity	0.6618	NPC33742
Remote Similarity	0.6607	NPC11126
Remote Similarity	0.6606	NPC355
Remote Similarity	0.6606	NPC292265
Remote Similarity	0.6582	NPC295021
Remote Similarity	0.6581	NPC254798
Remote Similarity	0.6575	NPC316746
Remote Similarity	0.6573	NPC79698
Remote Similarity	0.6573	NPC101719
Remote Similarity	0.6571	NPC200964
Remote Similarity	0.6568	NPC91179
Remote Similarity	0.6566	NPC161861
Remote Similarity	0.6565	NPC473418
Remote Similarity	0.6565	NPC143516
Remote Similarity	0.6562	NPC222029
Remote Similarity	0.656	NPC291070
Remote Similarity	0.656	NPC246757
Remote Similarity	0.655	NPC477003
Remote Similarity	0.6547	NPC229353
Remote Similarity	0.6543	NPC253667
Remote Similarity	0.6543	NPC35510
Remote Similarity	0.6538	NPC300596
Remote Similarity	0.6538	NPC237649
Remote Similarity	0.6524	NPC279527
Remote Similarity	0.6524	NPC214960
Remote Similarity	0.6522	NPC276085
Remote Similarity	0.6515	NPC474804
Remote Similarity	0.6515	NPC130898
Remote Similarity	0.6515	NPC474973
Remote Similarity	0.6503	NPC222466
Remote Similarity	0.6494	NPC470822
Remote Similarity	0.6491	NPC470317
Remote Similarity	0.649	NPC315224
Remote Similarity	0.649	NPC181527
Remote Similarity	0.6481	NPC472102
Remote Similarity	0.6481	NPC309531
Remote Similarity	0.6481	NPC27904
Remote Similarity	0.6478	NPC469903
Remote Similarity	0.6478	NPC251391
Remote Similarity	0.6475	NPC470545
Remote Similarity	0.6474	NPC17273
Remote Similarity	0.6474	NPC135601
Remote Similarity	0.6474	NPC141612
Remote Similarity	0.6467	NPC471123
Remote Similarity	0.6466	NPC20322
Remote Similarity	0.6454	NPC130931
Remote Similarity	0.6453	NPC228835
Remote Similarity	0.6453	NPC471742
Remote Similarity	0.6447	NPC130251
Remote Similarity	0.6446	NPC472118
Remote Similarity	0.6442	NPC472121
Remote Similarity	0.6438	NPC111428
Remote Similarity	0.6429	NPC470546
Remote Similarity	0.6424	NPC132636
Remote Similarity	0.642	NPC473003
Remote Similarity	0.642	NPC469902
Remote Similarity	0.642	NPC469901
Remote Similarity	0.642	NPC36495
Remote Similarity	0.6419	NPC53044
Remote Similarity	0.6412	NPC202613
Remote Similarity	0.641	NPC470440
Remote Similarity	0.6407	NPC318183
Remote Similarity	0.6405	NPC301760
Remote Similarity	0.6403	NPC470544
Remote Similarity	0.6397	NPC275410
Remote Similarity	0.6395	NPC477432
Remote Similarity	0.6391	NPC151635
Remote Similarity	0.6389	NPC226794
Remote Similarity	0.6386	NPC470971
Remote Similarity	0.6377	NPC113099
Remote Similarity	0.6369	NPC315829
Remote Similarity	0.6364	NPC233380
Remote Similarity	0.6358	NPC76982
Remote Similarity	0.6358	NPC21429
Remote Similarity	0.6354	NPC106118
Remote Similarity	0.6341	NPC17497
Remote Similarity	0.6341	NPC305602
Remote Similarity	0.6335	NPC209362
Remote Similarity	0.6333	NPC474473
Remote Similarity	0.6329	NPC105811
Remote Similarity	0.6328	NPC476460
Remote Similarity	0.6327	NPC122235
Remote Similarity	0.6327	NPC473322
Remote Similarity	0.6325	NPC182131
Remote Similarity	0.6325	NPC114637
Remote Similarity	0.6319	NPC474082
Remote Similarity	0.6319	NPC175726
Remote Similarity	0.6316	NPC167336
Remote Similarity	0.6316	NPC475094
Remote Similarity	0.6312	NPC472260
Remote Similarity	0.6309	NPC476687
Remote Similarity	0.6309	NPC476689
Remote Similarity	0.6309	NPC476685

Drug Structure

NPD1781 OpenBabel08211701082D 22 22 0 0 0 0 0 0 0 0999 V2000 6.0622 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 1.7321 0.0000 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 0.8660 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 4.3301 0.5000 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 1.7321 -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 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 H 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 4 1 0 0 0 0 2 5 1 0 0 0 0 3 12 1 0 0 0 0 4 18 1 0 0 0 0 5 18 1 0 0 0 0 6 8 1 0 0 0 0 6 13 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 11 18 1 0 0 0 0 12 17 2 3 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 1 0 0 0 0 15 20 2 0 0 0 0 16 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003267
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	277.18
ALogP	0.0353
MLogP	2.56
XLogP	2.355
HDA	5
HBD	2
Rotatable Bonds	12
TPSA	64.93
RO5 Violation	0