NPASS drugs

Drug Information

Drug ID:	NPD1976
Drug Name:	Febuxostat
Molecular Formula:	C16H16N2O3S
Canonical SMILES:	N#Cc1cc(ccc1OCC(C)C)c1nc(c(s1)C(=O)O)C
Standard InCHI:	InChI=1S/C16H16N2O3S/c1-9(2)8-21-13-5-4-11(6-12(13)7-17)15-18-10(3)14(22-15)16(19)20/h4-6,9H,8H2,1-3H3,(H,19,20)
Standard InCHIKey:	BQSJTQLCZDPROO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1976

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	267
0.1-0.2	2125
0.2-0.3	9254
0.3-0.4	3163
0.4-0.5	12835
0.5-0.6	2828
0.6-0.7	416
0.7-0.8	2
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	0.799	NPC238242
Intermediate Similarity	0.734	NPC249662
Remote Similarity	0.692	NPC87413
Remote Similarity	0.6842	NPC168486
Remote Similarity	0.6842	NPC222592
Remote Similarity	0.6826	NPC150239
Remote Similarity	0.6826	NPC174760
Remote Similarity	0.68	NPC11464
Remote Similarity	0.6789	NPC70956
Remote Similarity	0.6789	NPC243834
Remote Similarity	0.6787	NPC475112
Remote Similarity	0.6787	NPC475085
Remote Similarity	0.6787	NPC291535
Remote Similarity	0.6781	NPC471615
Remote Similarity	0.6771	NPC476106
Remote Similarity	0.6757	NPC317572
Remote Similarity	0.6753	NPC128115
Remote Similarity	0.6746	NPC283152
Remote Similarity	0.6741	NPC4687
Remote Similarity	0.6739	NPC247803
Remote Similarity	0.6736	NPC473187
Remote Similarity	0.6724	NPC198503
Remote Similarity	0.6711	NPC470931
Remote Similarity	0.6711	NPC39679
Remote Similarity	0.6696	NPC169402
Remote Similarity	0.6682	NPC72211
Remote Similarity	0.6681	NPC475350
Remote Similarity	0.6681	NPC145178
Remote Similarity	0.6681	NPC14877
Remote Similarity	0.6681	NPC116238
Remote Similarity	0.6667	NPC320394
Remote Similarity	0.6652	NPC3207
Remote Similarity	0.6652	NPC280799
Remote Similarity	0.661	NPC153467
Remote Similarity	0.6606	NPC280964
Remote Similarity	0.6606	NPC141915
Remote Similarity	0.6606	NPC114335
Remote Similarity	0.6605	NPC194040
Remote Similarity	0.6603	NPC191310
Remote Similarity	0.6594	NPC310211
Remote Similarity	0.6594	NPC308137
Remote Similarity	0.6594	NPC251036
Remote Similarity	0.6593	NPC249583
Remote Similarity	0.6593	NPC321428
Remote Similarity	0.6591	NPC70259
Remote Similarity	0.657	NPC477589
Remote Similarity	0.657	NPC477587
Remote Similarity	0.657	NPC6786
Remote Similarity	0.656	NPC469390
Remote Similarity	0.6549	NPC300156
Remote Similarity	0.6545	NPC205934
Remote Similarity	0.6545	NPC43787
Remote Similarity	0.6544	NPC188104
Remote Similarity	0.6535	NPC209769
Remote Similarity	0.6533	NPC162484
Remote Similarity	0.6524	NPC184408
Remote Similarity	0.6522	NPC48353
Remote Similarity	0.6522	NPC264176
Remote Similarity	0.652	NPC193777
Remote Similarity	0.6516	NPC477586
Remote Similarity	0.6516	NPC477585
Remote Similarity	0.6516	NPC477588
Remote Similarity	0.6516	NPC477590
Remote Similarity	0.6512	NPC62069
Remote Similarity	0.6509	NPC152768
Remote Similarity	0.6509	NPC148183
Remote Similarity	0.65	NPC475190
Remote Similarity	0.6489	NPC295898
Remote Similarity	0.6485	NPC274640
Remote Similarity	0.6478	NPC23294
Remote Similarity	0.6476	NPC472287
Remote Similarity	0.6476	NPC472286
Remote Similarity	0.6473	NPC11017
Remote Similarity	0.6473	NPC475196
Remote Similarity	0.6468	NPC54066
Remote Similarity	0.6462	NPC288943
Remote Similarity	0.6456	NPC314633
Remote Similarity	0.6453	NPC473041
Remote Similarity	0.6453	NPC46561
Remote Similarity	0.6453	NPC26872
Remote Similarity	0.6452	NPC61350
Remote Similarity	0.645	NPC472098
Remote Similarity	0.6446	NPC470889
Remote Similarity	0.6446	NPC329631
Remote Similarity	0.6444	NPC267423
Remote Similarity	0.6444	NPC476044
Remote Similarity	0.6441	NPC477532
Remote Similarity	0.6438	NPC170114
Remote Similarity	0.6435	NPC303951
Remote Similarity	0.6432	NPC470930
Remote Similarity	0.6429	NPC179287
Remote Similarity	0.6429	NPC97746
Remote Similarity	0.6425	NPC279401
Remote Similarity	0.6425	NPC79293
Remote Similarity	0.6425	NPC177404
Remote Similarity	0.6419	NPC475910
Remote Similarity	0.6418	NPC315411
Remote Similarity	0.6414	NPC144452
Remote Similarity	0.6407	NPC220337
Remote Similarity	0.6404	NPC45190
Remote Similarity	0.6398	NPC469439
Remote Similarity	0.6398	NPC472099
Remote Similarity	0.6396	NPC131017
Remote Similarity	0.6395	NPC470549
Remote Similarity	0.6387	NPC51388
Remote Similarity	0.6385	NPC84347
Remote Similarity	0.6379	NPC473105
Remote Similarity	0.637	NPC315061
Remote Similarity	0.6368	NPC13880
Remote Similarity	0.6368	NPC74969
Remote Similarity	0.6364	NPC474688
Remote Similarity	0.636	NPC164374
Remote Similarity	0.636	NPC137929
Remote Similarity	0.6359	NPC84478
Remote Similarity	0.6359	NPC26850
Remote Similarity	0.6356	NPC475844
Remote Similarity	0.6356	NPC74360
Remote Similarity	0.6352	NPC39500
Remote Similarity	0.6349	NPC67401
Remote Similarity	0.6349	NPC473188
Remote Similarity	0.6348	NPC86834
Remote Similarity	0.6348	NPC210828
Remote Similarity	0.6347	NPC66083
Remote Similarity	0.6332	NPC472111
Remote Similarity	0.633	NPC94943
Remote Similarity	0.633	NPC241025
Remote Similarity	0.6325	NPC118228
Remote Similarity	0.6325	NPC50562
Remote Similarity	0.632	NPC469589
Remote Similarity	0.632	NPC201697
Remote Similarity	0.6318	NPC44354
Remote Similarity	0.6316	NPC223427
Remote Similarity	0.6316	NPC469440
Remote Similarity	0.6316	NPC134848
Remote Similarity	0.6314	NPC96321
Remote Similarity	0.6311	NPC472284
Remote Similarity	0.631	NPC165964
Remote Similarity	0.6304	NPC193238
Remote Similarity	0.6301	NPC204385
Remote Similarity	0.6299	NPC244543
Remote Similarity	0.6298	NPC67658
Remote Similarity	0.6298	NPC330009
Remote Similarity	0.6296	NPC474701
Remote Similarity	0.6296	NPC260434
Remote Similarity	0.6295	NPC473053
Remote Similarity	0.6293	NPC269367
Remote Similarity	0.6292	NPC21638
Remote Similarity	0.6288	NPC257511
Remote Similarity	0.6287	NPC298436
Remote Similarity	0.6287	NPC208084
Remote Similarity	0.6287	NPC473179
Remote Similarity	0.6284	NPC190007
Remote Similarity	0.6283	NPC280714
Remote Similarity	0.6283	NPC128823
Remote Similarity	0.6283	NPC18487
Remote Similarity	0.6282	NPC151781
Remote Similarity	0.6282	NPC74562
Remote Similarity	0.6282	NPC316181
Remote Similarity	0.6281	NPC252251
Remote Similarity	0.6281	NPC194740
Remote Similarity	0.6278	NPC230403
Remote Similarity	0.6275	NPC53255
Remote Similarity	0.6275	NPC326930
Remote Similarity	0.6275	NPC475301
Remote Similarity	0.6275	NPC85879
Remote Similarity	0.627	NPC475720
Remote Similarity	0.627	NPC474192
Remote Similarity	0.6267	NPC224928
Remote Similarity	0.6266	NPC146418
Remote Similarity	0.6266	NPC9894
Remote Similarity	0.6262	NPC312872
Remote Similarity	0.6261	NPC225279
Remote Similarity	0.6256	NPC329747
Remote Similarity	0.6256	NPC295158
Remote Similarity	0.625	NPC122436
Remote Similarity	0.625	NPC13603
Remote Similarity	0.6245	NPC303658
Remote Similarity	0.624	NPC478078
Remote Similarity	0.624	NPC291609
Remote Similarity	0.6239	NPC306376
Remote Similarity	0.6239	NPC12344
Remote Similarity	0.6239	NPC212535
Remote Similarity	0.6234	NPC60621
Remote Similarity	0.623	NPC477531
Remote Similarity	0.6228	NPC470586
Remote Similarity	0.6224	NPC473449
Remote Similarity	0.6223	NPC471304
Remote Similarity	0.6223	NPC470020
Remote Similarity	0.6218	NPC168209
Remote Similarity	0.6217	NPC289086
Remote Similarity	0.6216	NPC329961
Remote Similarity	0.6216	NPC122427
Remote Similarity	0.6215	NPC180668
Remote Similarity	0.6215	NPC471013
Remote Similarity	0.6215	NPC148896
Remote Similarity	0.6214	NPC471762
Remote Similarity	0.6214	NPC246381
Remote Similarity	0.6213	NPC471080
Remote Similarity	0.6213	NPC469592
Remote Similarity	0.6205	NPC307963

Drug Structure

NPD1976 OpenBabel08211701392D 23 24 0 0 0 0 0 0 0 0999 V2000 6.9757 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5759 -2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 1.5933 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 1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 -0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -0.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0704 0.2749 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2514 -1.4476 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.5933 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 -3.2460 -1.3431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 11 2 0 0 0 0 6 12 1 0 0 0 0 7 12 1 0 0 0 0 7 17 3 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 10 14 2 0 0 0 0 10 18 1 0 0 0 0 11 15 1 0 0 0 0 12 13 2 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 14 22 1 0 0 0 0 15 18 2 0 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001444
DrugBank	DB04854
ChEMBL	CHEMBL1164729
IUPHAR/BPS	6817
PharmaGKB	PA165958521
KEGG Drug	D01206
PubChem CID	134018
ChEBI	31596
CAS Number	144060-53-7

Drug Properties

Molecular Weight	316.09
ALogP	1.2554
MLogP	2.56
XLogP	2.788
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	111.45
RO5 Violation	0