NPASS drugs

Drug Information

Drug ID:	NPD1891
Drug Name:	Flosulide
Molecular Formula:	C16H13F2NO4S
Canonical SMILES:	Fc1ccc(c(c1)F)Oc1cc2C(=O)CCc2cc1NS(=O)(=O)C
Standard InCHI:	InChI=1S/C16H13F2NO4S/c1-24(21,22)19-13-6-9-2-4-14(20)11(9)8-16(13)23-15-5-3-10(17)7-12(15)18/h3,5-8,19H,2,4H2,1H3
Standard InCHIKey:	CXJONBHNIJFARE-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1891

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	298
0.1-0.2	1910
0.2-0.3	5456
0.3-0.4	7005
0.4-0.5	5673
0.5-0.6	10240
0.6-0.7	306
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	0.7181	NPC472163
Intermediate Similarity	0.7179	NPC470023
Remote Similarity	0.6979	NPC313886
Remote Similarity	0.697	NPC470021
Remote Similarity	0.6862	NPC73280
Remote Similarity	0.6848	NPC257763
Remote Similarity	0.6842	NPC315631
Remote Similarity	0.6834	NPC108847
Remote Similarity	0.6829	NPC222561
Remote Similarity	0.6793	NPC93653
Remote Similarity	0.6789	NPC8467
Remote Similarity	0.6761	NPC225279
Remote Similarity	0.6704	NPC315829
Remote Similarity	0.6698	NPC144452
Remote Similarity	0.6684	NPC283810
Remote Similarity	0.6649	NPC314861
Remote Similarity	0.6621	NPC274640
Remote Similarity	0.6604	NPC298449
Remote Similarity	0.6587	NPC308943
Remote Similarity	0.6561	NPC474688
Remote Similarity	0.653	NPC470018
Remote Similarity	0.6524	NPC231862
Remote Similarity	0.6513	NPC85613
Remote Similarity	0.6497	NPC314252
Remote Similarity	0.649	NPC38961
Remote Similarity	0.6485	NPC254957
Remote Similarity	0.6474	NPC471652
Remote Similarity	0.6464	NPC17760
Remote Similarity	0.6462	NPC187501
Remote Similarity	0.6449	NPC55470
Remote Similarity	0.6448	NPC470019
Remote Similarity	0.6448	NPC241392
Remote Similarity	0.6442	NPC207971
Remote Similarity	0.6441	NPC471316
Remote Similarity	0.6439	NPC71124
Remote Similarity	0.6439	NPC112937
Remote Similarity	0.6433	NPC177925
Remote Similarity	0.6429	NPC290404
Remote Similarity	0.6429	NPC5167
Remote Similarity	0.6421	NPC153631
Remote Similarity	0.6421	NPC299582
Remote Similarity	0.6411	NPC268077
Remote Similarity	0.6406	NPC208084
Remote Similarity	0.6404	NPC475844
Remote Similarity	0.6402	NPC39500
Remote Similarity	0.6402	NPC57105
Remote Similarity	0.64	NPC472882
Remote Similarity	0.6398	NPC90185
Remote Similarity	0.6396	NPC121400
Remote Similarity	0.6396	NPC288305
Remote Similarity	0.6387	NPC127362
Remote Similarity	0.6385	NPC186569
Remote Similarity	0.6385	NPC61731
Remote Similarity	0.6383	NPC301163
Remote Similarity	0.6372	NPC176113
Remote Similarity	0.6368	NPC85661
Remote Similarity	0.6364	NPC314659
Remote Similarity	0.6351	NPC74575
Remote Similarity	0.635	NPC87391
Remote Similarity	0.6348	NPC319645
Remote Similarity	0.6347	NPC280799
Remote Similarity	0.6345	NPC98416
Remote Similarity	0.6339	NPC227033
Remote Similarity	0.6338	NPC25961
Remote Similarity	0.6333	NPC473422
Remote Similarity	0.6329	NPC5374
Remote Similarity	0.6326	NPC227361
Remote Similarity	0.6326	NPC124658
Remote Similarity	0.6321	NPC207873
Remote Similarity	0.6321	NPC100573
Remote Similarity	0.6321	NPC329567
Remote Similarity	0.6321	NPC46679
Remote Similarity	0.6321	NPC330683
Remote Similarity	0.6319	NPC80928
Remote Similarity	0.6316	NPC30216
Remote Similarity	0.6313	NPC197335
Remote Similarity	0.6311	NPC163867
Remote Similarity	0.631	NPC58661
Remote Similarity	0.6308	NPC218303
Remote Similarity	0.6307	NPC266425
Remote Similarity	0.6301	NPC298884
Remote Similarity	0.6301	NPC122235
Remote Similarity	0.6292	NPC43218
Remote Similarity	0.6292	NPC88065
Remote Similarity	0.6292	NPC95485
Remote Similarity	0.6292	NPC89504
Remote Similarity	0.6291	NPC171882
Remote Similarity	0.6291	NPC121510
Remote Similarity	0.629	NPC51388
Remote Similarity	0.6284	NPC184408
Remote Similarity	0.6284	NPC472840
Remote Similarity	0.6278	NPC233707
Remote Similarity	0.6276	NPC67978
Remote Similarity	0.6276	NPC303581
Remote Similarity	0.6265	NPC316062
Remote Similarity	0.6262	NPC474366
Remote Similarity	0.6257	NPC472888
Remote Similarity	0.6257	NPC472881
Remote Similarity	0.6256	NPC86469
Remote Similarity	0.625	NPC279596
Remote Similarity	0.625	NPC301717
Remote Similarity	0.625	NPC313375
Remote Similarity	0.625	NPC208022
Remote Similarity	0.625	NPC314725
Remote Similarity	0.6239	NPC49547
Remote Similarity	0.6237	NPC322283
Remote Similarity	0.623	NPC103752
Remote Similarity	0.6228	NPC469954
Remote Similarity	0.6228	NPC470017
Remote Similarity	0.6222	NPC181526
Remote Similarity	0.6219	NPC49184
Remote Similarity	0.6215	NPC183103
Remote Similarity	0.6212	NPC308267
Remote Similarity	0.6207	NPC428300
Remote Similarity	0.6204	NPC91234
Remote Similarity	0.6204	NPC38237
Remote Similarity	0.6201	NPC307682
Remote Similarity	0.6195	NPC474701
Remote Similarity	0.619	NPC214368
Remote Similarity	0.6188	NPC314113
Remote Similarity	0.6188	NPC470962
Remote Similarity	0.6188	NPC179287
Remote Similarity	0.6188	NPC265181
Remote Similarity	0.6185	NPC2771
Remote Similarity	0.6183	NPC161544
Remote Similarity	0.6182	NPC256422
Remote Similarity	0.6176	NPC45389
Remote Similarity	0.6175	NPC30749
Remote Similarity	0.6172	NPC241263
Remote Similarity	0.6171	NPC251071
Remote Similarity	0.617	NPC119669
Remote Similarity	0.6167	NPC77955
Remote Similarity	0.6166	NPC71205
Remote Similarity	0.6164	NPC293151
Remote Similarity	0.6163	NPC182646
Remote Similarity	0.6163	NPC226794
Remote Similarity	0.6162	NPC9475
Remote Similarity	0.6158	NPC477412
Remote Similarity	0.6157	NPC154922
Remote Similarity	0.6154	NPC223336
Remote Similarity	0.6154	NPC54243
Remote Similarity	0.615	NPC300156
Remote Similarity	0.615	NPC45190
Remote Similarity	0.615	NPC28368
Remote Similarity	0.6149	NPC474264
Remote Similarity	0.6149	NPC474737
Remote Similarity	0.6147	NPC290227
Remote Similarity	0.6145	NPC209858
Remote Similarity	0.6145	NPC324117
Remote Similarity	0.6145	NPC311339
Remote Similarity	0.6145	NPC1249
Remote Similarity	0.6143	NPC268170
Remote Similarity	0.6141	NPC125134
Remote Similarity	0.6141	NPC137920
Remote Similarity	0.6141	NPC86455
Remote Similarity	0.6141	NPC18714
Remote Similarity	0.6136	NPC57552
Remote Similarity	0.6133	NPC160747
Remote Similarity	0.6133	NPC238108
Remote Similarity	0.6132	NPC41216
Remote Similarity	0.6131	NPC474815
Remote Similarity	0.613	NPC6786
Remote Similarity	0.6129	NPC305542
Remote Similarity	0.6127	NPC56332
Remote Similarity	0.6126	NPC303950
Remote Similarity	0.6124	NPC297584
Remote Similarity	0.6124	NPC474340
Remote Similarity	0.6121	NPC4687
Remote Similarity	0.6121	NPC249583
Remote Similarity	0.6121	NPC478075
Remote Similarity	0.612	NPC473499
Remote Similarity	0.6119	NPC240684
Remote Similarity	0.6119	NPC27887
Remote Similarity	0.6118	NPC246214
Remote Similarity	0.6117	NPC95526
Remote Similarity	0.6114	NPC45537
Remote Similarity	0.6111	NPC208522
Remote Similarity	0.6111	NPC473432
Remote Similarity	0.6111	NPC227683
Remote Similarity	0.6108	NPC116007
Remote Similarity	0.6105	NPC115324
Remote Similarity	0.6105	NPC23668
Remote Similarity	0.6105	NPC193976
Remote Similarity	0.6103	NPC301292
Remote Similarity	0.6103	NPC313112
Remote Similarity	0.6103	NPC133156
Remote Similarity	0.6102	NPC7569
Remote Similarity	0.61	NPC222524
Remote Similarity	0.6096	NPC144691
Remote Similarity	0.6095	NPC32298
Remote Similarity	0.6092	NPC224657
Remote Similarity	0.6089	NPC285254
Remote Similarity	0.6085	NPC10027
Remote Similarity	0.6085	NPC65775
Remote Similarity	0.6085	NPC288759
Remote Similarity	0.6082	NPC225245
Remote Similarity	0.6082	NPC204179
Remote Similarity	0.608	NPC125887
Remote Similarity	0.6077	NPC232996
Remote Similarity	0.6075	NPC308006

Drug Structure

NPD1891 OpenBabel08211701392D 25 27 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 1.9400 3.9781 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 2.9345 4.0827 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 4.3301 -0.5000 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 1.7321 3.0000 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 2.5981 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 3.1691 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 3.4641 1.0000 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 4.3194 2.9612 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 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 24 1 0 0 0 0 2 4 1 0 0 0 0 2 9 1 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 9 2 0 0 0 0 6 13 1 0 0 0 0 7 10 2 0 0 0 0 7 12 1 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 15 23 1 0 0 0 0 16 23 1 0 0 0 0 19 24 1 0 0 0 0 19 25 1 0 0 0 0 21 24 2 0 0 0 0 22 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011182
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	353.05
ALogP	-0.1955
MLogP	2.34
XLogP	2.725
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	80.85
RO5 Violation	0