NPASS drugs

Drug Information

Drug ID:	NPD5552
Drug Name:	S-18327
Molecular Formula:	C23H25FN4O2
Canonical SMILES:	Fc1ccc2c(c1)onc2C1CCN(CC1)CCN1CCN(C1=O)c1ccccc1
Standard InCHI:	InChI=1S/C23H25FN4O2/c24-18-6-7-20-21(16-18)30-25-22(20)17-8-10-26(11-9-17)12-13-27-14-15-28(23(27)29)19-4-2-1-3-5-19/h1-7,16-17H,8-15H2
Standard InCHIKey:	ULCAXFRFGIKHRG-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5552

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	430
0.1-0.2	2324
0.2-0.3	9775
0.3-0.4	5252
0.4-0.5	9949
0.5-0.6	2608
0.6-0.7	549
0.7-0.8	3
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	0.7083	NPC322064
Intermediate Similarity	0.7045	NPC220851
Intermediate Similarity	0.7041	NPC470548
Remote Similarity	0.6964	NPC471762
Remote Similarity	0.6955	NPC323969
Remote Similarity	0.6923	NPC472542
Remote Similarity	0.6923	NPC472541
Remote Similarity	0.6897	NPC135601
Remote Similarity	0.6897	NPC141612
Remote Similarity	0.6897	NPC17273
Remote Similarity	0.6889	NPC66777
Remote Similarity	0.6875	NPC472539
Remote Similarity	0.6875	NPC470787
Remote Similarity	0.6875	NPC472540
Remote Similarity	0.6844	NPC157931
Remote Similarity	0.683	NPC471615
Remote Similarity	0.6818	NPC27041
Remote Similarity	0.681	NPC474916
Remote Similarity	0.6802	NPC272174
Remote Similarity	0.6792	NPC471944
Remote Similarity	0.6771	NPC474896
Remote Similarity	0.677	NPC257851
Remote Similarity	0.6769	NPC204867
Remote Similarity	0.6741	NPC31097
Remote Similarity	0.6737	NPC264400
Remote Similarity	0.6729	NPC295548
Remote Similarity	0.6724	NPC101350
Remote Similarity	0.6713	NPC471155
Remote Similarity	0.6713	NPC243850
Remote Similarity	0.6713	NPC472538
Remote Similarity	0.6697	NPC85273
Remote Similarity	0.6682	NPC270241
Remote Similarity	0.6681	NPC235685
Remote Similarity	0.6667	NPC305984
Remote Similarity	0.6667	NPC470205
Remote Similarity	0.6667	NPC471743
Remote Similarity	0.6667	NPC15384
Remote Similarity	0.6667	NPC225400
Remote Similarity	0.6667	NPC244425
Remote Similarity	0.6652	NPC207686
Remote Similarity	0.6651	NPC200836
Remote Similarity	0.665	NPC150308
Remote Similarity	0.6636	NPC270918
Remote Similarity	0.6636	NPC470786
Remote Similarity	0.6623	NPC141053
Remote Similarity	0.6622	NPC148183
Remote Similarity	0.6622	NPC62995
Remote Similarity	0.6622	NPC152768
Remote Similarity	0.6602	NPC133003
Remote Similarity	0.66	NPC355
Remote Similarity	0.6594	NPC194740
Remote Similarity	0.6588	NPC198401
Remote Similarity	0.6587	NPC18890
Remote Similarity	0.6585	NPC243058
Remote Similarity	0.6578	NPC276657
Remote Similarity	0.6567	NPC477549
Remote Similarity	0.6561	NPC264176
Remote Similarity	0.656	NPC53344
Remote Similarity	0.6555	NPC324091
Remote Similarity	0.6553	NPC21429
Remote Similarity	0.6553	NPC203635
Remote Similarity	0.655	NPC471943
Remote Similarity	0.6548	NPC88970
Remote Similarity	0.6547	NPC274982
Remote Similarity	0.6544	NPC472259
Remote Similarity	0.6533	NPC269270
Remote Similarity	0.6532	NPC207866
Remote Similarity	0.6528	NPC295898
Remote Similarity	0.6528	NPC117032
Remote Similarity	0.6526	NPC90229
Remote Similarity	0.6524	NPC92803
Remote Similarity	0.6522	NPC282103
Remote Similarity	0.651	NPC144691
Remote Similarity	0.6509	NPC196718
Remote Similarity	0.6509	NPC102593
Remote Similarity	0.6504	NPC14686
Remote Similarity	0.6502	NPC303374
Remote Similarity	0.65	NPC174672
Remote Similarity	0.6498	NPC53144
Remote Similarity	0.6498	NPC317701
Remote Similarity	0.6491	NPC122436
Remote Similarity	0.649	NPC90415
Remote Similarity	0.6486	NPC472098
Remote Similarity	0.6482	NPC471130
Remote Similarity	0.6481	NPC329631
Remote Similarity	0.6481	NPC220852
Remote Similarity	0.6475	NPC478083
Remote Similarity	0.6473	NPC46895
Remote Similarity	0.6471	NPC219848
Remote Similarity	0.6468	NPC184225
Remote Similarity	0.6468	NPC285343
Remote Similarity	0.6465	NPC133470
Remote Similarity	0.6465	NPC191863
Remote Similarity	0.6465	NPC81535
Remote Similarity	0.6465	NPC289776
Remote Similarity	0.6461	NPC244543
Remote Similarity	0.6459	NPC206186
Remote Similarity	0.6452	NPC143977
Remote Similarity	0.6449	NPC63109
Remote Similarity	0.6447	NPC471122
Remote Similarity	0.6444	NPC471197
Remote Similarity	0.6439	NPC475761
Remote Similarity	0.6439	NPC256268
Remote Similarity	0.6438	NPC200553
Remote Similarity	0.6438	NPC279189
Remote Similarity	0.6436	NPC471574
Remote Similarity	0.6435	NPC121327
Remote Similarity	0.6432	NPC128115
Remote Similarity	0.6422	NPC326363
Remote Similarity	0.6417	NPC178858
Remote Similarity	0.6416	NPC248601
Remote Similarity	0.6416	NPC303658
Remote Similarity	0.6416	NPC471198
Remote Similarity	0.6415	NPC56170
Remote Similarity	0.6414	NPC477586
Remote Similarity	0.6414	NPC477590
Remote Similarity	0.6414	NPC477585
Remote Similarity	0.6414	NPC477588
Remote Similarity	0.6413	NPC110182
Remote Similarity	0.6408	NPC271792
Remote Similarity	0.6408	NPC298320
Remote Similarity	0.6408	NPC73994
Remote Similarity	0.6408	NPC61011
Remote Similarity	0.6407	NPC478078
Remote Similarity	0.6402	NPC472116
Remote Similarity	0.64	NPC330009
Remote Similarity	0.64	NPC471124
Remote Similarity	0.6398	NPC28945
Remote Similarity	0.6398	NPC470022
Remote Similarity	0.6396	NPC471304
Remote Similarity	0.6395	NPC119006
Remote Similarity	0.6394	NPC258480
Remote Similarity	0.639	NPC474081
Remote Similarity	0.6384	NPC473006
Remote Similarity	0.6384	NPC74562
Remote Similarity	0.6384	NPC151781
Remote Similarity	0.6384	NPC316181
Remote Similarity	0.6382	NPC199737
Remote Similarity	0.6382	NPC177404
Remote Similarity	0.638	NPC287208
Remote Similarity	0.638	NPC285192
Remote Similarity	0.6376	NPC211813
Remote Similarity	0.6373	NPC303225
Remote Similarity	0.6373	NPC469529
Remote Similarity	0.6368	NPC473763
Remote Similarity	0.6368	NPC23294
Remote Similarity	0.6368	NPC117244
Remote Similarity	0.6368	NPC476460
Remote Similarity	0.6364	NPC295158
Remote Similarity	0.6364	NPC175602
Remote Similarity	0.6364	NPC91868
Remote Similarity	0.6364	NPC63971
Remote Similarity	0.636	NPC472099
Remote Similarity	0.6359	NPC474041
Remote Similarity	0.6356	NPC74619
Remote Similarity	0.6356	NPC162002
Remote Similarity	0.6356	NPC237740
Remote Similarity	0.6351	NPC174758
Remote Similarity	0.6351	NPC473666
Remote Similarity	0.6351	NPC61038
Remote Similarity	0.635	NPC189116
Remote Similarity	0.6349	NPC469734
Remote Similarity	0.6348	NPC229893
Remote Similarity	0.6348	NPC322482
Remote Similarity	0.6347	NPC134848
Remote Similarity	0.6344	NPC473041
Remote Similarity	0.6344	NPC264285
Remote Similarity	0.6343	NPC472284
Remote Similarity	0.6343	NPC100863
Remote Similarity	0.6341	NPC475607
Remote Similarity	0.6341	NPC53534
Remote Similarity	0.634	NPC284888
Remote Similarity	0.6336	NPC186351
Remote Similarity	0.6335	NPC136002
Remote Similarity	0.6332	NPC27904
Remote Similarity	0.6332	NPC93653
Remote Similarity	0.6329	NPC477589
Remote Similarity	0.6329	NPC477587
Remote Similarity	0.6327	NPC183407
Remote Similarity	0.6327	NPC469928
Remote Similarity	0.6326	NPC472193
Remote Similarity	0.6324	NPC177261
Remote Similarity	0.6323	NPC309845
Remote Similarity	0.6323	NPC470020
Remote Similarity	0.6323	NPC303951
Remote Similarity	0.6321	NPC473569
Remote Similarity	0.6318	NPC299582
Remote Similarity	0.6316	NPC48317
Remote Similarity	0.6314	NPC174489
Remote Similarity	0.6314	NPC325976
Remote Similarity	0.6314	NPC253675
Remote Similarity	0.6313	NPC26850
Remote Similarity	0.6311	NPC14325
Remote Similarity	0.6311	NPC83774
Remote Similarity	0.6311	NPC28848
Remote Similarity	0.6311	NPC250448
Remote Similarity	0.6311	NPC284775
Remote Similarity	0.6308	NPC326422
Remote Similarity	0.6306	NPC210828
Remote Similarity	0.6306	NPC86834

Drug Structure

NPD5552 OpenBabel08211708292D 30 34 0 0 0 0 0 0 0 0999 V2000 10.9508 -1.4103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1418 -0.8225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8463 -2.4048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2283 -1.2292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9327 -2.8115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 -0.2738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0267 -0.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3138 -1.6407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6229 -2.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0078 -3.7132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0023 -3.6086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1237 -2.2238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3442 -2.1305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -2.9781 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3357 -1.4328 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.6010 -2.7996 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.2102 -2.6305 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2396 -1.1360 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 19 2 0 0 0 0 5 19 1 0 0 0 0 6 7 2 0 0 0 0 6 18 1 0 0 0 0 7 20 1 0 0 0 0 8 10 1 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 17 1 0 0 0 0 10 26 1 0 0 0 0 11 26 1 0 0 0 0 12 13 1 0 0 0 0 12 26 1 0 0 0 0 13 27 1 0 0 0 0 14 15 1 0 0 0 0 14 27 1 0 0 0 0 15 28 1 0 0 0 0 16 18 2 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 28 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 30 1 0 0 0 0 22 25 2 0 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 23 29 2 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016746
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.20
ALogP	-1.1014
MLogP	3.22
XLogP	4.371
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	52.82
RO5 Violation	0