NPASS drugs

Drug Information

Drug ID:	NPD5256
Drug Name:	barucainide
Molecular Formula:	C22H30N2O2
Canonical SMILES:	CC(NCCCCOc1c(C)nc(c2c1COC2)Cc1ccccc1)C
Standard InCHI:	InChI=1S/C22H30N2O2/c1-16(2)23-11-7-8-12-26-22-17(3)24-21(19-14-25-15-20(19)22)13-18-9-5-4-6-10-18/h4-6,9-10,16,23H,7-8,11-15H2,1-3H3
Standard InCHIKey:	KXSKBNFNSAMNEZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5256

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	317
0.1-0.2	1758
0.2-0.3	9920
0.3-0.4	3286
0.4-0.5	10770
0.5-0.6	3306
0.6-0.7	1322
0.7-0.8	211
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	0.7845	NPC283152
Intermediate Similarity	0.7828	NPC26679
Intermediate Similarity	0.7802	NPC472168
Intermediate Similarity	0.7778	NPC279401
Intermediate Similarity	0.7778	NPC79293
Intermediate Similarity	0.7772	NPC176127
Intermediate Similarity	0.773	NPC84478
Intermediate Similarity	0.772	NPC19872
Intermediate Similarity	0.772	NPC329747
Intermediate Similarity	0.772	NPC329793
Intermediate Similarity	0.7717	NPC474798
Intermediate Similarity	0.77	NPC471080
Intermediate Similarity	0.77	NPC469592
Intermediate Similarity	0.7688	NPC42591
Intermediate Similarity	0.7684	NPC475190
Intermediate Similarity	0.7677	NPC185782
Intermediate Similarity	0.7668	NPC128823
Intermediate Similarity	0.766	NPC242928
Intermediate Similarity	0.7653	NPC470930
Intermediate Similarity	0.765	NPC94157
Intermediate Similarity	0.764	NPC118511
Intermediate Similarity	0.7638	NPC219664
Intermediate Similarity	0.7634	NPC320394
Intermediate Similarity	0.7626	NPC475910
Intermediate Similarity	0.7619	NPC76748
Intermediate Similarity	0.7614	NPC472111
Intermediate Similarity	0.7602	NPC476138
Intermediate Similarity	0.7602	NPC245816
Intermediate Similarity	0.7596	NPC194724
Intermediate Similarity	0.7592	NPC307963
Intermediate Similarity	0.7584	NPC177404
Intermediate Similarity	0.7579	NPC92111
Intermediate Similarity	0.7566	NPC296527
Intermediate Similarity	0.7565	NPC267928
Intermediate Similarity	0.7562	NPC203168
Intermediate Similarity	0.7561	NPC132642
Intermediate Similarity	0.7554	NPC211997
Intermediate Similarity	0.7549	NPC469594
Intermediate Similarity	0.7543	NPC26872
Intermediate Similarity	0.7542	NPC263439
Intermediate Similarity	0.7527	NPC118776
Intermediate Similarity	0.7527	NPC470474
Intermediate Similarity	0.7526	NPC72211
Intermediate Similarity	0.7525	NPC476287
Intermediate Similarity	0.7513	NPC251090
Intermediate Similarity	0.7513	NPC66083
Intermediate Similarity	0.75	NPC134586
Intermediate Similarity	0.75	NPC288943
Intermediate Similarity	0.75	NPC469589
Intermediate Similarity	0.75	NPC180504
Intermediate Similarity	0.7476	NPC472099
Intermediate Similarity	0.7475	NPC285558
Intermediate Similarity	0.7463	NPC471304
Intermediate Similarity	0.7461	NPC43787
Intermediate Similarity	0.7461	NPC205934
Intermediate Similarity	0.7451	NPC8022
Intermediate Similarity	0.7451	NPC470799
Intermediate Similarity	0.7451	NPC288349
Intermediate Similarity	0.7449	NPC176538
Intermediate Similarity	0.7449	NPC315957
Intermediate Similarity	0.7437	NPC476106
Intermediate Similarity	0.743	NPC63338
Intermediate Similarity	0.743	NPC324203
Intermediate Similarity	0.743	NPC322976
Intermediate Similarity	0.7424	NPC475774
Intermediate Similarity	0.7424	NPC162484
Intermediate Similarity	0.7423	NPC13880
Intermediate Similarity	0.7423	NPC70259
Intermediate Similarity	0.7416	NPC26850
Intermediate Similarity	0.7411	NPC232727
Intermediate Similarity	0.7406	NPC475253
Intermediate Similarity	0.7398	NPC18487
Intermediate Similarity	0.7396	NPC469390
Intermediate Similarity	0.7393	NPC314954
Intermediate Similarity	0.7374	NPC66815
Intermediate Similarity	0.7371	NPC469554
Intermediate Similarity	0.7366	NPC148183
Intermediate Similarity	0.7366	NPC152768
Intermediate Similarity	0.7358	NPC133140
Intermediate Similarity	0.7358	NPC195268
Intermediate Similarity	0.7353	NPC478074
Intermediate Similarity	0.7337	NPC223427
Intermediate Similarity	0.7327	NPC209769
Intermediate Similarity	0.7323	NPC267423
Intermediate Similarity	0.7323	NPC476044
Intermediate Similarity	0.7318	NPC132680
Intermediate Similarity	0.7318	NPC269919
Intermediate Similarity	0.7311	NPC476997
Intermediate Similarity	0.7304	NPC472098
Intermediate Similarity	0.7296	NPC70956
Intermediate Similarity	0.7296	NPC243834
Intermediate Similarity	0.7295	NPC96321
Intermediate Similarity	0.7292	NPC110741
Intermediate Similarity	0.7291	NPC199667
Intermediate Similarity	0.7286	NPC291535
Intermediate Similarity	0.7286	NPC475085
Intermediate Similarity	0.7286	NPC475112
Intermediate Similarity	0.7282	NPC131017
Intermediate Similarity	0.7277	NPC476998
Intermediate Similarity	0.7277	NPC61350
Intermediate Similarity	0.7277	NPC476996
Intermediate Similarity	0.7273	NPC249040
Intermediate Similarity	0.7268	NPC280964
Intermediate Similarity	0.7268	NPC114335
Intermediate Similarity	0.7268	NPC162530
Intermediate Similarity	0.7268	NPC141915
Intermediate Similarity	0.7264	NPC473185
Intermediate Similarity	0.7263	NPC62069
Intermediate Similarity	0.7256	NPC329631
Intermediate Similarity	0.7255	NPC208284
Intermediate Similarity	0.7246	NPC305984
Intermediate Similarity	0.7245	NPC473053
Intermediate Similarity	0.7243	NPC476999
Intermediate Similarity	0.7241	NPC473181
Intermediate Similarity	0.7236	NPC470586
Intermediate Similarity	0.7231	NPC84853
Intermediate Similarity	0.723	NPC476994
Intermediate Similarity	0.722	NPC473180
Intermediate Similarity	0.722	NPC264176
Intermediate Similarity	0.7214	NPC164374
Intermediate Similarity	0.7214	NPC137929
Intermediate Similarity	0.7212	NPC131885
Intermediate Similarity	0.7212	NPC473041
Intermediate Similarity	0.7212	NPC303658
Intermediate Similarity	0.7209	NPC101543
Intermediate Similarity	0.7207	NPC63562
Intermediate Similarity	0.7206	NPC123976
Intermediate Similarity	0.7206	NPC11464
Intermediate Similarity	0.7206	NPC167860
Intermediate Similarity	0.7198	NPC170114
Intermediate Similarity	0.7192	NPC287208
Intermediate Similarity	0.719	NPC310118
Intermediate Similarity	0.7189	NPC256828
Intermediate Similarity	0.7186	NPC214428
Intermediate Similarity	0.7186	NPC477019
Intermediate Similarity	0.7178	NPC304183
Intermediate Similarity	0.7177	NPC473179
Intermediate Similarity	0.7173	NPC284678
Intermediate Similarity	0.7166	NPC312872
Intermediate Similarity	0.7157	NPC201697
Intermediate Similarity	0.7156	NPC280272
Intermediate Similarity	0.7151	NPC158129
Intermediate Similarity	0.715	NPC470549
Intermediate Similarity	0.7143	NPC471598
Intermediate Similarity	0.7143	NPC289786
Intermediate Similarity	0.7143	NPC477533
Intermediate Similarity	0.7129	NPC274291
Intermediate Similarity	0.7129	NPC264166
Intermediate Similarity	0.7129	NPC47059
Intermediate Similarity	0.7129	NPC165349
Intermediate Similarity	0.7129	NPC118832
Intermediate Similarity	0.7129	NPC329708
Intermediate Similarity	0.7122	NPC290689
Intermediate Similarity	0.7121	NPC224928
Intermediate Similarity	0.7112	NPC259545
Intermediate Similarity	0.711	NPC280853
Intermediate Similarity	0.7108	NPC476465
Intermediate Similarity	0.7105	NPC168486
Intermediate Similarity	0.7105	NPC222592
Intermediate Similarity	0.7103	NPC110151
Intermediate Similarity	0.7101	NPC39500
Intermediate Similarity	0.7101	NPC266931
Intermediate Similarity	0.71	NPC11017
Intermediate Similarity	0.71	NPC121772
Intermediate Similarity	0.7098	NPC204385
Intermediate Similarity	0.7095	NPC213530
Intermediate Similarity	0.7095	NPC193267
Intermediate Similarity	0.7095	NPC153769
Intermediate Similarity	0.7089	NPC21638
Intermediate Similarity	0.7087	NPC187501
Intermediate Similarity	0.7079	NPC469440
Intermediate Similarity	0.7079	NPC317572
Intermediate Similarity	0.7078	NPC184680
Intermediate Similarity	0.7069	NPC285016
Intermediate Similarity	0.7069	NPC245657
Intermediate Similarity	0.7068	NPC161887
Intermediate Similarity	0.7065	NPC31930
Intermediate Similarity	0.7064	NPC39370
Intermediate Similarity	0.7059	NPC193777
Intermediate Similarity	0.7053	NPC48353
Intermediate Similarity	0.7053	NPC72980
Intermediate Similarity	0.7053	NPC316981
Intermediate Similarity	0.7053	NPC232340
Intermediate Similarity	0.7052	NPC471596
Intermediate Similarity	0.7051	NPC473186
Intermediate Similarity	0.705	NPC4071
Intermediate Similarity	0.705	NPC476578
Intermediate Similarity	0.705	NPC287437
Intermediate Similarity	0.705	NPC476582
Intermediate Similarity	0.7045	NPC470785
Intermediate Similarity	0.7044	NPC36229
Intermediate Similarity	0.7044	NPC476581
Intermediate Similarity	0.7044	NPC16452
Intermediate Similarity	0.7043	NPC1527
Intermediate Similarity	0.7043	NPC44161
Intermediate Similarity	0.7039	NPC5145
Intermediate Similarity	0.7039	NPC269367
Intermediate Similarity	0.7031	NPC472110
Intermediate Similarity	0.7031	NPC472109
Intermediate Similarity	0.703	NPC295898

Drug Structure

NPD5256 OpenBabel08211706322D 27 29 0 0 0 0 0 0 0 0999 V2000 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 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 0.0000 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 3.4641 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 -3.4641 1.0000 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 2.5981 1.5000 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 -3.4641 -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 -1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 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 1.7321 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 -1.7321 1.0000 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 -1.7321 -0.0000 0.0000 C 0 0 0 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 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 2.5827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 17 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 23 1 0 0 0 0 12 26 1 0 0 0 0 13 18 1 0 0 0 0 13 21 1 0 0 0 0 14 19 1 0 0 0 0 14 25 1 0 0 0 0 15 20 1 0 0 0 0 15 25 1 0 0 0 0 16 23 1 0 0 0 0 17 22 2 0 0 0 0 17 24 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 24 2 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010897
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.23
ALogP	-0.4453
MLogP	3.44
XLogP	5.406
HDA	3
HBD	1
Rotatable Bonds	12
TPSA	43.38
RO5 Violation	1