NPASS drugs

Drug Information

Drug ID:	NPD6888
Drug Name:	SR-121787
Molecular Formula:	C27H37N5O6S
Canonical SMILES:	CCOC(=O)CCN(c1scc(n1)c1ccc(cc1)C(=NC(=O)OCC)N)C1CCN(CC1)CC(=O)OCC
Standard InCHI:	InChI=1S/C27H37N5O6S/c1-4-36-23(33)13-16-32(21-11-14-31(15-12-21)17-24(34)37-5-2)26-29-22(18-39-26)19-7-9-20(10-8-19)25(28)30-27(35)38-6-3/h7-10,18,21H,4-6,11-17H2,1-3H3,(H2,28,30,35)
Standard InCHIKey:	WJMRSKGCJGOLKV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6888

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	3289
0.2-0.3	17639
0.3-0.4	5711
0.4-0.5	1987
0.5-0.6	1759
0.6-0.7	207
0.7-0.8	0
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
Remote Similarity	0.6976	NPC122427
Remote Similarity	0.6976	NPC329961
Remote Similarity	0.6908	NPC165538
Remote Similarity	0.6681	NPC253987
Remote Similarity	0.6607	NPC79386
Remote Similarity	0.6579	NPC64216
Remote Similarity	0.6556	NPC478030
Remote Similarity	0.655	NPC19170
Remote Similarity	0.6513	NPC161108
Remote Similarity	0.6505	NPC469896
Remote Similarity	0.6495	NPC148592
Remote Similarity	0.6488	NPC14325
Remote Similarity	0.6488	NPC28848
Remote Similarity	0.6466	NPC297862
Remote Similarity	0.6442	NPC143533
Remote Similarity	0.6441	NPC145178
Remote Similarity	0.6441	NPC14877
Remote Similarity	0.6441	NPC475350
Remote Similarity	0.6429	NPC251036
Remote Similarity	0.6425	NPC243850
Remote Similarity	0.6422	NPC469308
Remote Similarity	0.64	NPC54744
Remote Similarity	0.639	NPC469938
Remote Similarity	0.6386	NPC470509
Remote Similarity	0.6373	NPC204141
Remote Similarity	0.6372	NPC294693
Remote Similarity	0.6364	NPC143325
Remote Similarity	0.6351	NPC311858
Remote Similarity	0.6346	NPC164228
Remote Similarity	0.6346	NPC16659
Remote Similarity	0.6311	NPC317054
Remote Similarity	0.6306	NPC277350
Remote Similarity	0.6303	NPC96016
Remote Similarity	0.6303	NPC49051
Remote Similarity	0.6298	NPC265710
Remote Similarity	0.6289	NPC470440
Remote Similarity	0.6286	NPC472104
Remote Similarity	0.6283	NPC104483
Remote Similarity	0.6275	NPC24990
Remote Similarity	0.6268	NPC249662
Remote Similarity	0.6262	NPC329858
Remote Similarity	0.6262	NPC314333
Remote Similarity	0.6262	NPC161861
Remote Similarity	0.6261	NPC473376
Remote Similarity	0.6256	NPC470003
Remote Similarity	0.6256	NPC472119
Remote Similarity	0.625	NPC269886
Remote Similarity	0.625	NPC472210
Remote Similarity	0.625	NPC247735
Remote Similarity	0.625	NPC472295
Remote Similarity	0.625	NPC475534
Remote Similarity	0.625	NPC161242
Remote Similarity	0.625	NPC81802
Remote Similarity	0.625	NPC476080
Remote Similarity	0.6245	NPC89987
Remote Similarity	0.6233	NPC129909
Remote Similarity	0.6231	NPC476219
Remote Similarity	0.6231	NPC476297
Remote Similarity	0.6223	NPC476817
Remote Similarity	0.622	NPC475330
Remote Similarity	0.622	NPC219336
Remote Similarity	0.6218	NPC63157
Remote Similarity	0.6218	NPC63279
Remote Similarity	0.6218	NPC473868
Remote Similarity	0.6205	NPC323927
Remote Similarity	0.6204	NPC55493
Remote Similarity	0.6201	NPC470731
Remote Similarity	0.6201	NPC470732
Remote Similarity	0.6197	NPC135601
Remote Similarity	0.6197	NPC17273
Remote Similarity	0.6197	NPC141612
Remote Similarity	0.6193	NPC472116
Remote Similarity	0.6192	NPC297642
Remote Similarity	0.619	NPC263485
Remote Similarity	0.619	NPC174652
Remote Similarity	0.619	NPC25316
Remote Similarity	0.619	NPC229160
Remote Similarity	0.6188	NPC214827
Remote Similarity	0.6188	NPC314930
Remote Similarity	0.6184	NPC472291
Remote Similarity	0.6182	NPC192674
Remote Similarity	0.6181	NPC200214
Remote Similarity	0.618	NPC327095
Remote Similarity	0.618	NPC478141
Remote Similarity	0.618	NPC312942
Remote Similarity	0.6179	NPC21429
Remote Similarity	0.6172	NPC84827
Remote Similarity	0.6172	NPC15573
Remote Similarity	0.6172	NPC183662
Remote Similarity	0.6172	NPC145885
Remote Similarity	0.6172	NPC217372
Remote Similarity	0.6172	NPC473380
Remote Similarity	0.6172	NPC240088
Remote Similarity	0.6172	NPC14113
Remote Similarity	0.6171	NPC162730
Remote Similarity	0.6171	NPC193761
Remote Similarity	0.6171	NPC476874
Remote Similarity	0.6166	NPC59084
Remote Similarity	0.6165	NPC91895
Remote Similarity	0.6165	NPC476103
Remote Similarity	0.6154	NPC214428
Remote Similarity	0.6154	NPC40455
Remote Similarity	0.615	NPC478158
Remote Similarity	0.6147	NPC57994
Remote Similarity	0.6147	NPC289299
Remote Similarity	0.6147	NPC281049
Remote Similarity	0.6146	NPC49217
Remote Similarity	0.6143	NPC138562
Remote Similarity	0.614	NPC102338
Remote Similarity	0.614	NPC111602
Remote Similarity	0.614	NPC175474
Remote Similarity	0.614	NPC63199
Remote Similarity	0.614	NPC196251
Remote Similarity	0.6134	NPC88121
Remote Similarity	0.6133	NPC477065
Remote Similarity	0.6132	NPC161143
Remote Similarity	0.6132	NPC163055
Remote Similarity	0.6131	NPC216713
Remote Similarity	0.6129	NPC472292
Remote Similarity	0.6127	NPC271797
Remote Similarity	0.6127	NPC21174
Remote Similarity	0.6121	NPC94752
Remote Similarity	0.6119	NPC245916
Remote Similarity	0.6119	NPC472293
Remote Similarity	0.6118	NPC314056
Remote Similarity	0.6109	NPC293917
Remote Similarity	0.6109	NPC475196
Remote Similarity	0.6109	NPC313421
Remote Similarity	0.6109	NPC472296
Remote Similarity	0.6109	NPC472297
Remote Similarity	0.6108	NPC273714
Remote Similarity	0.6106	NPC475024
Remote Similarity	0.6104	NPC173344
Remote Similarity	0.61	NPC281094
Remote Similarity	0.6099	NPC474116
Remote Similarity	0.6095	NPC248454
Remote Similarity	0.6093	NPC472323
Remote Similarity	0.6091	NPC272483
Remote Similarity	0.6089	NPC299594
Remote Similarity	0.6087	NPC65080
Remote Similarity	0.6083	NPC473763
Remote Similarity	0.6083	NPC243716
Remote Similarity	0.6083	NPC472097
Remote Similarity	0.6083	NPC117244
Remote Similarity	0.6082	NPC2949
Remote Similarity	0.6078	NPC149014
Remote Similarity	0.6078	NPC194881
Remote Similarity	0.6077	NPC478012
Remote Similarity	0.6077	NPC478011
Remote Similarity	0.6075	NPC476140
Remote Similarity	0.6075	NPC133003
Remote Similarity	0.6073	NPC198988
Remote Similarity	0.607	NPC110602
Remote Similarity	0.607	NPC31385
Remote Similarity	0.607	NPC470507
Remote Similarity	0.607	NPC75726
Remote Similarity	0.6065	NPC188104
Remote Similarity	0.6065	NPC61435
Remote Similarity	0.6063	NPC52557
Remote Similarity	0.6061	NPC21605
Remote Similarity	0.6054	NPC314176
Remote Similarity	0.605	NPC470823
Remote Similarity	0.6049	NPC8104
Remote Similarity	0.6048	NPC315715
Remote Similarity	0.6047	NPC478013
Remote Similarity	0.6045	NPC102592
Remote Similarity	0.6045	NPC79356
Remote Similarity	0.6042	NPC325252
Remote Similarity	0.6041	NPC39092
Remote Similarity	0.6041	NPC285731
Remote Similarity	0.6038	NPC313966
Remote Similarity	0.6038	NPC314254
Remote Similarity	0.6038	NPC91179
Remote Similarity	0.6038	NPC88110
Remote Similarity	0.6036	NPC241024
Remote Similarity	0.6032	NPC477418
Remote Similarity	0.6032	NPC477420
Remote Similarity	0.6031	NPC88097
Remote Similarity	0.603	NPC37548
Remote Similarity	0.6029	NPC314557
Remote Similarity	0.6029	NPC81229
Remote Similarity	0.6029	NPC255229
Remote Similarity	0.6027	NPC182507
Remote Similarity	0.6026	NPC77022
Remote Similarity	0.6026	NPC320968
Remote Similarity	0.6025	NPC69843
Remote Similarity	0.6019	NPC238242
Remote Similarity	0.6019	NPC234987
Remote Similarity	0.6019	NPC477975
Remote Similarity	0.6017	NPC478157
Remote Similarity	0.6017	NPC477979
Remote Similarity	0.6011	NPC287895
Remote Similarity	0.601	NPC125746
Remote Similarity	0.6	NPC19692
Remote Similarity	0.6	NPC220151
Remote Similarity	0.6	NPC329688
Remote Similarity	0.6	NPC472107
Remote Similarity	0.6	NPC280290
Remote Similarity	0.6	NPC33421
Remote Similarity	0.6	NPC216221

Drug Structure

NPD6888 OpenBabel08211710072D 41 43 0 0 0 0 0 0 0 0999 V2000 4.8402 -2.1610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1050 4.9383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2469 -1.2474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5172 5.7473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3135 2.6931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8958 1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0768 0.2661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7202 3.6067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3025 2.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0823 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1215 4.6247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6646 -0.5430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1160 4.7293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 4.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7147 3.7112 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2579 -1.4565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7038 3.9202 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 4.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6591 -0.4384 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5227 5.6428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 2.7024 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 -3.6808 4.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 4.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 36 1 0 0 0 0 5 37 1 0 0 0 0 6 38 1 0 0 0 0 7 9 1 0 0 0 0 7 19 2 0 0 0 0 8 10 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 14 1 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 23 1 0 0 0 0 14 31 1 0 0 0 0 15 31 1 0 0 0 0 16 32 1 0 0 0 0 17 24 1 0 0 0 0 17 31 1 0 0 0 0 18 22 2 0 0 0 0 18 39 1 0 0 0 0 19 22 1 0 0 0 0 20 25 1 0 0 0 0 21 32 1 0 0 0 0 22 29 1 0 0 0 0 23 33 2 0 0 0 0 23 36 1 0 0 0 0 24 34 2 0 0 0 0 24 37 1 0 0 0 0 25 28 1 0 0 0 0 25 30 2 3 0 0 0 26 29 2 0 0 0 0 26 32 1 0 0 0 0 26 39 1 0 0 0 0 27 30 1 0 0 0 0 27 35 2 0 0 0 0 27 38 1 0 0 0 0 28 40 1 0 0 0 0 28 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016340
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	559.25
ALogP	0.0388
MLogP	3.11
XLogP	3.392
HDA	11
HBD	1
Rotatable Bonds	20
TPSA	164.89
RO5 Violation	2