NPASS drugs

Drug Information

Drug ID:	NPD1854
Drug Name:
Molecular Formula:	C16H10N2O8S2
Canonical SMILES:	O=C1/C(=C/2Nc3c(C2=O)cc(cc3)S(=O)(=O)O)/Nc2c1cc(cc2)S(=O)(=O)O
Standard InCHI:	InChI=1S/C16H10N2O8S2/c19-15-9-5-7(27(21,22)23)1-3-11(9)17-13(15)14-16(20)10-6-8(28(24,25)26)2-4-12(10)18-14/h1-6,17-18H,(H,21,22,23)(H,24,25,26)/b14-13+
Standard InCHIKey:	CFZXDJWFRVEWSR-BUHFOSPRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1854

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	235
0.1-0.2	2336
0.2-0.3	10444
0.3-0.4	12832
0.4-0.5	3879
0.5-0.6	1049
0.6-0.7	95
0.7-0.8	19
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8511	NPC209389
Intermediate Similarity	0.7655	NPC254698
Intermediate Similarity	0.7466	NPC268534
Intermediate Similarity	0.7448	NPC179605
Intermediate Similarity	0.7448	NPC279385
Intermediate Similarity	0.7438	NPC300596
Intermediate Similarity	0.7438	NPC237649
Intermediate Similarity	0.7397	NPC103292
Intermediate Similarity	0.7365	NPC192533
Intermediate Similarity	0.7362	NPC295021
Intermediate Similarity	0.7296	NPC136002
Intermediate Similarity	0.7237	NPC194562
Intermediate Similarity	0.7162	NPC257490
Intermediate Similarity	0.7114	NPC39818
Intermediate Similarity	0.7107	NPC471574
Intermediate Similarity	0.7107	NPC471164
Intermediate Similarity	0.7081	NPC470822
Intermediate Similarity	0.7044	NPC207554
Intermediate Similarity	0.7027	NPC291962
Intermediate Similarity	0.7027	NPC177684
Remote Similarity	0.698	NPC258531
Remote Similarity	0.698	NPC161956
Remote Similarity	0.698	NPC112373
Remote Similarity	0.6948	NPC328590
Remote Similarity	0.6901	NPC172170
Remote Similarity	0.6897	NPC471943
Remote Similarity	0.6854	NPC475094
Remote Similarity	0.68	NPC472118
Remote Similarity	0.673	NPC316104
Remote Similarity	0.673	NPC162417
Remote Similarity	0.6707	NPC478040
Remote Similarity	0.6689	NPC226143
Remote Similarity	0.6667	NPC130797
Remote Similarity	0.6611	NPC284775
Remote Similarity	0.6585	NPC43477
Remote Similarity	0.6557	NPC117027
Remote Similarity	0.65	NPC40364
Remote Similarity	0.6485	NPC2823
Remote Similarity	0.6481	NPC300299
Remote Similarity	0.6478	NPC477432
Remote Similarity	0.6478	NPC187231
Remote Similarity	0.6456	NPC58827
Remote Similarity	0.6456	NPC307437
Remote Similarity	0.6456	NPC72473
Remote Similarity	0.6441	NPC115232
Remote Similarity	0.642	NPC253476
Remote Similarity	0.6383	NPC473666
Remote Similarity	0.6375	NPC472245
Remote Similarity	0.6354	NPC177261
Remote Similarity	0.6354	NPC252572
Remote Similarity	0.6316	NPC476460
Remote Similarity	0.6289	NPC322433
Remote Similarity	0.6287	NPC316202
Remote Similarity	0.6284	NPC151635
Remote Similarity	0.628	NPC173295
Remote Similarity	0.6279	NPC144691
Remote Similarity	0.6279	NPC13526
Remote Similarity	0.6265	NPC83214
Remote Similarity	0.6236	NPC293458
Remote Similarity	0.6236	NPC214106
Remote Similarity	0.623	NPC470548
Remote Similarity	0.6228	NPC315051
Remote Similarity	0.6226	NPC470343
Remote Similarity	0.6226	NPC472244
Remote Similarity	0.6211	NPC150863
Remote Similarity	0.6209	NPC355
Remote Similarity	0.6207	NPC117032
Remote Similarity	0.6196	NPC207428
Remote Similarity	0.619	NPC470301
Remote Similarity	0.6183	NPC475685
Remote Similarity	0.6173	NPC280807
Remote Similarity	0.6173	NPC314431
Remote Similarity	0.6166	NPC304203
Remote Similarity	0.6166	NPC326422
Remote Similarity	0.6159	NPC181390
Remote Similarity	0.6154	NPC472241
Remote Similarity	0.614	NPC472242
Remote Similarity	0.6135	NPC316746
Remote Similarity	0.6133	NPC279527
Remote Similarity	0.6133	NPC214960
Remote Similarity	0.6131	NPC130251
Remote Similarity	0.6124	NPC276085
Remote Similarity	0.6124	NPC36495
Remote Similarity	0.6118	NPC314287
Remote Similarity	0.6111	NPC113056
Remote Similarity	0.6111	NPC138293
Remote Similarity	0.6108	NPC122553
Remote Similarity	0.6099	NPC167724
Remote Similarity	0.6099	NPC223595
Remote Similarity	0.6099	NPC224970
Remote Similarity	0.6095	NPC301760
Remote Similarity	0.6094	NPC324091
Remote Similarity	0.6089	NPC472102
Remote Similarity	0.6089	NPC309531
Remote Similarity	0.6085	NPC477003
Remote Similarity	0.6078	NPC57051
Remote Similarity	0.6067	NPC222029
Remote Similarity	0.6067	NPC123241
Remote Similarity	0.6067	NPC61013
Remote Similarity	0.6061	NPC130655
Remote Similarity	0.6056	NPC469741
Remote Similarity	0.6054	NPC475594
Remote Similarity	0.6053	NPC133003
Remote Similarity	0.6044	NPC182131
Remote Similarity	0.6043	NPC475761
Remote Similarity	0.6036	NPC472243
Remote Similarity	0.6034	NPC193410
Remote Similarity	0.6022	NPC475607
Remote Similarity	0.6022	NPC471743
Remote Similarity	0.6013	NPC130931
Remote Similarity	0.6012	NPC122235
Remote Similarity	0.6012	NPC324445
Remote Similarity	0.6011	NPC88110
Remote Similarity	0.6011	NPC283810
Remote Similarity	0.6	NPC248117
Remote Similarity	0.599	NPC225400
Remote Similarity	0.5989	NPC474081
Remote Similarity	0.5979	NPC191415
Remote Similarity	0.5978	NPC76982
Remote Similarity	0.5976	NPC469560
Remote Similarity	0.597	NPC317701
Remote Similarity	0.5966	NPC314223
Remote Similarity	0.5963	NPC226794
Remote Similarity	0.5961	NPC471155
Remote Similarity	0.5961	NPC472538
Remote Similarity	0.5961	NPC470786
Remote Similarity	0.5957	NPC474041
Remote Similarity	0.5952	NPC471123
Remote Similarity	0.5947	NPC470317
Remote Similarity	0.5947	NPC470205
Remote Similarity	0.5941	NPC242933
Remote Similarity	0.5939	NPC472540
Remote Similarity	0.5939	NPC79356
Remote Similarity	0.5939	NPC102592
Remote Similarity	0.5939	NPC472539
Remote Similarity	0.5939	NPC470787
Remote Similarity	0.5934	NPC189116
Remote Similarity	0.5931	NPC270241
Remote Similarity	0.593	NPC106118
Remote Similarity	0.5928	NPC128582
Remote Similarity	0.5916	NPC97584
Remote Similarity	0.5914	NPC242269
Remote Similarity	0.5912	NPC93653
Remote Similarity	0.5909	NPC472541
Remote Similarity	0.5909	NPC472542
Remote Similarity	0.5909	NPC473329
Remote Similarity	0.5906	NPC38262
Remote Similarity	0.5902	NPC71132
Remote Similarity	0.5896	NPC314186
Remote Similarity	0.5894	NPC79618
Remote Similarity	0.5887	NPC107135
Remote Similarity	0.5882	NPC469529
Remote Similarity	0.5882	NPC329338
Remote Similarity	0.5882	NPC469726
Remote Similarity	0.5879	NPC99632
Remote Similarity	0.5879	NPC286871
Remote Similarity	0.5879	NPC282339
Remote Similarity	0.5876	NPC66936
Remote Similarity	0.5872	NPC473429
Remote Similarity	0.5862	NPC313850
Remote Similarity	0.586	NPC292265
Remote Similarity	0.586	NPC318183
Remote Similarity	0.5859	NPC472293
Remote Similarity	0.5855	NPC302790
Remote Similarity	0.5855	NPC150308
Remote Similarity	0.5854	NPC145754
Remote Similarity	0.5854	NPC285192
Remote Similarity	0.5847	NPC8104
Remote Similarity	0.5847	NPC204867
Remote Similarity	0.5846	NPC313293
Remote Similarity	0.5838	NPC469537
Remote Similarity	0.5833	NPC21429
Remote Similarity	0.5829	NPC478039
Remote Similarity	0.5824	NPC27904
Remote Similarity	0.582	NPC186669
Remote Similarity	0.5815	NPC299582
Remote Similarity	0.5815	NPC42372
Remote Similarity	0.5803	NPC49184
Remote Similarity	0.5801	NPC113946
Remote Similarity	0.5795	NPC221873
Remote Similarity	0.5792	NPC88970
Remote Similarity	0.5789	NPC181527
Remote Similarity	0.5789	NPC6974
Remote Similarity	0.5789	NPC99043
Remote Similarity	0.5789	NPC218594
Remote Similarity	0.5781	NPC102755
Remote Similarity	0.5776	NPC475915
Remote Similarity	0.5773	NPC17273
Remote Similarity	0.5773	NPC135601
Remote Similarity	0.5773	NPC141612
Remote Similarity	0.5771	NPC472297
Remote Similarity	0.5771	NPC472296
Remote Similarity	0.5769	NPC154478
Remote Similarity	0.5767	NPC264482
Remote Similarity	0.5767	NPC203202
Remote Similarity	0.5759	NPC73994
Remote Similarity	0.5753	NPC475248
Remote Similarity	0.5753	NPC63047
Remote Similarity	0.5751	NPC471742
Remote Similarity	0.575	NPC471199

Drug Structure

NPD1854 OpenBabel08211701392D 32 35 0 0 0 0 0 0 0 0999 V2000 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5314 -3.7709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5314 -3.7709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5314 -2.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0314 -2.9049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5314 -2.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0314 -2.9049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8622 -1.2957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9781 -0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 -2.6970 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9612 -2.5873 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0702 -0.3175 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0314 -3.9049 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0314 -2.9049 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0314 -1.9049 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 9.0314 -2.9049 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.7213 0.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3101 -3.3661 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1654 -4.4049 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 7 1 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 27 1 0 0 0 0 8 28 1 0 0 0 0 9 11 2 0 0 0 0 9 15 1 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 13 17 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 19 2 0 0 0 0 16 20 2 0 0 0 0 17 29 1 0 0 0 0 18 30 1 0 0 0 0 21 27 1 0 0 0 0 21 31 1 0 0 0 0 22 27 2 0 0 0 0 23 27 2 0 0 0 0 24 28 1 0 0 0 0 24 32 1 0 0 0 0 25 28 2 0 0 0 0 26 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012509
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.99
ALogP	-2.8772
MLogP	1.9
XLogP	0.644
HDA	10
HBD	4
Rotatable Bonds	4
TPSA	183.7
RO5 Violation	0