NPASS drugs

Drug Information

Drug ID:	NPD2360
Drug Name:
Molecular Formula:	C17H15N3O6
Canonical SMILES:	OC(=O)CCNC(=O)c1ccc(cc1)N/N=C1/C=CC(=O)C(=C1)C(=O)O
Standard InCHI:	InChI=1S/C17H15N3O6/c21-14-6-5-12(9-13(14)17(25)26)20-19-11-3-1-10(2-4-11)16(24)18-8-7-15(22)23/h1-6,9,19H,7-8H2,(H,18,24)(H,22,23)(H,25,26)/b20-12-
Standard InCHIKey:	KONZVQJABTUMFX-NDENLUEZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2360

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	170
0.1-0.2	1632
0.2-0.3	7385
0.3-0.4	11849
0.4-0.5	7761
0.5-0.6	1911
0.6-0.7	158
0.7-0.8	24
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	0.7808	NPC322433
Intermediate Similarity	0.7484	NPC259678
Intermediate Similarity	0.7484	NPC181527
Intermediate Similarity	0.7452	NPC472241
Intermediate Similarity	0.7421	NPC472242
Intermediate Similarity	0.7417	NPC472245
Intermediate Similarity	0.7358	NPC314186
Intermediate Similarity	0.7326	NPC248862
Intermediate Similarity	0.7267	NPC478039
Intermediate Similarity	0.7237	NPC150863
Intermediate Similarity	0.7215	NPC472243
Intermediate Similarity	0.7215	NPC242933
Intermediate Similarity	0.719	NPC280807
Intermediate Similarity	0.7152	NPC472244
Intermediate Similarity	0.7152	NPC470343
Intermediate Similarity	0.7126	NPC328611
Intermediate Similarity	0.7118	NPC189116
Intermediate Similarity	0.7091	NPC314223
Intermediate Similarity	0.7063	NPC43477
Intermediate Similarity	0.7045	NPC14849
Intermediate Similarity	0.7006	NPC131450
Intermediate Similarity	0.7006	NPC253476
Intermediate Similarity	0.7006	NPC182057
Intermediate Similarity	0.7006	NPC147298
Remote Similarity	0.6968	NPC314431
Remote Similarity	0.6928	NPC205946
Remote Similarity	0.6871	NPC478040
Remote Similarity	0.6859	NPC194562
Remote Similarity	0.6852	NPC471164
Remote Similarity	0.6821	NPC150323
Remote Similarity	0.6818	NPC292265
Remote Similarity	0.6815	NPC314098
Remote Similarity	0.6731	NPC58827
Remote Similarity	0.6731	NPC72473
Remote Similarity	0.6731	NPC307437
Remote Similarity	0.6705	NPC27904
Remote Similarity	0.6667	NPC122553
Remote Similarity	0.6667	NPC300596
Remote Similarity	0.6667	NPC287358
Remote Similarity	0.6667	NPC237649
Remote Similarity	0.6667	NPC40364
Remote Similarity	0.6645	NPC226143
Remote Similarity	0.6614	NPC202812
Remote Similarity	0.6601	NPC130931
Remote Similarity	0.6576	NPC471742
Remote Similarity	0.6571	NPC253667
Remote Similarity	0.6571	NPC35510
Remote Similarity	0.6554	NPC275410
Remote Similarity	0.6552	NPC154478
Remote Similarity	0.6548	NPC324445
Remote Similarity	0.6545	NPC316202
Remote Similarity	0.6545	NPC2823
Remote Similarity	0.6543	NPC173295
Remote Similarity	0.6538	NPC192533
Remote Similarity	0.6536	NPC318183
Remote Similarity	0.6534	NPC113056
Remote Similarity	0.6534	NPC138293
Remote Similarity	0.6532	NPC84317
Remote Similarity	0.6524	NPC319645
Remote Similarity	0.6522	NPC470317
Remote Similarity	0.6494	NPC279385
Remote Similarity	0.6494	NPC179605
Remote Similarity	0.6481	NPC316104
Remote Similarity	0.6481	NPC162417
Remote Similarity	0.648	NPC471778
Remote Similarity	0.6474	NPC254698
Remote Similarity	0.6471	NPC229353
Remote Similarity	0.646	NPC207428
Remote Similarity	0.6452	NPC103292
Remote Similarity	0.6436	NPC316405
Remote Similarity	0.6429	NPC136002
Remote Similarity	0.641	NPC471944
Remote Similarity	0.6407	NPC301702
Remote Similarity	0.6402	NPC313293
Remote Similarity	0.6395	NPC154602
Remote Similarity	0.6384	NPC88970
Remote Similarity	0.6375	NPC209389
Remote Similarity	0.6374	NPC470548
Remote Similarity	0.6369	NPC182131
Remote Similarity	0.6369	NPC314287
Remote Similarity	0.6364	NPC36495
Remote Similarity	0.6358	NPC117032
Remote Similarity	0.6358	NPC57051
Remote Similarity	0.6358	NPC285381
Remote Similarity	0.6352	NPC314278
Remote Similarity	0.6337	NPC473329
Remote Similarity	0.6333	NPC470971
Remote Similarity	0.6331	NPC130797
Remote Similarity	0.6325	NPC238412
Remote Similarity	0.6323	NPC291962
Remote Similarity	0.6323	NPC177684
Remote Similarity	0.6316	NPC315829
Remote Similarity	0.6313	NPC471130
Remote Similarity	0.6306	NPC268534
Remote Similarity	0.6301	NPC38262
Remote Similarity	0.6296	NPC316746
Remote Similarity	0.6292	NPC199737
Remote Similarity	0.6289	NPC474926
Remote Similarity	0.6284	NPC172170
Remote Similarity	0.6284	NPC475594
Remote Similarity	0.6282	NPC258531
Remote Similarity	0.6282	NPC112373
Remote Similarity	0.6282	NPC161956
Remote Similarity	0.6273	NPC122235
Remote Similarity	0.625	NPC475607
Remote Similarity	0.625	NPC471574
Remote Similarity	0.6242	NPC257490
Remote Similarity	0.6237	NPC102592
Remote Similarity	0.6237	NPC79356
Remote Similarity	0.6235	NPC323798
Remote Similarity	0.6235	NPC477432
Remote Similarity	0.6228	NPC315224
Remote Similarity	0.6226	NPC226794
Remote Similarity	0.6223	NPC285923
Remote Similarity	0.6216	NPC474081
Remote Similarity	0.6211	NPC473815
Remote Similarity	0.6203	NPC39818
Remote Similarity	0.6201	NPC293458
Remote Similarity	0.6201	NPC476231
Remote Similarity	0.619	NPC316141
Remote Similarity	0.619	NPC315051
Remote Similarity	0.6183	NPC475761
Remote Similarity	0.6183	NPC474041
Remote Similarity	0.6183	NPC475094
Remote Similarity	0.6182	NPC91615
Remote Similarity	0.6178	NPC27833
Remote Similarity	0.6168	NPC159722
Remote Similarity	0.6165	NPC147983
Remote Similarity	0.6165	NPC177996
Remote Similarity	0.6162	NPC471743
Remote Similarity	0.6149	NPC241392
Remote Similarity	0.6146	NPC83111
Remote Similarity	0.6145	NPC300299
Remote Similarity	0.6138	NPC477003
Remote Similarity	0.6138	NPC97584
Remote Similarity	0.6136	NPC295021
Remote Similarity	0.6136	NPC251391
Remote Similarity	0.6131	NPC83214
Remote Similarity	0.6131	NPC469828
Remote Similarity	0.6127	NPC254798
Remote Similarity	0.6108	NPC122542
Remote Similarity	0.6099	NPC214960
Remote Similarity	0.6099	NPC279527
Remote Similarity	0.6087	NPC474814
Remote Similarity	0.6087	NPC112336
Remote Similarity	0.6084	NPC474473
Remote Similarity	0.608	NPC98864
Remote Similarity	0.6071	NPC316574
Remote Similarity	0.6066	NPC224970
Remote Similarity	0.6066	NPC167724
Remote Similarity	0.6066	NPC223595
Remote Similarity	0.6062	NPC324091
Remote Similarity	0.6057	NPC144691
Remote Similarity	0.6056	NPC472102
Remote Similarity	0.6056	NPC309531
Remote Similarity	0.6053	NPC470003
Remote Similarity	0.6044	NPC52059
Remote Similarity	0.6044	NPC470069
Remote Similarity	0.6042	NPC278434
Remote Similarity	0.6034	NPC123241
Remote Similarity	0.6034	NPC153694
Remote Similarity	0.6034	NPC61013
Remote Similarity	0.6034	NPC211525
Remote Similarity	0.6031	NPC476460
Remote Similarity	0.6023	NPC243756
Remote Similarity	0.6022	NPC469529
Remote Similarity	0.6022	NPC472121
Remote Similarity	0.6022	NPC475983
Remote Similarity	0.6021	NPC133003
Remote Similarity	0.6012	NPC119569
Remote Similarity	0.6011	NPC471652
Remote Similarity	0.6011	NPC99043
Remote Similarity	0.6011	NPC218594
Remote Similarity	0.6011	NPC209362
Remote Similarity	0.601	NPC248782
Remote Similarity	0.601	NPC471155
Remote Similarity	0.6	NPC193410
Remote Similarity	0.6	NPC181526
Remote Similarity	0.6	NPC47986
Remote Similarity	0.6	NPC45033
Remote Similarity	0.6	NPC207554
Remote Similarity	0.6	NPC6982
Remote Similarity	0.599	NPC472293
Remote Similarity	0.5989	NPC122106
Remote Similarity	0.598	NPC270241
Remote Similarity	0.5979	NPC471196
Remote Similarity	0.5979	NPC471195
Remote Similarity	0.5978	NPC66490
Remote Similarity	0.5977	NPC467188
Remote Similarity	0.5967	NPC248117
Remote Similarity	0.5966	NPC13526
Remote Similarity	0.5966	NPC123906
Remote Similarity	0.5965	NPC470301
Remote Similarity	0.5964	NPC476687
Remote Similarity	0.5964	NPC476689
Remote Similarity	0.5964	NPC476685
Remote Similarity	0.5961	NPC225400
Remote Similarity	0.596	NPC316282
Remote Similarity	0.5956	NPC471124
Remote Similarity	0.5956	NPC115232

Drug Structure

NPD2360 OpenBabel08211702172D 30 31 0 0 0 0 0 0 0 0999 V2000 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 0.8660 -1.5000 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 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -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 6.0622 -2.5000 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 1.7321 -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 0.0000 0.0000 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 6.9282 -3.0000 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 7.7942 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 10 2 0 0 0 0 2 4 2 0 0 0 0 2 10 1 0 0 0 0 3 11 2 0 0 0 0 4 11 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 7 15 1 0 0 0 0 8 18 1 0 0 0 0 9 12 1 0 0 0 0 9 13 2 0 0 0 0 10 16 1 0 0 0 0 11 19 1 0 0 0 0 12 20 2 0 0 0 0 13 14 1 0 0 0 0 13 17 1 0 0 0 0 14 21 2 0 0 0 0 15 22 2 0 0 0 0 15 23 1 0 0 0 0 16 18 1 0 0 0 0 16 24 2 0 0 0 0 17 25 2 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 19 20 1 0 0 0 0 19 28 1 0 0 0 0 23 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000733
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6335412
ChEBI
CAS Number

Drug Properties

Molecular Weight	357.10
ALogP	-1.4379
MLogP	2.34
XLogP	1.69
HDA	9
HBD	4
Rotatable Bonds	10
TPSA	145.16
RO5 Violation	0