NPASS drugs

Drug Information

Drug ID:	NPD5992
Drug Name:	Piperacetazine
Molecular Formula:	C24H30N2O2S
Canonical SMILES:	OCCC1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)C(=O)C
Standard InCHI:	InChI=1S/C24H30N2O2S/c1-18(28)20-7-8-24-22(17-20)26(21-5-2-3-6-23(21)29-24)13-4-12-25-14-9-19(10-15-25)11-16-27/h2-3,5-8,17,19,27H,4,9-16H2,1H3
Standard InCHIKey:	BTFMCMVEUCGQDX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5992

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	140
0.1-0.2	1058
0.2-0.3	6204
0.3-0.4	12732
0.4-0.5	8828
0.5-0.6	1771
0.6-0.7	155
0.7-0.8	2
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	0.7516	NPC473417
Intermediate Similarity	0.7143	NPC472118
Remote Similarity	0.6974	NPC226143
Remote Similarity	0.697	NPC471741
Remote Similarity	0.6962	NPC314431
Remote Similarity	0.6883	NPC257490
Remote Similarity	0.6816	NPC318183
Remote Similarity	0.678	NPC472106
Remote Similarity	0.6761	NPC472101
Remote Similarity	0.6761	NPC472120
Remote Similarity	0.6753	NPC177684
Remote Similarity	0.6753	NPC291962
Remote Similarity	0.671	NPC258531
Remote Similarity	0.671	NPC112373
Remote Similarity	0.671	NPC161956
Remote Similarity	0.6709	NPC470343
Remote Similarity	0.6709	NPC472244
Remote Similarity	0.6687	NPC150863
Remote Similarity	0.6646	NPC280807
Remote Similarity	0.6646	NPC472245
Remote Similarity	0.6628	NPC144691
Remote Similarity	0.6624	NPC268534
Remote Similarity	0.6612	NPC471743
Remote Similarity	0.6591	NPC113946
Remote Similarity	0.6573	NPC472117
Remote Similarity	0.6568	NPC478040
Remote Similarity	0.655	NPC478039
Remote Similarity	0.6548	NPC470301
Remote Similarity	0.6541	NPC475094
Remote Similarity	0.6536	NPC113056
Remote Similarity	0.6536	NPC138293
Remote Similarity	0.6529	NPC314186
Remote Similarity	0.6524	NPC470317
Remote Similarity	0.6519	NPC39818
Remote Similarity	0.6517	NPC472102
Remote Similarity	0.6517	NPC309531
Remote Similarity	0.6488	NPC472243
Remote Similarity	0.6471	NPC57051
Remote Similarity	0.6444	NPC204867
Remote Similarity	0.644	NPC255909
Remote Similarity	0.6438	NPC192533
Remote Similarity	0.6425	NPC474058
Remote Similarity	0.6402	NPC314098
Remote Similarity	0.6392	NPC179605
Remote Similarity	0.6392	NPC279385
Remote Similarity	0.6391	NPC315051
Remote Similarity	0.6389	NPC35510
Remote Similarity	0.6389	NPC253667
Remote Similarity	0.6379	NPC321617
Remote Similarity	0.6374	NPC214960
Remote Similarity	0.6374	NPC279527
Remote Similarity	0.6352	NPC103292
Remote Similarity	0.6348	NPC29285
Remote Similarity	0.6347	NPC300299
Remote Similarity	0.6337	NPC470822
Remote Similarity	0.6335	NPC285394
Remote Similarity	0.6333	NPC27904
Remote Similarity	0.6333	NPC315368
Remote Similarity	0.633	NPC15840
Remote Similarity	0.6321	NPC313293
Remote Similarity	0.6316	NPC472241
Remote Similarity	0.6298	NPC199737
Remote Similarity	0.6284	NPC182131
Remote Similarity	0.6284	NPC472115
Remote Similarity	0.6284	NPC291610
Remote Similarity	0.6284	NPC472114
Remote Similarity	0.628	NPC209389
Remote Similarity	0.6278	NPC36495
Remote Similarity	0.6267	NPC167336
Remote Similarity	0.6264	NPC470579
Remote Similarity	0.6257	NPC476441
Remote Similarity	0.6257	NPC186284
Remote Similarity	0.6257	NPC22082
Remote Similarity	0.6257	NPC471574
Remote Similarity	0.6256	NPC478075
Remote Similarity	0.625	NPC473484
Remote Similarity	0.6243	NPC286994
Remote Similarity	0.6242	NPC477432
Remote Similarity	0.6236	NPC478076
Remote Similarity	0.6235	NPC469560
Remote Similarity	0.6219	NPC328596
Remote Similarity	0.6219	NPC328318
Remote Similarity	0.6209	NPC469741
Remote Similarity	0.6207	NPC472242
Remote Similarity	0.6203	NPC470548
Remote Similarity	0.619	NPC218594
Remote Similarity	0.619	NPC99043
Remote Similarity	0.6183	NPC292265
Remote Similarity	0.6183	NPC355
Remote Similarity	0.618	NPC117032
Remote Similarity	0.6178	NPC159125
Remote Similarity	0.6176	NPC122553
Remote Similarity	0.6171	NPC264589
Remote Similarity	0.6158	NPC471997
Remote Similarity	0.6154	NPC225319
Remote Similarity	0.615	NPC214626
Remote Similarity	0.615	NPC139085
Remote Similarity	0.615	NPC96901
Remote Similarity	0.615	NPC251212
Remote Similarity	0.6149	NPC136002
Remote Similarity	0.6146	NPC471742
Remote Similarity	0.6146	NPC258480
Remote Similarity	0.6145	NPC187231
Remote Similarity	0.6138	NPC157583
Remote Similarity	0.6134	NPC472323
Remote Similarity	0.6131	NPC130655
Remote Similarity	0.6126	NPC113626
Remote Similarity	0.612	NPC99632
Remote Similarity	0.612	NPC282339
Remote Similarity	0.612	NPC176983
Remote Similarity	0.6118	NPC471123
Remote Similarity	0.6114	NPC313850
Remote Similarity	0.6108	NPC316746
Remote Similarity	0.6105	NPC207554
Remote Similarity	0.6103	NPC103119
Remote Similarity	0.6102	NPC300596
Remote Similarity	0.6102	NPC237649
Remote Similarity	0.6099	NPC193410
Remote Similarity	0.6096	NPC112336
Remote Similarity	0.6096	NPC474814
Remote Similarity	0.6093	NPC328877
Remote Similarity	0.6092	NPC314287
Remote Similarity	0.6087	NPC328270
Remote Similarity	0.6082	NPC90415
Remote Similarity	0.608	NPC472116
Remote Similarity	0.6075	NPC475248
Remote Similarity	0.6075	NPC223595
Remote Similarity	0.6075	NPC167724
Remote Similarity	0.6075	NPC63047
Remote Similarity	0.6075	NPC224970
Remote Similarity	0.6073	NPC298320
Remote Similarity	0.6071	NPC53044
Remote Similarity	0.6066	NPC248117
Remote Similarity	0.6064	NPC177261
Remote Similarity	0.6054	NPC299582
Remote Similarity	0.6053	NPC474081
Remote Similarity	0.6049	NPC317373
Remote Similarity	0.6047	NPC83214
Remote Similarity	0.6044	NPC61013
Remote Similarity	0.6034	NPC314223
Remote Similarity	0.6033	NPC472121
Remote Similarity	0.6022	NPC473297
Remote Similarity	0.602	NPC477998
Remote Similarity	0.6012	NPC130251
Remote Similarity	0.6011	NPC242000
Remote Similarity	0.6011	NPC471122
Remote Similarity	0.6011	NPC154478
Remote Similarity	0.601	NPC477159
Remote Similarity	0.6	NPC475607
Remote Similarity	0.6	NPC313352
Remote Similarity	0.6	NPC316104
Remote Similarity	0.6	NPC478077
Remote Similarity	0.6	NPC327592
Remote Similarity	0.6	NPC162417
Remote Similarity	0.6	NPC66210
Remote Similarity	0.6	NPC308197
Remote Similarity	0.6	NPC253476
Remote Similarity	0.599	NPC105055
Remote Similarity	0.599	NPC22689
Remote Similarity	0.599	NPC11149
Remote Similarity	0.599	NPC470491
Remote Similarity	0.599	NPC472112
Remote Similarity	0.5989	NPC84317
Remote Similarity	0.5989	NPC324445
Remote Similarity	0.5979	NPC476425
Remote Similarity	0.5978	NPC93653
Remote Similarity	0.5978	NPC473329
Remote Similarity	0.5977	NPC471164
Remote Similarity	0.5977	NPC316202
Remote Similarity	0.5976	NPC254698
Remote Similarity	0.5969	NPC237188
Remote Similarity	0.5968	NPC471124
Remote Similarity	0.5968	NPC470069
Remote Similarity	0.5968	NPC52059
Remote Similarity	0.5968	NPC471130
Remote Similarity	0.5959	NPC476428
Remote Similarity	0.5956	NPC153694
Remote Similarity	0.5956	NPC211525
Remote Similarity	0.5952	NPC194562
Remote Similarity	0.5949	NPC52262
Remote Similarity	0.5947	NPC475594
Remote Similarity	0.5946	NPC88970
Remote Similarity	0.5946	NPC476231
Remote Similarity	0.5946	NPC293458
Remote Similarity	0.5944	NPC154602
Remote Similarity	0.5944	NPC475763
Remote Similarity	0.5939	NPC175474
Remote Similarity	0.5939	NPC316405
Remote Similarity	0.5938	NPC475761
Remote Similarity	0.5938	NPC474041
Remote Similarity	0.5938	NPC474815
Remote Similarity	0.5928	NPC72473
Remote Similarity	0.5928	NPC58827
Remote Similarity	0.5928	NPC243058
Remote Similarity	0.5928	NPC307437
Remote Similarity	0.5924	NPC63210
Remote Similarity	0.5924	NPC97380
Remote Similarity	0.5924	NPC243673
Remote Similarity	0.5924	NPC310403
Remote Similarity	0.5924	NPC148468

Drug Structure

NPD5992 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 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 3.4641 -1.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 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 2.5981 -1.5000 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 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 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 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 5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 10.3923 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 12 1 0 0 0 0 4 13 1 0 0 0 0 5 21 2 0 0 0 0 6 23 2 0 0 0 0 7 8 2 0 0 0 0 7 20 1 0 0 0 0 8 24 1 0 0 0 0 9 14 1 0 0 0 0 9 19 1 0 0 0 0 10 15 1 0 0 0 0 10 19 1 0 0 0 0 11 16 1 0 0 0 0 11 19 1 0 0 0 0 12 25 1 0 0 0 0 13 26 1 0 0 0 0 14 25 1 0 0 0 0 15 25 1 0 0 0 0 16 27 1 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 18 28 2 0 0 0 0 21 23 1 0 0 0 0 21 26 1 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 23 29 1 0 0 0 0 24 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	410.20
ALogP	-1.4973
MLogP	3.55
XLogP	4.25
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	69.08
RO5 Violation	0