NPASS drugs

Drug Information

Drug ID:	NPD5318
Drug Name:	AZD-7009 (iv formulation, atrial fibrillation conversion)
Molecular Formula:	C22H32N4O2
Canonical SMILES:	N#Cc1ccc(cc1)NCCCN1CC2OC(C1)CN(C2)CC(=O)C(C)(C)C
Standard InCHI:	InChI=1S/C22H32N4O2/c1-22(2,3)21(27)16-26-14-19-12-25(13-20(15-26)28-19)10-4-9-24-18-7-5-17(11-23)6-8-18/h5-8,19-20,24H,4,9-10,12-16H2,1-3H3
Standard InCHIKey:	KZOCHEDMAHPYCK-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5318

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	116
0.1-0.2	1119
0.2-0.3	9503
0.3-0.4	14287
0.4-0.5	4121
0.5-0.6	1588
0.6-0.7	156
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	0.6947	NPC291610
Remote Similarity	0.6849	NPC252794
Remote Similarity	0.6792	NPC473329
Remote Similarity	0.6746	NPC285622
Remote Similarity	0.6724	NPC2933
Remote Similarity	0.6686	NPC259626
Remote Similarity	0.6667	NPC256288
Remote Similarity	0.6645	NPC130251
Remote Similarity	0.6627	NPC176983
Remote Similarity	0.6625	NPC109787
Remote Similarity	0.6621	NPC475915
Remote Similarity	0.6597	NPC226143
Remote Similarity	0.6554	NPC473615
Remote Similarity	0.6545	NPC113946
Remote Similarity	0.6543	NPC314223
Remote Similarity	0.6527	NPC469741
Remote Similarity	0.6517	NPC229484
Remote Similarity	0.651	NPC322433
Remote Similarity	0.6509	NPC279527
Remote Similarity	0.6509	NPC214960
Remote Similarity	0.6507	NPC103292
Remote Similarity	0.6506	NPC276085
Remote Similarity	0.65	NPC264589
Remote Similarity	0.6497	NPC470301
Remote Similarity	0.6486	NPC192533
Remote Similarity	0.648	NPC292675
Remote Similarity	0.6477	NPC159963
Remote Similarity	0.6474	NPC469560
Remote Similarity	0.6467	NPC472102
Remote Similarity	0.6467	NPC309531
Remote Similarity	0.6452	NPC471123
Remote Similarity	0.6446	NPC61013
Remote Similarity	0.6446	NPC222029
Remote Similarity	0.6438	NPC161956
Remote Similarity	0.6438	NPC279385
Remote Similarity	0.6438	NPC179605
Remote Similarity	0.6438	NPC316582
Remote Similarity	0.6438	NPC112373
Remote Similarity	0.6438	NPC258531
Remote Similarity	0.6433	NPC472118
Remote Similarity	0.6425	NPC14994
Remote Similarity	0.641	NPC287358
Remote Similarity	0.6408	NPC57051
Remote Similarity	0.6407	NPC193410
Remote Similarity	0.6405	NPC53044
Remote Similarity	0.6392	NPC22082
Remote Similarity	0.6392	NPC186284
Remote Similarity	0.6392	NPC301760
Remote Similarity	0.6391	NPC138293
Remote Similarity	0.6391	NPC113056
Remote Similarity	0.6386	NPC29285
Remote Similarity	0.6382	NPC472245
Remote Similarity	0.6374	NPC167724
Remote Similarity	0.6374	NPC224970
Remote Similarity	0.6374	NPC223595
Remote Similarity	0.637	NPC177684
Remote Similarity	0.637	NPC291962
Remote Similarity	0.6369	NPC248117
Remote Similarity	0.6358	NPC242269
Remote Similarity	0.6353	NPC472106
Remote Similarity	0.6351	NPC268534
Remote Similarity	0.6345	NPC313449
Remote Similarity	0.6341	NPC475763
Remote Similarity	0.6331	NPC472120
Remote Similarity	0.6331	NPC282339
Remote Similarity	0.6331	NPC293458
Remote Similarity	0.6331	NPC85651
Remote Similarity	0.6331	NPC286871
Remote Similarity	0.6331	NPC472101
Remote Similarity	0.6331	NPC99632
Remote Similarity	0.6316	NPC209389
Remote Similarity	0.6312	NPC469537
Remote Similarity	0.6292	NPC477159
Remote Similarity	0.6286	NPC264482
Remote Similarity	0.6286	NPC203202
Remote Similarity	0.6284	NPC257490
Remote Similarity	0.6273	NPC311330
Remote Similarity	0.6266	NPC319645
Remote Similarity	0.625	NPC145754
Remote Similarity	0.625	NPC123241
Remote Similarity	0.6242	NPC243756
Remote Similarity	0.6242	NPC66936
Remote Similarity	0.623	NPC25401
Remote Similarity	0.6225	NPC470343
Remote Similarity	0.6225	NPC472244
Remote Similarity	0.6221	NPC472115
Remote Similarity	0.6221	NPC472114
Remote Similarity	0.6218	NPC162417
Remote Similarity	0.6218	NPC316104
Remote Similarity	0.6215	NPC475094
Remote Similarity	0.6215	NPC99043
Remote Similarity	0.6215	NPC6974
Remote Similarity	0.6215	NPC218594
Remote Similarity	0.6214	NPC434
Remote Similarity	0.6213	NPC36495
Remote Similarity	0.6209	NPC150863
Remote Similarity	0.619	NPC228515
Remote Similarity	0.6175	NPC128582
Remote Similarity	0.6174	NPC314192
Remote Similarity	0.6171	NPC251212
Remote Similarity	0.6171	NPC214626
Remote Similarity	0.6171	NPC139085
Remote Similarity	0.617	NPC302790
Remote Similarity	0.6169	NPC194562
Remote Similarity	0.6169	NPC314431
Remote Similarity	0.6169	NPC280807
Remote Similarity	0.6168	NPC478076
Remote Similarity	0.6158	NPC186669
Remote Similarity	0.6154	NPC181928
Remote Similarity	0.6149	NPC472241
Remote Similarity	0.6145	NPC206592
Remote Similarity	0.6136	NPC475097
Remote Similarity	0.6133	NPC39818
Remote Similarity	0.612	NPC284706
Remote Similarity	0.6118	NPC471122
Remote Similarity	0.6095	NPC36836
Remote Similarity	0.6095	NPC63370
Remote Similarity	0.6093	NPC254698
Remote Similarity	0.6087	NPC473298
Remote Similarity	0.6087	NPC2823
Remote Similarity	0.6084	NPC318086
Remote Similarity	0.6082	NPC68650
Remote Similarity	0.608	NPC473743
Remote Similarity	0.608	NPC476425
Remote Similarity	0.6074	NPC472103
Remote Similarity	0.6074	NPC314186
Remote Similarity	0.6074	NPC136002
Remote Similarity	0.6069	NPC475420
Remote Similarity	0.6067	NPC14849
Remote Similarity	0.6061	NPC212799
Remote Similarity	0.6048	NPC154602
Remote Similarity	0.6047	NPC472121
Remote Similarity	0.6047	NPC472117
Remote Similarity	0.6045	NPC469726
Remote Similarity	0.6045	NPC329338
Remote Similarity	0.6044	NPC476095
Remote Similarity	0.6043	NPC474430
Remote Similarity	0.6039	NPC478079
Remote Similarity	0.6037	NPC116519
Remote Similarity	0.6037	NPC472242
Remote Similarity	0.6034	NPC147298
Remote Similarity	0.6034	NPC182057
Remote Similarity	0.6034	NPC131450
Remote Similarity	0.6033	NPC316405
Remote Similarity	0.6031	NPC30445
Remote Similarity	0.6026	NPC231382
Remote Similarity	0.6025	NPC472243
Remote Similarity	0.6016	NPC134825
Remote Similarity	0.6014	NPC24777
Remote Similarity	0.6013	NPC313352
Remote Similarity	0.6012	NPC21174
Remote Similarity	0.6012	NPC122106
Remote Similarity	0.6012	NPC271797
Remote Similarity	0.6	NPC472100
Remote Similarity	0.6	NPC63047
Remote Similarity	0.6	NPC475248
Remote Similarity	0.5989	NPC96901
Remote Similarity	0.5989	NPC97584
Remote Similarity	0.5989	NPC473880
Remote Similarity	0.5988	NPC43477
Remote Similarity	0.5988	NPC225319
Remote Similarity	0.5988	NPC471164
Remote Similarity	0.5987	NPC283130
Remote Similarity	0.5987	NPC328683
Remote Similarity	0.5986	NPC79618
Remote Similarity	0.5978	NPC285841
Remote Similarity	0.5978	NPC260075
Remote Similarity	0.5977	NPC471124
Remote Similarity	0.5974	NPC250476
Remote Similarity	0.5974	NPC119326
Remote Similarity	0.5965	NPC104345
Remote Similarity	0.5962	NPC473417
Remote Similarity	0.5959	NPC477179
Remote Similarity	0.5957	NPC34717
Remote Similarity	0.5956	NPC52262
Remote Similarity	0.5955	NPC248862
Remote Similarity	0.5955	NPC328611
Remote Similarity	0.5954	NPC35510
Remote Similarity	0.5954	NPC253667
Remote Similarity	0.5946	NPC313673
Remote Similarity	0.5942	NPC75496
Remote Similarity	0.5941	NPC473297
Remote Similarity	0.5928	NPC477178
Remote Similarity	0.5928	NPC477181
Remote Similarity	0.5928	NPC254850
Remote Similarity	0.5928	NPC477974
Remote Similarity	0.5928	NPC477180
Remote Similarity	0.5926	NPC315051
Remote Similarity	0.5922	NPC476441
Remote Similarity	0.592	NPC78375
Remote Similarity	0.592	NPC476446
Remote Similarity	0.592	NPC328270
Remote Similarity	0.592	NPC469813
Remote Similarity	0.5918	NPC475259
Remote Similarity	0.5918	NPC471945
Remote Similarity	0.5918	NPC470491
Remote Similarity	0.5918	NPC471950
Remote Similarity	0.5917	NPC117032
Remote Similarity	0.5912	NPC286994
Remote Similarity	0.5906	NPC94167

Drug Structure

NPD5318 OpenBabel08211706322D 29 31 0 0 1 0 0 0 0 0999 V2000 -0.8404 -2.4261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3256 -0.6152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8108 -1.4556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2165 1.7326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2835 2.5986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2835 4.3307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2835 2.5986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2835 4.3307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7165 2.5986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7165 0.8666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7835 3.4647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6507 -0.6363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4478 0.0582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9235 -2.2390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5765 -1.3729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8404 -1.4556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7835 3.4647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2165 3.4647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4235 -1.3729 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0765 -0.5069 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -0.9704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8404 -1.4556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7835 3.4647 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2165 3.4647 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2165 0.0006 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0765 -2.2390 0.0000 N 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 0.9235 -0.5069 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7165 4.3307 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 9 1 0 0 0 0 4 10 1 0 0 0 0 5 7 1 0 0 0 0 5 17 2 0 0 0 0 6 8 2 0 0 0 0 6 17 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 24 1 0 0 0 0 10 25 1 0 0 0 0 11 17 1 0 0 0 0 11 23 3 0 0 0 0 12 19 1 0 0 0 0 12 25 1 0 0 0 0 13 20 1 0 0 0 0 13 25 1 0 0 0 0 14 19 1 0 0 0 0 14 26 1 0 0 0 0 15 20 1 0 0 0 0 15 26 1 0 0 0 0 16 21 1 0 0 0 0 16 26 1 0 0 0 0 18 24 1 0 0 0 0 19 28 1 0 0 0 0 20 28 1 0 0 0 0 21 22 1 0 0 0 0 21 27 2 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013151
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	384.25
ALogP	0.258
MLogP	3.22
XLogP	1.426
HDA	6
HBD	1
Rotatable Bonds	11
TPSA	68.6
RO5 Violation	0