NPASS drugs

Drug Information

Drug ID:	NPD5068
Drug Name:
Molecular Formula:	C22H25N3O3
Canonical SMILES:	O=C(N(C1[C@H](Cc2c1cccc2)N1CCCC1)C)Cc1cccc(c1)N(=O)=O
Standard InCHI:	InChI=1S/C22H25N3O3/c1-23(21(26)14-16-7-6-9-18(13-16)25(27)28)22-19-10-3-2-8-17(19)15-20(22)24-11-4-5-12-24/h2-3,6-10,13,20,22H,4-5,11-12,14-15H2,1H3/t20-,22?/m0/s1
Standard InCHIKey:	ZSDAQBWGAOKTSI-AIBWNMTMSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5068

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	241
0.1-0.2	1729
0.2-0.3	9628
0.3-0.4	13638
0.4-0.5	4311
0.5-0.6	1185
0.6-0.7	158
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	0.6981	NPC66936
Remote Similarity	0.6948	NPC471164
Remote Similarity	0.6928	NPC469560
Remote Similarity	0.6908	NPC471123
Remote Similarity	0.6867	NPC473962
Remote Similarity	0.6853	NPC226143
Remote Similarity	0.6815	NPC473418
Remote Similarity	0.6807	NPC328270
Remote Similarity	0.6776	NPC162417
Remote Similarity	0.6776	NPC316104
Remote Similarity	0.6768	NPC222029
Remote Similarity	0.6768	NPC104345
Remote Similarity	0.6733	NPC187231
Remote Similarity	0.6727	NPC276085
Remote Similarity	0.6692	NPC323726
Remote Similarity	0.6689	NPC79698
Remote Similarity	0.6687	NPC478076
Remote Similarity	0.6667	NPC315051
Remote Similarity	0.6624	NPC470301
Remote Similarity	0.6606	NPC36836
Remote Similarity	0.6606	NPC63370
Remote Similarity	0.6594	NPC55529
Remote Similarity	0.6584	NPC212799
Remote Similarity	0.6566	NPC113946
Remote Similarity	0.6552	NPC220698
Remote Similarity	0.6543	NPC109787
Remote Similarity	0.6541	NPC469537
Remote Similarity	0.6519	NPC186284
Remote Similarity	0.6519	NPC22082
Remote Similarity	0.6506	NPC29285
Remote Similarity	0.6488	NPC225319
Remote Similarity	0.6471	NPC126458
Remote Similarity	0.6458	NPC473573
Remote Similarity	0.6456	NPC130251
Remote Similarity	0.6429	NPC207428
Remote Similarity	0.6424	NPC322433
Remote Similarity	0.6419	NPC257490
Remote Similarity	0.6419	NPC475915
Remote Similarity	0.6415	NPC301760
Remote Similarity	0.6405	NPC314431
Remote Similarity	0.6405	NPC280807
Remote Similarity	0.64	NPC192533
Remote Similarity	0.6395	NPC475248
Remote Similarity	0.6395	NPC63047
Remote Similarity	0.6395	NPC291962
Remote Similarity	0.6395	NPC177684
Remote Similarity	0.6379	NPC161861
Remote Similarity	0.6379	NPC96901
Remote Similarity	0.6379	NPC242269
Remote Similarity	0.6376	NPC39818
Remote Similarity	0.6364	NPC260075
Remote Similarity	0.6353	NPC194881
Remote Similarity	0.6353	NPC286871
Remote Similarity	0.6353	NPC469741
Remote Similarity	0.6351	NPC161956
Remote Similarity	0.6351	NPC112373
Remote Similarity	0.6351	NPC258531
Remote Similarity	0.635	NPC291610
Remote Similarity	0.634	NPC209389
Remote Similarity	0.6337	NPC214960
Remote Similarity	0.6337	NPC279527
Remote Similarity	0.6329	NPC122553
Remote Similarity	0.6319	NPC57051
Remote Similarity	0.6303	NPC473329
Remote Similarity	0.6294	NPC472102
Remote Similarity	0.6294	NPC143457
Remote Similarity	0.6294	NPC201424
Remote Similarity	0.6294	NPC309531
Remote Similarity	0.6286	NPC139085
Remote Similarity	0.6286	NPC214626
Remote Similarity	0.6286	NPC251212
Remote Similarity	0.6271	NPC476326
Remote Similarity	0.6257	NPC99632
Remote Similarity	0.6257	NPC176983
Remote Similarity	0.6257	NPC282339
Remote Similarity	0.6257	NPC472101
Remote Similarity	0.6257	NPC472120
Remote Similarity	0.6257	NPC472117
Remote Similarity	0.625	NPC470343
Remote Similarity	0.625	NPC472244
Remote Similarity	0.6235	NPC471122
Remote Similarity	0.6234	NPC150863
Remote Similarity	0.6234	NPC473322
Remote Similarity	0.6229	NPC355
Remote Similarity	0.6222	NPC470205
Remote Similarity	0.6216	NPC264580
Remote Similarity	0.6211	NPC471574
Remote Similarity	0.6203	NPC300299
Remote Similarity	0.6201	NPC11149
Remote Similarity	0.6201	NPC91179
Remote Similarity	0.6199	NPC474058
Remote Similarity	0.6199	NPC315368
Remote Similarity	0.6196	NPC470822
Remote Similarity	0.6196	NPC190945
Remote Similarity	0.6194	NPC472245
Remote Similarity	0.6194	NPC200589
Remote Similarity	0.6193	NPC476425
Remote Similarity	0.619	NPC14672
Remote Similarity	0.619	NPC315276
Remote Similarity	0.619	NPC285926
Remote Similarity	0.6185	NPC471124
Remote Similarity	0.6185	NPC472106
Remote Similarity	0.6182	NPC254798
Remote Similarity	0.6178	NPC130655
Remote Similarity	0.6178	NPC471436
Remote Similarity	0.617	NPC45033
Remote Similarity	0.6169	NPC476950
Remote Similarity	0.6169	NPC478079
Remote Similarity	0.6167	NPC476428
Remote Similarity	0.6164	NPC267508
Remote Similarity	0.6149	NPC207554
Remote Similarity	0.614	NPC193410
Remote Similarity	0.614	NPC36495
Remote Similarity	0.6133	NPC200964
Remote Similarity	0.6124	NPC476441
Remote Similarity	0.6118	NPC254698
Remote Similarity	0.6118	NPC469536
Remote Similarity	0.6111	NPC286994
Remote Similarity	0.6105	NPC68650
Remote Similarity	0.6105	NPC248117
Remote Similarity	0.6098	NPC136002
Remote Similarity	0.6082	NPC61013
Remote Similarity	0.6082	NPC123241
Remote Similarity	0.6081	NPC313673
Remote Similarity	0.6071	NPC154602
Remote Similarity	0.6071	NPC243756
Remote Similarity	0.6069	NPC476231
Remote Similarity	0.6067	NPC469529
Remote Similarity	0.6067	NPC470548
Remote Similarity	0.6066	NPC133003
Remote Similarity	0.6062	NPC325599
Remote Similarity	0.6059	NPC473297
Remote Similarity	0.6059	NPC161827
Remote Similarity	0.6058	NPC472258
Remote Similarity	0.6054	NPC246904
Remote Similarity	0.6051	NPC255447
Remote Similarity	0.6045	NPC470926
Remote Similarity	0.604	NPC470545
Remote Similarity	0.6038	NPC313352
Remote Similarity	0.6036	NPC117032
Remote Similarity	0.6036	NPC122106
Remote Similarity	0.6036	NPC285381
Remote Similarity	0.6034	NPC271797
Remote Similarity	0.6034	NPC21174
Remote Similarity	0.6034	NPC189116
Remote Similarity	0.6029	NPC256452
Remote Similarity	0.6026	NPC316582
Remote Similarity	0.6026	NPC27833
Remote Similarity	0.6026	NPC279385
Remote Similarity	0.6026	NPC179605
Remote Similarity	0.6024	NPC324445
Remote Similarity	0.6023	NPC84317
Remote Similarity	0.6022	NPC473298
Remote Similarity	0.6013	NPC2982
Remote Similarity	0.6013	NPC53044
Remote Similarity	0.6011	NPC285622
Remote Similarity	0.6	NPC470546
Remote Similarity	0.6	NPC228515
Remote Similarity	0.5988	NPC211525
Remote Similarity	0.5988	NPC65408
Remote Similarity	0.5988	NPC153694
Remote Similarity	0.5988	NPC83214
Remote Similarity	0.5987	NPC103292
Remote Similarity	0.5986	NPC167336
Remote Similarity	0.5978	NPC13367
Remote Similarity	0.5978	NPC329338
Remote Similarity	0.5978	NPC308931
Remote Similarity	0.5978	NPC99939
Remote Similarity	0.5978	NPC469726
Remote Similarity	0.5977	NPC293458
Remote Similarity	0.5973	NPC470544
Remote Similarity	0.5971	NPC75496
Remote Similarity	0.5967	NPC11126
Remote Similarity	0.5966	NPC472115
Remote Similarity	0.5966	NPC472114
Remote Similarity	0.5956	NPC71140
Remote Similarity	0.5954	NPC154478
Remote Similarity	0.5954	NPC263709
Remote Similarity	0.5954	NPC243673
Remote Similarity	0.5954	NPC63210
Remote Similarity	0.5954	NPC148468
Remote Similarity	0.5954	NPC310403
Remote Similarity	0.5954	NPC97380
Remote Similarity	0.5946	NPC33742
Remote Similarity	0.5944	NPC473498
Remote Similarity	0.5941	NPC473002
Remote Similarity	0.5939	NPC308197
Remote Similarity	0.5938	NPC474473
Remote Similarity	0.5935	NPC474926
Remote Similarity	0.5933	NPC192209
Remote Similarity	0.5932	NPC223595
Remote Similarity	0.5932	NPC224970
Remote Similarity	0.5932	NPC167724
Remote Similarity	0.5928	NPC470440
Remote Similarity	0.5924	NPC228835
Remote Similarity	0.5912	NPC40364
Remote Similarity	0.5909	NPC175726
Remote Similarity	0.5909	NPC474082
Remote Similarity	0.5907	NPC475489
Remote Similarity	0.5906	NPC295021

Drug Structure

NPD5068 OpenBabel08211706322D 28 31 0 0 1 0 0 0 0 0999 V2000 -0.3601 1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 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 1.8309 2.5532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6970 2.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9418 1.6057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9637 1.8136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2509 0.6546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4890 1.0751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6036 0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3164 1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2946 1.0705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5817 -0.0885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.8907 -1.0396 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 -0.4158 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8689 -1.2475 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2216 -1.7827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 10 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 18 2 0 0 0 0 10 19 2 0 0 0 0 11 24 1 0 0 0 0 12 24 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 21 1 0 0 0 0 15 17 1 0 0 0 0 17 19 1 0 0 0 0 18 25 1 0 0 0 0 19 22 1 0 0 0 0 20 15 1 1 0 0 0 20 22 1 0 0 0 0 20 24 1 0 0 0 0 21 23 1 0 0 0 0 21 26 2 0 0 0 0 22 23 1 0 0 0 0 25 27 2 0 0 0 0 25 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001021
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	65964
ChEBI
CAS Number

Drug Properties

Molecular Weight	379.19
ALogP	-0.4156
MLogP	3.22
XLogP	5.233
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	66.69
RO5 Violation	1