NPASS drugs

Drug Information

Drug ID:	NPD2093
Drug Name:	U-97456
Molecular Formula:	C16H19N3O5
Canonical SMILES:	OCC(=O)N1CCc2c1ccc(c2)N1C[C@@H](OC1=O)CN=C(O)C
Standard InCHI:	InChI=1S/C16H19N3O5/c1-10(21)17-7-13-8-19(16(23)24-13)12-2-3-14-11(6-12)4-5-18(14)15(22)9-20/h2-3,6,13,20H,4-5,7-9H2,1H3,(H,17,21)/t13-/m0/s1
Standard InCHIKey:	WKRFERLNJPHDOT-ZDUSSCGKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2093

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	93
0.1-0.2	980
0.2-0.3	8650
0.3-0.4	14774
0.4-0.5	4026
0.5-0.6	1981
0.6-0.7	379
0.7-0.8	7
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	0.7351	NPC22082
Intermediate Similarity	0.7351	NPC186284
Intermediate Similarity	0.7113	NPC316582
Intermediate Similarity	0.7083	NPC328683
Intermediate Similarity	0.7083	NPC283130
Intermediate Similarity	0.7012	NPC472120
Intermediate Similarity	0.7012	NPC472101
Remote Similarity	0.6972	NPC228515
Remote Similarity	0.6923	NPC285622
Remote Similarity	0.6899	NPC324445
Remote Similarity	0.6892	NPC476950
Remote Similarity	0.6855	NPC212799
Remote Similarity	0.6848	NPC309531
Remote Similarity	0.6848	NPC472102
Remote Similarity	0.6848	NPC68650
Remote Similarity	0.6839	NPC315051
Remote Similarity	0.6826	NPC472106
Remote Similarity	0.6818	NPC287358
Remote Similarity	0.6807	NPC472117
Remote Similarity	0.6795	NPC470301
Remote Similarity	0.6753	NPC267508
Remote Similarity	0.6731	NPC130251
Remote Similarity	0.6728	NPC154602
Remote Similarity	0.6728	NPC243756
Remote Similarity	0.6727	NPC104345
Remote Similarity	0.6727	NPC113946
Remote Similarity	0.6724	NPC11149
Remote Similarity	0.671	NPC122553
Remote Similarity	0.6705	NPC470003
Remote Similarity	0.6688	NPC301760
Remote Similarity	0.6687	NPC285381
Remote Similarity	0.6687	NPC122106
Remote Similarity	0.6667	NPC475094
Remote Similarity	0.6667	NPC252878
Remote Similarity	0.6667	NPC355
Remote Similarity	0.6647	NPC129624
Remote Similarity	0.6646	NPC476978
Remote Similarity	0.6645	NPC471264
Remote Similarity	0.6645	NPC471265
Remote Similarity	0.6645	NPC471123
Remote Similarity	0.6622	NPC46427
Remote Similarity	0.6603	NPC470884
Remote Similarity	0.6603	NPC178662
Remote Similarity	0.6603	NPC92784
Remote Similarity	0.6603	NPC476133
Remote Similarity	0.6603	NPC98424
Remote Similarity	0.6579	NPC187231
Remote Similarity	0.6562	NPC314186
Remote Similarity	0.6561	NPC469560
Remote Similarity	0.6558	NPC287401
Remote Similarity	0.6557	NPC221687
Remote Similarity	0.6548	NPC201424
Remote Similarity	0.6548	NPC225319
Remote Similarity	0.6548	NPC315368
Remote Similarity	0.6531	NPC476990
Remote Similarity	0.6522	NPC473375
Remote Similarity	0.6522	NPC97100
Remote Similarity	0.6519	NPC269398
Remote Similarity	0.6519	NPC263493
Remote Similarity	0.6516	NPC313352
Remote Similarity	0.6503	NPC109787
Remote Similarity	0.6488	NPC471122
Remote Similarity	0.6486	NPC202521
Remote Similarity	0.6484	NPC129909
Remote Similarity	0.6481	NPC240848
Remote Similarity	0.6481	NPC264589
Remote Similarity	0.6481	NPC472100
Remote Similarity	0.6467	NPC469536
Remote Similarity	0.6461	NPC256288
Remote Similarity	0.646	NPC262077
Remote Similarity	0.645	NPC143457
Remote Similarity	0.6447	NPC478079
Remote Similarity	0.6444	NPC311858
Remote Similarity	0.6438	NPC238499
Remote Similarity	0.6433	NPC471124
Remote Similarity	0.6429	NPC130309
Remote Similarity	0.6425	NPC2933
Remote Similarity	0.6424	NPC66936
Remote Similarity	0.642	NPC470824
Remote Similarity	0.6415	NPC243162
Remote Similarity	0.6412	NPC78154
Remote Similarity	0.641	NPC248283
Remote Similarity	0.641	NPC162417
Remote Similarity	0.641	NPC316104
Remote Similarity	0.6405	NPC150863
Remote Similarity	0.6402	NPC7817
Remote Similarity	0.6402	NPC475168
Remote Similarity	0.64	NPC13367
Remote Similarity	0.64	NPC6975
Remote Similarity	0.6398	NPC315266
Remote Similarity	0.6398	NPC5620
Remote Similarity	0.6398	NPC469537
Remote Similarity	0.6398	NPC209509
Remote Similarity	0.6395	NPC279527
Remote Similarity	0.6395	NPC214960
Remote Similarity	0.6389	NPC259626
Remote Similarity	0.6389	NPC322621
Remote Similarity	0.6387	NPC207428
Remote Similarity	0.6384	NPC321211
Remote Similarity	0.6383	NPC164802
Remote Similarity	0.6382	NPC250476
Remote Similarity	0.638	NPC471821
Remote Similarity	0.638	NPC471820
Remote Similarity	0.6374	NPC313757
Remote Similarity	0.6374	NPC328270
Remote Similarity	0.6369	NPC94167
Remote Similarity	0.6369	NPC172937
Remote Similarity	0.6364	NPC473329
Remote Similarity	0.6364	NPC226662
Remote Similarity	0.6358	NPC314358
Remote Similarity	0.6354	NPC473615
Remote Similarity	0.6352	NPC307357
Remote Similarity	0.6352	NPC46098
Remote Similarity	0.6352	NPC268841
Remote Similarity	0.6349	NPC471512
Remote Similarity	0.6348	NPC91179
Remote Similarity	0.6343	NPC214626
Remote Similarity	0.6343	NPC251212
Remote Similarity	0.6343	NPC139085
Remote Similarity	0.6341	NPC254798
Remote Similarity	0.6335	NPC52748
Remote Similarity	0.6335	NPC315283
Remote Similarity	0.6335	NPC314388
Remote Similarity	0.6329	NPC68865
Remote Similarity	0.6329	NPC325599
Remote Similarity	0.6328	NPC28848
Remote Similarity	0.6328	NPC14325
Remote Similarity	0.6327	NPC192209
Remote Similarity	0.6325	NPC314223
Remote Similarity	0.6325	NPC475763
Remote Similarity	0.6319	NPC229484
Remote Similarity	0.6316	NPC476231
Remote Similarity	0.6316	NPC286871
Remote Similarity	0.6306	NPC141050
Remote Similarity	0.6304	NPC243716
Remote Similarity	0.6304	NPC329375
Remote Similarity	0.6304	NPC291610
Remote Similarity	0.6301	NPC470509
Remote Similarity	0.6298	NPC307396
Remote Similarity	0.6296	NPC316008
Remote Similarity	0.6296	NPC313867
Remote Similarity	0.6294	NPC469901
Remote Similarity	0.6292	NPC99043
Remote Similarity	0.6292	NPC218594
Remote Similarity	0.6291	NPC474082
Remote Similarity	0.6291	NPC175726
Remote Similarity	0.6289	NPC478158
Remote Similarity	0.6287	NPC470902
Remote Similarity	0.6284	NPC264580
Remote Similarity	0.6284	NPC292675
Remote Similarity	0.628	NPC478039
Remote Similarity	0.628	NPC470440
Remote Similarity	0.6276	NPC187036
Remote Similarity	0.6276	NPC296163
Remote Similarity	0.6273	NPC471574
Remote Similarity	0.6273	NPC471164
Remote Similarity	0.6273	NPC161069
Remote Similarity	0.6272	NPC29285
Remote Similarity	0.6266	NPC300299
Remote Similarity	0.6264	NPC33507
Remote Similarity	0.6264	NPC282092
Remote Similarity	0.6263	NPC475506
Remote Similarity	0.6258	NPC280807
Remote Similarity	0.6258	NPC472245
Remote Similarity	0.6258	NPC472103
Remote Similarity	0.6258	NPC314431
Remote Similarity	0.6257	NPC286994
Remote Similarity	0.6257	NPC474058
Remote Similarity	0.625	NPC472258
Remote Similarity	0.625	NPC473298
Remote Similarity	0.625	NPC473743
Remote Similarity	0.6243	NPC245741
Remote Similarity	0.6243	NPC97584
Remote Similarity	0.6243	NPC192674
Remote Similarity	0.6242	NPC291962
Remote Similarity	0.6242	NPC129666
Remote Similarity	0.6242	NPC177684
Remote Similarity	0.6241	NPC471447
Remote Similarity	0.6236	NPC64436
Remote Similarity	0.6235	NPC153694
Remote Similarity	0.6235	NPC211525
Remote Similarity	0.6235	NPC123241
Remote Similarity	0.6235	NPC61013
Remote Similarity	0.623	NPC155143
Remote Similarity	0.6229	NPC65080
Remote Similarity	0.6221	NPC99632
Remote Similarity	0.6221	NPC293458
Remote Similarity	0.6221	NPC85651
Remote Similarity	0.6221	NPC282339
Remote Similarity	0.622	NPC329761
Remote Similarity	0.622	NPC145113
Remote Similarity	0.622	NPC225648
Remote Similarity	0.6216	NPC313449
Remote Similarity	0.6211	NPC207554
Remote Similarity	0.6209	NPC52262
Remote Similarity	0.6209	NPC472244
Remote Similarity	0.6209	NPC470343
Remote Similarity	0.6207	NPC472114
Remote Similarity	0.6207	NPC472115
Remote Similarity	0.6201	NPC12649

Drug Structure

NPD2093 OpenBabel08211701392D 26 28 0 0 1 0 0 0 0 0999 V2000 0.6810 -0.8565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6318 1.3934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2196 2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2717 4.7057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6756 -0.7520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9408 3.9625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0823 0.1615 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6318 3.0115 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5807 5.6567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2634 -1.5610 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9190 4.1704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 -0.4612 0.0000 O 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 -3.9116 6.3999 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8566 -2.4746 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 2 12 2 0 0 0 0 3 14 2 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 18 1 0 0 0 0 6 11 2 0 0 0 0 6 12 1 0 0 0 0 7 17 1 0 0 0 0 8 13 1 0 0 0 0 8 19 1 0 0 0 0 9 15 1 0 0 0 0 9 20 1 0 0 0 0 10 17 2 3 0 0 0 10 21 1 0 0 0 0 11 14 1 0 0 0 0 12 19 1 0 0 0 0 13 7 1 6 0 0 0 13 24 1 0 0 0 0 14 18 1 0 0 0 0 15 18 1 0 0 0 0 15 22 2 0 0 0 0 16 19 1 0 0 0 0 16 23 2 0 0 0 0 16 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004893
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	333.13
ALogP	-1.4368
MLogP	2.34
XLogP	0.288
HDA	8
HBD	2
Rotatable Bonds	8
TPSA	102.67
RO5 Violation	0