NPASS drugs

Drug Information

Drug ID:	NPD4461
Drug Name:	MDL-28133A
Molecular Formula:	C21H23FN2O4S
Canonical SMILES:	O=C(c1ccc(cc1)NS(=O)(=O)C)C1CCN(CC1)CC(=O)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C21H23FN2O4S/c1-29(27,28)23-19-8-4-16(5-9-19)21(26)17-10-12-24(13-11-17)14-20(25)15-2-6-18(22)7-3-15/h2-9,17,23H,10-14H2,1H3
Standard InCHIKey:	PHKRHJHKBKDBEI-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4461

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	167
0.1-0.2	1555
0.2-0.3	7576
0.3-0.4	11943
0.4-0.5	7944
0.5-0.6	1507
0.6-0.7	181
0.7-0.8	17
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	0.7926	NPC226143
Intermediate Similarity	0.76	NPC478040
Intermediate Similarity	0.75	NPC472245
Intermediate Similarity	0.7394	NPC192533
Intermediate Similarity	0.7343	NPC472244
Intermediate Similarity	0.7343	NPC470343
Intermediate Similarity	0.731	NPC150863
Intermediate Similarity	0.726	NPC280807
Intermediate Similarity	0.726	NPC314431
Intermediate Similarity	0.7254	NPC268534
Intermediate Similarity	0.7183	NPC257490
Intermediate Similarity	0.7172	NPC322433
Intermediate Similarity	0.7143	NPC167336
Intermediate Similarity	0.7075	NPC209389
Intermediate Similarity	0.7042	NPC177684
Intermediate Similarity	0.7042	NPC291962
Intermediate Similarity	0.7006	NPC478039
Remote Similarity	0.6993	NPC112373
Remote Similarity	0.6993	NPC161956
Remote Similarity	0.6993	NPC279385
Remote Similarity	0.6993	NPC179605
Remote Similarity	0.6993	NPC258531
Remote Similarity	0.6978	NPC57051
Remote Similarity	0.6948	NPC472243
Remote Similarity	0.6944	NPC103292
Remote Similarity	0.6912	NPC172170
Remote Similarity	0.6879	NPC314186
Remote Similarity	0.6859	NPC472241
Remote Similarity	0.6835	NPC472242
Remote Similarity	0.6815	NPC38262
Remote Similarity	0.6772	NPC136002
Remote Similarity	0.6765	NPC318183
Remote Similarity	0.6735	NPC254698
Remote Similarity	0.673	NPC313850
Remote Similarity	0.6706	NPC472118
Remote Similarity	0.6688	NPC471164
Remote Similarity	0.6688	NPC471574
Remote Similarity	0.6667	NPC39818
Remote Similarity	0.6667	NPC319645
Remote Similarity	0.6648	NPC470317
Remote Similarity	0.6644	NPC27833
Remote Similarity	0.6607	NPC469741
Remote Similarity	0.657	NPC292265
Remote Similarity	0.6561	NPC469560
Remote Similarity	0.6522	NPC473418
Remote Similarity	0.6519	NPC313293
Remote Similarity	0.6491	NPC214960
Remote Similarity	0.6491	NPC279527
Remote Similarity	0.649	NPC119326
Remote Similarity	0.6478	NPC2823
Remote Similarity	0.6478	NPC316202
Remote Similarity	0.6474	NPC300299
Remote Similarity	0.6471	NPC113056
Remote Similarity	0.6471	NPC138293
Remote Similarity	0.6471	NPC194562
Remote Similarity	0.6463	NPC473329
Remote Similarity	0.6456	NPC83214
Remote Similarity	0.6447	NPC307437
Remote Similarity	0.6447	NPC72473
Remote Similarity	0.6447	NPC58827
Remote Similarity	0.6433	NPC471123
Remote Similarity	0.6429	NPC126458
Remote Similarity	0.6423	NPC291610
Remote Similarity	0.6415	NPC130251
Remote Similarity	0.6415	NPC207554
Remote Similarity	0.6412	NPC35510
Remote Similarity	0.6412	NPC253667
Remote Similarity	0.641	NPC162417
Remote Similarity	0.641	NPC316104
Remote Similarity	0.6391	NPC36495
Remote Similarity	0.6391	NPC246757
Remote Similarity	0.6391	NPC193410
Remote Similarity	0.6391	NPC291070
Remote Similarity	0.6386	NPC117032
Remote Similarity	0.6384	NPC475094
Remote Similarity	0.6374	NPC189116
Remote Similarity	0.6364	NPC477432
Remote Similarity	0.6358	NPC470822
Remote Similarity	0.6358	NPC167724
Remote Similarity	0.6358	NPC223595
Remote Similarity	0.6358	NPC224970
Remote Similarity	0.6353	NPC248117
Remote Similarity	0.6347	NPC295021
Remote Similarity	0.6346	NPC130655
Remote Similarity	0.6331	NPC61013
Remote Similarity	0.6331	NPC222029
Remote Similarity	0.6328	NPC14849
Remote Similarity	0.6325	NPC314223
Remote Similarity	0.6323	NPC314098
Remote Similarity	0.6316	NPC472121
Remote Similarity	0.6316	NPC79698
Remote Similarity	0.6303	NPC237649
Remote Similarity	0.6303	NPC300596
Remote Similarity	0.6298	NPC133003
Remote Similarity	0.6296	NPC314287
Remote Similarity	0.6294	NPC276085
Remote Similarity	0.6282	NPC40364
Remote Similarity	0.6282	NPC53044
Remote Similarity	0.6279	NPC271797
Remote Similarity	0.6279	NPC21174
Remote Similarity	0.6273	NPC470301
Remote Similarity	0.6272	NPC63370
Remote Similarity	0.6272	NPC36836
Remote Similarity	0.6271	NPC471743
Remote Similarity	0.6264	NPC70949
Remote Similarity	0.6258	NPC179224
Remote Similarity	0.6258	NPC187231
Remote Similarity	0.625	NPC285394
Remote Similarity	0.625	NPC324091
Remote Similarity	0.6243	NPC471742
Remote Similarity	0.6235	NPC113946
Remote Similarity	0.6233	NPC113099
Remote Similarity	0.6228	NPC66936
Remote Similarity	0.6221	NPC99632
Remote Similarity	0.6221	NPC282339
Remote Similarity	0.6221	NPC293458
Remote Similarity	0.6218	NPC316746
Remote Similarity	0.6215	NPC248862
Remote Similarity	0.6215	NPC328611
Remote Similarity	0.6213	NPC473297
Remote Similarity	0.6211	NPC315051
Remote Similarity	0.6209	NPC474926
Remote Similarity	0.6203	NPC474473
Remote Similarity	0.6201	NPC147298
Remote Similarity	0.6201	NPC131450
Remote Similarity	0.6201	NPC182057
Remote Similarity	0.62	NPC150323
Remote Similarity	0.6199	NPC154478
Remote Similarity	0.6196	NPC103119
Remote Similarity	0.6178	NPC473962
Remote Similarity	0.6173	NPC43477
Remote Similarity	0.6173	NPC301760
Remote Similarity	0.6168	NPC144691
Remote Similarity	0.6165	NPC191444
Remote Similarity	0.6159	NPC475915
Remote Similarity	0.6154	NPC251391
Remote Similarity	0.6149	NPC115232
Remote Similarity	0.6149	NPC71132
Remote Similarity	0.614	NPC123241
Remote Similarity	0.6124	NPC470548
Remote Similarity	0.6124	NPC469726
Remote Similarity	0.6124	NPC329338
Remote Similarity	0.6118	NPC161827
Remote Similarity	0.6111	NPC6974
Remote Similarity	0.6111	NPC242933
Remote Similarity	0.6108	NPC255909
Remote Similarity	0.6108	NPC316405
Remote Similarity	0.6107	NPC476440
Remote Similarity	0.6104	NPC205946
Remote Similarity	0.6098	NPC469537
Remote Similarity	0.609	NPC176858
Remote Similarity	0.609	NPC122235
Remote Similarity	0.6089	NPC264482
Remote Similarity	0.6089	NPC203202
Remote Similarity	0.6087	NPC287358
Remote Similarity	0.6082	NPC84317
Remote Similarity	0.608	NPC471741
Remote Similarity	0.6077	NPC73994
Remote Similarity	0.6076	NPC207428
Remote Similarity	0.6069	NPC472102
Remote Similarity	0.6069	NPC225319
Remote Similarity	0.6069	NPC309531
Remote Similarity	0.6067	NPC242269
Remote Similarity	0.6067	NPC252572
Remote Similarity	0.6064	NPC472295
Remote Similarity	0.6064	NPC269886
Remote Similarity	0.6064	NPC247735
Remote Similarity	0.6064	NPC81802
Remote Similarity	0.6064	NPC472210
Remote Similarity	0.6061	NPC190945
Remote Similarity	0.6057	NPC470069
Remote Similarity	0.6057	NPC52059
Remote Similarity	0.6056	NPC157583
Remote Similarity	0.6047	NPC153694
Remote Similarity	0.6047	NPC211525
Remote Similarity	0.6036	NPC313889
Remote Similarity	0.6034	NPC176983
Remote Similarity	0.6027	NPC181390
Remote Similarity	0.6022	NPC99043
Remote Similarity	0.6022	NPC218594
Remote Similarity	0.6014	NPC473498
Remote Similarity	0.6012	NPC105811
Remote Similarity	0.6012	NPC148468
Remote Similarity	0.6012	NPC310403
Remote Similarity	0.6012	NPC263709
Remote Similarity	0.6012	NPC80681
Remote Similarity	0.6012	NPC63210
Remote Similarity	0.6012	NPC97380
Remote Similarity	0.6012	NPC243673
Remote Similarity	0.6011	NPC470205
Remote Similarity	0.6	NPC472293
Remote Similarity	0.6	NPC88115
Remote Similarity	0.6	NPC151635
Remote Similarity	0.6	NPC328270
Remote Similarity	0.6	NPC31651
Remote Similarity	0.6	NPC70406
Remote Similarity	0.6	NPC204867
Remote Similarity	0.6	NPC253476
Remote Similarity	0.5989	NPC475248
Remote Similarity	0.5989	NPC63047

Drug Structure

NPD4461 OpenBabel08211705262D 30 32 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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 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 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 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 1.7321 1.0000 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 5.1962 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 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 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 4.3301 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 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 3.4641 -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 6.0622 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 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 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 29 1 0 0 0 0 2 6 1 0 0 0 0 2 15 2 0 0 0 0 3 7 2 0 0 0 0 3 15 1 0 0 0 0 4 8 1 0 0 0 0 4 16 2 0 0 0 0 5 9 2 0 0 0 0 5 16 1 0 0 0 0 6 18 2 0 0 0 0 7 18 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 24 1 0 0 0 0 13 24 1 0 0 0 0 14 20 1 0 0 0 0 14 24 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 25 2 0 0 0 0 21 26 2 0 0 0 0 23 29 1 0 0 0 0 23 30 1 0 0 0 0 27 29 2 0 0 0 0 28 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005787
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	418.14
ALogP	-1.7682
MLogP	2.89
XLogP	3.03
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	91.93
RO5 Violation	0