NPASS drugs

Drug Information

Drug ID:	NPD2324
Drug Name:	Lesinurad
Molecular Formula:	C17H14BrN3O2S
Canonical SMILES:	OC(=O)CSc1nnc(n1c1ccc(c2c1cccc2)C1CC1)Br
Standard InCHI:	InChI=1S/C17H14BrN3O2S/c18-16-19-20-17(24-9-15(22)23)21(16)14-8-7-11(10-5-6-10)12-3-1-2-4-13(12)14/h1-4,7-8,10H,5-6,9H2,(H,22,23)
Standard InCHIKey:	FGQFOYHRJSUHMR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2324

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	416
0.1-0.2	3973
0.2-0.3	16539
0.3-0.4	6662
0.4-0.5	1967
0.5-0.6	1230
0.6-0.7	103
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	0.66	NPC476341
Remote Similarity	0.6596	NPC184476
Remote Similarity	0.659	NPC75999
Remote Similarity	0.6526	NPC6436
Remote Similarity	0.6489	NPC200743
Remote Similarity	0.6429	NPC126492
Remote Similarity	0.6429	NPC312092
Remote Similarity	0.6417	NPC124005
Remote Similarity	0.6404	NPC179365
Remote Similarity	0.6402	NPC161108
Remote Similarity	0.6379	NPC122718
Remote Similarity	0.6372	NPC315822
Remote Similarity	0.6364	NPC114209
Remote Similarity	0.6354	NPC300238
Remote Similarity	0.6349	NPC216713
Remote Similarity	0.6348	NPC475428
Remote Similarity	0.634	NPC472587
Remote Similarity	0.6335	NPC51054
Remote Similarity	0.6328	NPC473762
Remote Similarity	0.6313	NPC475450
Remote Similarity	0.631	NPC129042
Remote Similarity	0.6296	NPC33421
Remote Similarity	0.6294	NPC194411
Remote Similarity	0.6294	NPC280548
Remote Similarity	0.6293	NPC254762
Remote Similarity	0.6292	NPC473587
Remote Similarity	0.6287	NPC477891
Remote Similarity	0.6284	NPC169433
Remote Similarity	0.6283	NPC38736
Remote Similarity	0.6281	NPC317054
Remote Similarity	0.6278	NPC473930
Remote Similarity	0.627	NPC88121
Remote Similarity	0.6268	NPC181502
Remote Similarity	0.6268	NPC85066
Remote Similarity	0.6256	NPC271734
Remote Similarity	0.6244	NPC62995
Remote Similarity	0.6243	NPC215519
Remote Similarity	0.6231	NPC208060
Remote Similarity	0.6223	NPC478186
Remote Similarity	0.6219	NPC68354
Remote Similarity	0.6216	NPC238499
Remote Similarity	0.6215	NPC250361
Remote Similarity	0.6212	NPC91895
Remote Similarity	0.6211	NPC148592
Remote Similarity	0.6205	NPC224632
Remote Similarity	0.6203	NPC242556
Remote Similarity	0.62	NPC275305
Remote Similarity	0.62	NPC469938
Remote Similarity	0.62	NPC37423
Remote Similarity	0.619	NPC477134
Remote Similarity	0.619	NPC471957
Remote Similarity	0.6186	NPC474791
Remote Similarity	0.6183	NPC277157
Remote Similarity	0.6181	NPC6982
Remote Similarity	0.6162	NPC104483
Remote Similarity	0.6158	NPC187951
Remote Similarity	0.6154	NPC473320
Remote Similarity	0.6154	NPC44773
Remote Similarity	0.6154	NPC215584
Remote Similarity	0.6134	NPC76982
Remote Similarity	0.6127	NPC144114
Remote Similarity	0.6127	NPC54102
Remote Similarity	0.6127	NPC162689
Remote Similarity	0.6124	NPC476140
Remote Similarity	0.6122	NPC16667
Remote Similarity	0.6111	NPC49217
Remote Similarity	0.6108	NPC176199
Remote Similarity	0.6108	NPC215795
Remote Similarity	0.6108	NPC213468
Remote Similarity	0.6103	NPC318065
Remote Similarity	0.6103	NPC56765
Remote Similarity	0.6103	NPC206819
Remote Similarity	0.6101	NPC243850
Remote Similarity	0.61	NPC476688
Remote Similarity	0.61	NPC105758
Remote Similarity	0.61	NPC476686
Remote Similarity	0.6098	NPC471609
Remote Similarity	0.6091	NPC90723
Remote Similarity	0.6085	NPC285731
Remote Similarity	0.6085	NPC470440
Remote Similarity	0.6085	NPC204141
Remote Similarity	0.608	NPC278874
Remote Similarity	0.6073	NPC37548
Remote Similarity	0.6064	NPC42483
Remote Similarity	0.6062	NPC281094
Remote Similarity	0.6062	NPC200214
Remote Similarity	0.6061	NPC195507
Remote Similarity	0.6061	NPC116622
Remote Similarity	0.6061	NPC2165
Remote Similarity	0.6059	NPC248454
Remote Similarity	0.6054	NPC314102
Remote Similarity	0.6054	NPC251722
Remote Similarity	0.6051	NPC299594
Remote Similarity	0.6031	NPC476219
Remote Similarity	0.6031	NPC476297
Remote Similarity	0.603	NPC478183
Remote Similarity	0.6028	NPC473747
Remote Similarity	0.602	NPC67056
Remote Similarity	0.6019	NPC19679
Remote Similarity	0.6012	NPC148140
Remote Similarity	0.601	NPC8104
Remote Similarity	0.601	NPC470823
Remote Similarity	0.6	NPC88110
Remote Similarity	0.599	NPC314557
Remote Similarity	0.5989	NPC22079
Remote Similarity	0.5979	NPC190296
Remote Similarity	0.5977	NPC81561
Remote Similarity	0.5972	NPC475151
Remote Similarity	0.597	NPC164664
Remote Similarity	0.5969	NPC316910
Remote Similarity	0.5969	NPC286427
Remote Similarity	0.5968	NPC125746
Remote Similarity	0.5968	NPC150259
Remote Similarity	0.5957	NPC59084
Remote Similarity	0.5949	NPC471458
Remote Similarity	0.5949	NPC207726
Remote Similarity	0.5949	NPC470507
Remote Similarity	0.5946	NPC198988
Remote Similarity	0.5945	NPC469308
Remote Similarity	0.5942	NPC163055
Remote Similarity	0.5939	NPC92796
Remote Similarity	0.5939	NPC135141
Remote Similarity	0.5939	NPC41257
Remote Similarity	0.5939	NPC293487
Remote Similarity	0.5938	NPC21605
Remote Similarity	0.5931	NPC315715
Remote Similarity	0.593	NPC478182
Remote Similarity	0.5926	NPC473868
Remote Similarity	0.5926	NPC63157
Remote Similarity	0.5922	NPC16659
Remote Similarity	0.592	NPC154293
Remote Similarity	0.5918	NPC285469
Remote Similarity	0.5916	NPC314372
Remote Similarity	0.5916	NPC159856
Remote Similarity	0.5913	NPC21429
Remote Similarity	0.5911	NPC34508
Remote Similarity	0.5907	NPC272483
Remote Similarity	0.5905	NPC472323
Remote Similarity	0.59	NPC470508
Remote Similarity	0.5899	NPC41174
Remote Similarity	0.5895	NPC20144
Remote Similarity	0.5894	NPC47596
Remote Similarity	0.5888	NPC294693
Remote Similarity	0.5888	NPC129721
Remote Similarity	0.5885	NPC143872
Remote Similarity	0.5882	NPC189812
Remote Similarity	0.5882	NPC329688
Remote Similarity	0.5879	NPC470203
Remote Similarity	0.5879	NPC194881
Remote Similarity	0.5877	NPC472289
Remote Similarity	0.5877	NPC246700
Remote Similarity	0.5877	NPC255909
Remote Similarity	0.5876	NPC105818
Remote Similarity	0.5876	NPC24678
Remote Similarity	0.5874	NPC265710
Remote Similarity	0.5873	NPC2949
Remote Similarity	0.5871	NPC470509
Remote Similarity	0.5871	NPC109447
Remote Similarity	0.5865	NPC472104
Remote Similarity	0.5865	NPC143533
Remote Similarity	0.5857	NPC160381
Remote Similarity	0.5855	NPC470111
Remote Similarity	0.5854	NPC56618
Remote Similarity	0.5854	NPC288785
Remote Similarity	0.585	NPC21174
Remote Similarity	0.585	NPC247987
Remote Similarity	0.585	NPC478184
Remote Similarity	0.585	NPC162799
Remote Similarity	0.585	NPC271797
Remote Similarity	0.5849	NPC206967
Remote Similarity	0.5849	NPC95783
Remote Similarity	0.5849	NPC329858
Remote Similarity	0.5848	NPC204303
Remote Similarity	0.5845	NPC15840
Remote Similarity	0.5842	NPC78020
Remote Similarity	0.5842	NPC63751
Remote Similarity	0.5842	NPC201700
Remote Similarity	0.5837	NPC472119
Remote Similarity	0.5833	NPC229332
Remote Similarity	0.583	NPC284102
Remote Similarity	0.5829	NPC325252
Remote Similarity	0.5829	NPC470204
Remote Similarity	0.5825	NPC15573
Remote Similarity	0.5825	NPC473380
Remote Similarity	0.5825	NPC14325
Remote Similarity	0.5825	NPC28848
Remote Similarity	0.5825	NPC240088
Remote Similarity	0.5825	NPC183662
Remote Similarity	0.5825	NPC217372
Remote Similarity	0.582	NPC88097
Remote Similarity	0.5817	NPC113626
Remote Similarity	0.5816	NPC469765
Remote Similarity	0.5816	NPC25008
Remote Similarity	0.5816	NPC259644
Remote Similarity	0.5816	NPC469786
Remote Similarity	0.5816	NPC469760
Remote Similarity	0.5816	NPC469763
Remote Similarity	0.5816	NPC73952
Remote Similarity	0.5814	NPC195314
Remote Similarity	0.5813	NPC65080

Drug Structure

NPD2324 OpenBabel08211702172D 25 28 0 0 0 0 0 0 0 0999 V2000 4.5468 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5468 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -4.0685 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 1.9487 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5134 1.4394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -3.2024 0.0000 C 0 0 0 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 3.6808 -1.7024 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 1.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2565 2.1085 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 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0388 -2.5873 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 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 3.2076 1.7995 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0486 3.0866 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 0.4612 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.7918 3.7558 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 2 0 0 0 0 4 13 2 0 0 0 0 5 6 1 0 0 0 0 5 10 1 0 0 0 0 6 10 1 0 0 0 0 7 8 1 0 0 0 0 7 11 2 0 0 0 0 8 14 2 0 0 0 0 9 15 1 0 0 0 0 9 24 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 21 1 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 19 2 0 0 0 0 16 21 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 17 24 1 0 0 0 0 19 20 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001692
DrugBank	DB11560
ChEMBL	CHEMBL2105720
IUPHAR/BPS	7673
PharmaGKB
KEGG Drug	D09921
PubChem CID	53465279
ChEBI	90929
CAS Number	878672-00-5

Drug Properties

Molecular Weight	403.00
ALogP	0.8707
MLogP	2.56
XLogP	6.155
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	92.79
RO5 Violation	1