NPASS drugs

Drug Information

Drug ID:	NPD2339
Drug Name:	Iguratimod
Molecular Formula:	C17H14N2O6S
Canonical SMILES:	OC=Nc1coc2c(c1=O)cc(c(c2)NS(=O)(=O)C)Oc1ccccc1
Standard InCHI:	InChI=1S/C17H14N2O6S/c1-26(22,23)19-13-8-15-12(17(21)14(9-24-15)18-10-20)7-16(13)25-11-5-3-2-4-6-11/h2-10,19H,1H3,(H,18,20)
Standard InCHIKey:	ANMATWQYLIFGOK-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2339

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	218
0.1-0.2	1467
0.2-0.3	6174
0.3-0.4	6625
0.4-0.5	6195
0.5-0.6	9541
0.6-0.7	666
0.7-0.8	4
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	0.7216	NPC8467
Intermediate Similarity	0.7113	NPC73280
Intermediate Similarity	0.7083	NPC127362
Intermediate Similarity	0.7009	NPC227033
Remote Similarity	0.6991	NPC176113
Remote Similarity	0.6965	NPC313886
Remote Similarity	0.6951	NPC13249
Remote Similarity	0.6944	NPC30749
Remote Similarity	0.693	NPC218303
Remote Similarity	0.6908	NPC108847
Remote Similarity	0.6895	NPC134702
Remote Similarity	0.6884	NPC474366
Remote Similarity	0.6882	NPC315829
Remote Similarity	0.6866	NPC268223
Remote Similarity	0.6835	NPC148391
Remote Similarity	0.6834	NPC315631
Remote Similarity	0.6827	NPC470023
Remote Similarity	0.6821	NPC314861
Remote Similarity	0.682	NPC305542
Remote Similarity	0.6808	NPC473422
Remote Similarity	0.6802	NPC7560
Remote Similarity	0.6802	NPC118189
Remote Similarity	0.6789	NPC114468
Remote Similarity	0.6788	NPC231862
Remote Similarity	0.6788	NPC93653
Remote Similarity	0.678	NPC298884
Remote Similarity	0.6778	NPC472882
Remote Similarity	0.6758	NPC2905
Remote Similarity	0.6745	NPC214368
Remote Similarity	0.6744	NPC212123
Remote Similarity	0.673	NPC241263
Remote Similarity	0.6729	NPC301292
Remote Similarity	0.6729	NPC313112
Remote Similarity	0.6726	NPC76478
Remote Similarity	0.6721	NPC472881
Remote Similarity	0.6714	NPC288759
Remote Similarity	0.6703	NPC301702
Remote Similarity	0.6684	NPC299582
Remote Similarity	0.6682	NPC477825
Remote Similarity	0.6682	NPC112937
Remote Similarity	0.6682	NPC157983
Remote Similarity	0.6682	NPC118154
Remote Similarity	0.6667	NPC182853
Remote Similarity	0.6667	NPC477827
Remote Similarity	0.6667	NPC57105
Remote Similarity	0.6667	NPC477826
Remote Similarity	0.6667	NPC9475
Remote Similarity	0.6667	NPC7569
Remote Similarity	0.6667	NPC478075
Remote Similarity	0.6667	NPC198160
Remote Similarity	0.6652	NPC198503
Remote Similarity	0.665	NPC469830
Remote Similarity	0.6638	NPC6786
Remote Similarity	0.6636	NPC329567
Remote Similarity	0.6636	NPC217903
Remote Similarity	0.6636	NPC330683
Remote Similarity	0.6635	NPC1820
Remote Similarity	0.6635	NPC470021
Remote Similarity	0.663	NPC471316
Remote Similarity	0.6617	NPC473432
Remote Similarity	0.6608	NPC285254
Remote Similarity	0.6605	NPC473460
Remote Similarity	0.6604	NPC234933
Remote Similarity	0.6602	NPC262725
Remote Similarity	0.6592	NPC195120
Remote Similarity	0.6591	NPC116178
Remote Similarity	0.6587	NPC474059
Remote Similarity	0.6582	NPC475983
Remote Similarity	0.6566	NPC471652
Remote Similarity	0.6561	NPC321166
Remote Similarity	0.6558	NPC15987
Remote Similarity	0.6547	NPC477828
Remote Similarity	0.6545	NPC295479
Remote Similarity	0.6545	NPC220241
Remote Similarity	0.6538	NPC141549
Remote Similarity	0.6528	NPC41216
Remote Similarity	0.6524	NPC206109
Remote Similarity	0.6524	NPC114039
Remote Similarity	0.652	NPC98416
Remote Similarity	0.6518	NPC87560
Remote Similarity	0.6518	NPC46561
Remote Similarity	0.6514	NPC222561
Remote Similarity	0.6505	NPC469829
Remote Similarity	0.6503	NPC474340
Remote Similarity	0.65	NPC317567
Remote Similarity	0.65	NPC471778
Remote Similarity	0.6489	NPC208084
Remote Similarity	0.6484	NPC278787
Remote Similarity	0.6476	NPC28510
Remote Similarity	0.6465	NPC204867
Remote Similarity	0.646	NPC150239
Remote Similarity	0.6457	NPC298449
Remote Similarity	0.6452	NPC319645
Remote Similarity	0.6444	NPC247803
Remote Similarity	0.6441	NPC308137
Remote Similarity	0.6441	NPC310211
Remote Similarity	0.6436	NPC225381
Remote Similarity	0.6429	NPC45389
Remote Similarity	0.6425	NPC25961
Remote Similarity	0.6419	NPC179287
Remote Similarity	0.6413	NPC297584
Remote Similarity	0.6408	NPC288305
Remote Similarity	0.6408	NPC28368
Remote Similarity	0.6408	NPC472163
Remote Similarity	0.64	NPC169402
Remote Similarity	0.6396	NPC220337
Remote Similarity	0.6396	NPC301163
Remote Similarity	0.6396	NPC471532
Remote Similarity	0.6396	NPC187501
Remote Similarity	0.6394	NPC473007
Remote Similarity	0.6389	NPC224657
Remote Similarity	0.6388	NPC174760
Remote Similarity	0.6386	NPC112336
Remote Similarity	0.6386	NPC474814
Remote Similarity	0.6373	NPC168153
Remote Similarity	0.6373	NPC241392
Remote Similarity	0.6372	NPC131885
Remote Similarity	0.6372	NPC184408
Remote Similarity	0.6368	NPC145673
Remote Similarity	0.6364	NPC308943
Remote Similarity	0.636	NPC329830
Remote Similarity	0.6359	NPC208022
Remote Similarity	0.6356	NPC472061
Remote Similarity	0.6355	NPC308895
Remote Similarity	0.6355	NPC170333
Remote Similarity	0.6351	NPC473008
Remote Similarity	0.6348	NPC122886
Remote Similarity	0.6347	NPC133156
Remote Similarity	0.6339	NPC39500
Remote Similarity	0.6332	NPC257763
Remote Similarity	0.6329	NPC327005
Remote Similarity	0.6329	NPC270301
Remote Similarity	0.6324	NPC95412
Remote Similarity	0.6323	NPC146418
Remote Similarity	0.632	NPC470018
Remote Similarity	0.6318	NPC477161
Remote Similarity	0.6313	NPC476443
Remote Similarity	0.6313	NPC133817
Remote Similarity	0.6311	NPC474815
Remote Similarity	0.6311	NPC472331
Remote Similarity	0.6311	NPC116238
Remote Similarity	0.6311	NPC126515
Remote Similarity	0.6311	NPC274002
Remote Similarity	0.6308	NPC469815
Remote Similarity	0.6308	NPC469816
Remote Similarity	0.6306	NPC475133
Remote Similarity	0.6305	NPC83241
Remote Similarity	0.6304	NPC205372
Remote Similarity	0.6298	NPC272375
Remote Similarity	0.6298	NPC469831
Remote Similarity	0.6296	NPC100863
Remote Similarity	0.6295	NPC127996
Remote Similarity	0.6288	NPC280799
Remote Similarity	0.6286	NPC150308
Remote Similarity	0.6283	NPC478048
Remote Similarity	0.628	NPC222524
Remote Similarity	0.628	NPC5167
Remote Similarity	0.628	NPC283810
Remote Similarity	0.6278	NPC93730
Remote Similarity	0.6278	NPC472888
Remote Similarity	0.6277	NPC77955
Remote Similarity	0.6273	NPC87714
Remote Similarity	0.6271	NPC54243
Remote Similarity	0.627	NPC301717
Remote Similarity	0.6266	NPC274640
Remote Similarity	0.6264	NPC474264
Remote Similarity	0.6263	NPC18457
Remote Similarity	0.6261	NPC148124
Remote Similarity	0.6261	NPC251071
Remote Similarity	0.6256	NPC180210
Remote Similarity	0.6256	NPC314914
Remote Similarity	0.6256	NPC478047
Remote Similarity	0.6256	NPC478046
Remote Similarity	0.6256	NPC328856
Remote Similarity	0.6256	NPC313327
Remote Similarity	0.6256	NPC321226
Remote Similarity	0.6255	NPC270515
Remote Similarity	0.625	NPC124467
Remote Similarity	0.625	NPC214919
Remote Similarity	0.6245	NPC154922
Remote Similarity	0.6245	NPC473187
Remote Similarity	0.6245	NPC225279
Remote Similarity	0.6244	NPC22476
Remote Similarity	0.6244	NPC37348
Remote Similarity	0.6244	NPC246140
Remote Similarity	0.6244	NPC195787
Remote Similarity	0.6243	NPC181526
Remote Similarity	0.6239	NPC16066
Remote Similarity	0.6237	NPC118253
Remote Similarity	0.6234	NPC94842
Remote Similarity	0.6233	NPC230313
Remote Similarity	0.6233	NPC471561
Remote Similarity	0.6233	NPC477160
Remote Similarity	0.623	NPC470841
Remote Similarity	0.6228	NPC316368
Remote Similarity	0.6228	NPC284236
Remote Similarity	0.6225	NPC310894
Remote Similarity	0.6223	NPC140296
Remote Similarity	0.622	NPC314659
Remote Similarity	0.622	NPC27887

Drug Structure

NPD2339 OpenBabel08211702172D 28 30 0 0 0 0 0 0 0 0999 V2000 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 4.3301 1.5000 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 -0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 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 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 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 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 7 16 1 0 0 0 0 8 13 1 0 0 0 0 8 15 2 0 0 0 0 9 14 2 0 0 0 0 9 24 1 0 0 0 0 10 18 2 3 0 0 0 10 20 1 0 0 0 0 11 25 1 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 21 2 0 0 0 0 19 26 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 22 26 2 0 0 0 0 23 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003517
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	124246
ChEBI
CAS Number

Drug Properties

Molecular Weight	374.06
ALogP	-2.0567
MLogP	2.34
XLogP	2.805
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	122.67
RO5 Violation	0