NPASS drugs

Drug Information

Drug ID:	NPD1559
Drug Name:	FK-3311
Molecular Formula:	C15H13F2NO4S
Canonical SMILES:	Fc1ccc(c(c1)F)Oc1cc(ccc1NS(=O)(=O)C)C(=O)C
Standard InCHI:	InChI=1S/C15H13F2NO4S/c1-9(19)10-3-5-13(18-23(2,20)21)15(7-10)22-14-6-4-11(16)8-12(14)17/h3-8,18H,1-2H3
Standard InCHIKey:	DIIYLGZNZGPXRR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1559

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	266
0.1-0.2	2234
0.2-0.3	6685
0.3-0.4	5327
0.4-0.5	6494
0.5-0.6	9543
0.6-0.7	336
0.7-0.8	5
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	0.7207	NPC8467
Intermediate Similarity	0.7184	NPC257763
Intermediate Similarity	0.7143	NPC315829
Intermediate Similarity	0.7126	NPC93653
Intermediate Similarity	0.7	NPC73280
Remote Similarity	0.6885	NPC315631
Remote Similarity	0.6875	NPC470023
Remote Similarity	0.6865	NPC472163
Remote Similarity	0.686	NPC241392
Remote Similarity	0.6829	NPC472882
Remote Similarity	0.6788	NPC108847
Remote Similarity	0.6778	NPC127362
Remote Similarity	0.6766	NPC471316
Remote Similarity	0.6766	NPC319645
Remote Similarity	0.672	NPC283810
Remote Similarity	0.6718	NPC112937
Remote Similarity	0.671	NPC316062
Remote Similarity	0.6707	NPC43218
Remote Similarity	0.6687	NPC472888
Remote Similarity	0.6685	NPC301163
Remote Similarity	0.6685	NPC471652
Remote Similarity	0.6684	NPC288305
Remote Similarity	0.6667	NPC208022
Remote Similarity	0.6667	NPC313886
Remote Similarity	0.6667	NPC472881
Remote Similarity	0.6667	NPC470021
Remote Similarity	0.665	NPC187501
Remote Similarity	0.6632	NPC87391
Remote Similarity	0.6626	NPC122235
Remote Similarity	0.6626	NPC298884
Remote Similarity	0.6596	NPC197335
Remote Similarity	0.6593	NPC314861
Remote Similarity	0.659	NPC17760
Remote Similarity	0.6585	NPC39500
Remote Similarity	0.6584	NPC330683
Remote Similarity	0.6584	NPC329567
Remote Similarity	0.6584	NPC226794
Remote Similarity	0.6561	NPC314659
Remote Similarity	0.6556	NPC231862
Remote Similarity	0.6543	NPC98416
Remote Similarity	0.6543	NPC85613
Remote Similarity	0.6538	NPC299582
Remote Similarity	0.6535	NPC222561
Remote Similarity	0.6529	NPC314252
Remote Similarity	0.6527	NPC297584
Remote Similarity	0.6519	NPC32298
Remote Similarity	0.6503	NPC224657
Remote Similarity	0.6478	NPC54243
Remote Similarity	0.6478	NPC35744
Remote Similarity	0.6473	NPC176113
Remote Similarity	0.6467	NPC141549
Remote Similarity	0.6459	NPC184408
Remote Similarity	0.6455	NPC5167
Remote Similarity	0.6453	NPC301702
Remote Similarity	0.6443	NPC45389
Remote Similarity	0.6442	NPC56332
Remote Similarity	0.6438	NPC150323
Remote Similarity	0.6433	NPC181526
Remote Similarity	0.6429	NPC266425
Remote Similarity	0.6429	NPC57105
Remote Similarity	0.6429	NPC208084
Remote Similarity	0.6408	NPC218303
Remote Similarity	0.6407	NPC7569
Remote Similarity	0.6407	NPC278787
Remote Similarity	0.6398	NPC225279
Remote Similarity	0.6387	NPC54626
Remote Similarity	0.6383	NPC473432
Remote Similarity	0.6369	NPC301717
Remote Similarity	0.6364	NPC177925
Remote Similarity	0.6359	NPC474366
Remote Similarity	0.6358	NPC314329
Remote Similarity	0.6352	NPC469954
Remote Similarity	0.6345	NPC254957
Remote Similarity	0.6338	NPC144452
Remote Similarity	0.6337	NPC160747
Remote Similarity	0.6335	NPC246214
Remote Similarity	0.6335	NPC270301
Remote Similarity	0.6324	NPC300156
Remote Similarity	0.6324	NPC45190
Remote Similarity	0.6316	NPC307682
Remote Similarity	0.6316	NPC298449
Remote Similarity	0.6312	NPC171023
Remote Similarity	0.6312	NPC166591
Remote Similarity	0.6303	NPC2771
Remote Similarity	0.6296	NPC225245
Remote Similarity	0.6293	NPC308943
Remote Similarity	0.6292	NPC470019
Remote Similarity	0.6289	NPC470860
Remote Similarity	0.6282	NPC23332
Remote Similarity	0.628	NPC182646
Remote Similarity	0.628	NPC93730
Remote Similarity	0.6279	NPC77955
Remote Similarity	0.6275	NPC473422
Remote Similarity	0.6273	NPC201284
Remote Similarity	0.6271	NPC290404
Remote Similarity	0.627	NPC153631
Remote Similarity	0.6269	NPC469829
Remote Similarity	0.6269	NPC241263
Remote Similarity	0.6268	NPC30749
Remote Similarity	0.6267	NPC274640
Remote Similarity	0.6265	NPC474264
Remote Similarity	0.6263	NPC9475
Remote Similarity	0.6257	NPC472885
Remote Similarity	0.625	NPC41488
Remote Similarity	0.625	NPC470018
Remote Similarity	0.625	NPC240664
Remote Similarity	0.625	NPC45104
Remote Similarity	0.6243	NPC241086
Remote Similarity	0.6243	NPC238108
Remote Similarity	0.6243	NPC259800
Remote Similarity	0.6243	NPC318028
Remote Similarity	0.6243	NPC317741
Remote Similarity	0.6243	NPC472883
Remote Similarity	0.6243	NPC318984
Remote Similarity	0.6243	NPC328137
Remote Similarity	0.6243	NPC282087
Remote Similarity	0.6242	NPC205946
Remote Similarity	0.6242	NPC193805
Remote Similarity	0.6242	NPC30216
Remote Similarity	0.6235	NPC474340
Remote Similarity	0.6228	NPC45537
Remote Similarity	0.6225	NPC207971
Remote Similarity	0.6221	NPC316574
Remote Similarity	0.622	NPC305542
Remote Similarity	0.6219	NPC71124
Remote Similarity	0.6218	NPC183648
Remote Similarity	0.6214	NPC478075
Remote Similarity	0.6211	NPC152159
Remote Similarity	0.621	NPC474688
Remote Similarity	0.6204	NPC179287
Remote Similarity	0.6201	NPC144691
Remote Similarity	0.6199	NPC173295
Remote Similarity	0.6196	NPC306366
Remote Similarity	0.6195	NPC313112
Remote Similarity	0.6195	NPC301292
Remote Similarity	0.6195	NPC268077
Remote Similarity	0.6193	NPC145673
Remote Similarity	0.619	NPC477432
Remote Similarity	0.619	NPC125887
Remote Similarity	0.6182	NPC141252
Remote Similarity	0.6182	NPC474691
Remote Similarity	0.6182	NPC11799
Remote Similarity	0.6176	NPC288759
Remote Similarity	0.6173	NPC264976
Remote Similarity	0.6171	NPC112757
Remote Similarity	0.6171	NPC18457
Remote Similarity	0.617	NPC471778
Remote Similarity	0.6169	NPC163867
Remote Similarity	0.6168	NPC237868
Remote Similarity	0.6167	NPC322283
Remote Similarity	0.6166	NPC121400
Remote Similarity	0.6164	NPC252004
Remote Similarity	0.6163	NPC1249
Remote Similarity	0.6161	NPC118228
Remote Similarity	0.6158	NPC28326
Remote Similarity	0.6158	NPC80928
Remote Similarity	0.6154	NPC472884
Remote Similarity	0.6154	NPC57552
Remote Similarity	0.6154	NPC58661
Remote Similarity	0.6154	NPC473019
Remote Similarity	0.6149	NPC197239
Remote Similarity	0.6149	NPC326860
Remote Similarity	0.6146	NPC41216
Remote Similarity	0.6145	NPC107846
Remote Similarity	0.614	NPC280799
Remote Similarity	0.614	NPC118253
Remote Similarity	0.6136	NPC473499
Remote Similarity	0.6135	NPC4687
Remote Similarity	0.6135	NPC249583
Remote Similarity	0.6135	NPC230951
Remote Similarity	0.6135	NPC212123
Remote Similarity	0.6131	NPC470841
Remote Similarity	0.6131	NPC41721
Remote Similarity	0.6131	NPC22783
Remote Similarity	0.6127	NPC89504
Remote Similarity	0.6127	NPC88065
Remote Similarity	0.6127	NPC214368
Remote Similarity	0.6127	NPC95485
Remote Similarity	0.6124	NPC472840
Remote Similarity	0.6124	NPC25961
Remote Similarity	0.6122	NPC262725
Remote Similarity	0.6118	NPC66905
Remote Similarity	0.6117	NPC38961
Remote Similarity	0.6114	NPC265181
Remote Similarity	0.6114	NPC268223
Remote Similarity	0.6114	NPC233707
Remote Similarity	0.6114	NPC314113
Remote Similarity	0.6111	NPC229353
Remote Similarity	0.6111	NPC153644
Remote Similarity	0.6111	NPC206007
Remote Similarity	0.6108	NPC470858
Remote Similarity	0.6108	NPC473626
Remote Similarity	0.6108	NPC5374
Remote Similarity	0.6102	NPC323798
Remote Similarity	0.6102	NPC171094
Remote Similarity	0.6101	NPC279916
Remote Similarity	0.61	NPC230403
Remote Similarity	0.6099	NPC119669
Remote Similarity	0.6096	NPC313375
Remote Similarity	0.6096	NPC314725

Drug Structure

NPD1559 OpenBabel08211701082D 24 25 0 0 0 0 0 0 0 0999 V2000 -4.3301 2.5000 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 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 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 -0.0000 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 -3.4641 -2.0000 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 -2.5981 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 -2.5981 -1.5000 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 -2.5981 -0.5000 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 -5.1962 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 F 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 -3.4641 4.0000 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 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 1 9 1 0 0 0 0 2 23 1 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 10 2 0 0 0 0 7 15 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 10 1 0 0 0 0 9 19 2 0 0 0 0 11 16 1 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 22 1 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 20 23 2 0 0 0 0 21 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010225
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	341.05
ALogP	-0.2828
MLogP	2.23
XLogP	3.058
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	80.85
RO5 Violation	0