NPASS drugs

Drug Information

Drug ID:	NPD4559
Drug Name:
Molecular Formula:	C21H25N5O3
Canonical SMILES:	C#C[C@H]1CC[C@H](N1C(=O)CNC1(C)CCN(CC1)c1nccc(c1)C(=O)O)C#N
Standard InCHI:	InChI=1S/C21H25N5O3/c1-3-16-4-5-17(13-22)26(16)19(27)14-24-21(2)7-10-25(11-8-21)18-12-15(20(28)29)6-9-23-18/h1,6,9,12,16-17,24H,4-5,7-8,10-11,14H2,2H3,(H,28,29)/t16-,17-/m0/s1
Standard InCHIKey:	FIMRNLAKAARHPD-IRXDYDNUSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4559

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	335
0.1-0.2	4793
0.2-0.3	10673
0.3-0.4	11016
0.4-0.5	1854
0.5-0.6	1845
0.6-0.7	371
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	0.7512	NPC177996
Intermediate Similarity	0.7512	NPC147983
Intermediate Similarity	0.7088	NPC114310
Remote Similarity	0.6878	NPC311282
Remote Similarity	0.6847	NPC40530
Remote Similarity	0.6847	NPC314281
Remote Similarity	0.682	NPC243850
Remote Similarity	0.6782	NPC476419
Remote Similarity	0.6765	NPC16659
Remote Similarity	0.6759	NPC143325
Remote Similarity	0.6734	NPC41717
Remote Similarity	0.6716	NPC265710
Remote Similarity	0.6712	NPC282247
Remote Similarity	0.6667	NPC153980
Remote Similarity	0.6667	NPC469717
Remote Similarity	0.6667	NPC471194
Remote Similarity	0.6667	NPC116622
Remote Similarity	0.6667	NPC6865
Remote Similarity	0.6667	NPC471193
Remote Similarity	0.6649	NPC472260
Remote Similarity	0.6636	NPC476524
Remote Similarity	0.6635	NPC210123
Remote Similarity	0.6622	NPC72956
Remote Similarity	0.6603	NPC476527
Remote Similarity	0.6587	NPC285923
Remote Similarity	0.6585	NPC240088
Remote Similarity	0.6585	NPC473380
Remote Similarity	0.6582	NPC33229
Remote Similarity	0.6575	NPC473376
Remote Similarity	0.6571	NPC278434
Remote Similarity	0.6562	NPC167400
Remote Similarity	0.6558	NPC78767
Remote Similarity	0.6558	NPC473814
Remote Similarity	0.6552	NPC54214
Remote Similarity	0.6543	NPC65408
Remote Similarity	0.6542	NPC93390
Remote Similarity	0.6535	NPC272174
Remote Similarity	0.6531	NPC312860
Remote Similarity	0.6528	NPC302159
Remote Similarity	0.6527	NPC171393
Remote Similarity	0.6527	NPC295452
Remote Similarity	0.6524	NPC94752
Remote Similarity	0.6522	NPC476817
Remote Similarity	0.6514	NPC471944
Remote Similarity	0.6504	NPC471192
Remote Similarity	0.6495	NPC105811
Remote Similarity	0.6489	NPC29702
Remote Similarity	0.6486	NPC476525
Remote Similarity	0.6484	NPC57398
Remote Similarity	0.6478	NPC31097
Remote Similarity	0.6473	NPC54981
Remote Similarity	0.6462	NPC472289
Remote Similarity	0.6459	NPC270834
Remote Similarity	0.6452	NPC74619
Remote Similarity	0.6452	NPC474916
Remote Similarity	0.645	NPC64216
Remote Similarity	0.6445	NPC141612
Remote Similarity	0.6445	NPC17273
Remote Similarity	0.6445	NPC135601
Remote Similarity	0.6438	NPC323244
Remote Similarity	0.6436	NPC233380
Remote Similarity	0.6436	NPC474383
Remote Similarity	0.6435	NPC474896
Remote Similarity	0.6432	NPC213914
Remote Similarity	0.6429	NPC477003
Remote Similarity	0.6429	NPC228835
Remote Similarity	0.6425	NPC14849
Remote Similarity	0.6425	NPC159630
Remote Similarity	0.6425	NPC230085
Remote Similarity	0.6422	NPC293917
Remote Similarity	0.6417	NPC322488
Remote Similarity	0.6414	NPC263455
Remote Similarity	0.6414	NPC209362
Remote Similarity	0.6413	NPC270241
Remote Similarity	0.6413	NPC116555
Remote Similarity	0.6406	NPC174281
Remote Similarity	0.6406	NPC475286
Remote Similarity	0.6406	NPC74153
Remote Similarity	0.6398	NPC89987
Remote Similarity	0.6394	NPC11126
Remote Similarity	0.6392	NPC467188
Remote Similarity	0.639	NPC302647
Remote Similarity	0.639	NPC273532
Remote Similarity	0.6386	NPC162268
Remote Similarity	0.6368	NPC112489
Remote Similarity	0.6368	NPC476491
Remote Similarity	0.6368	NPC471155
Remote Similarity	0.6368	NPC316403
Remote Similarity	0.6364	NPC471322
Remote Similarity	0.6355	NPC83111
Remote Similarity	0.6351	NPC207851
Remote Similarity	0.635	NPC27296
Remote Similarity	0.6348	NPC315804
Remote Similarity	0.6348	NPC313804
Remote Similarity	0.6347	NPC103361
Remote Similarity	0.6347	NPC136957
Remote Similarity	0.6347	NPC19696
Remote Similarity	0.6344	NPC54744
Remote Similarity	0.6343	NPC473821
Remote Similarity	0.634	NPC156003
Remote Similarity	0.6339	NPC71238
Remote Similarity	0.6336	NPC327095
Remote Similarity	0.6336	NPC312942
Remote Similarity	0.6329	NPC328611
Remote Similarity	0.6329	NPC328924
Remote Similarity	0.6326	NPC138370
Remote Similarity	0.6323	NPC225400
Remote Similarity	0.6318	NPC477549
Remote Similarity	0.6316	NPC328029
Remote Similarity	0.6316	NPC147298
Remote Similarity	0.6316	NPC182057
Remote Similarity	0.6316	NPC131450
Remote Similarity	0.6314	NPC69843
Remote Similarity	0.6313	NPC202812
Remote Similarity	0.6311	NPC472070
Remote Similarity	0.6309	NPC40455
Remote Similarity	0.6309	NPC229893
Remote Similarity	0.6308	NPC213629
Remote Similarity	0.6305	NPC476418
Remote Similarity	0.6298	NPC136441
Remote Similarity	0.6298	NPC186351
Remote Similarity	0.6295	NPC472538
Remote Similarity	0.6295	NPC470786
Remote Similarity	0.6291	NPC46022
Remote Similarity	0.6288	NPC470731
Remote Similarity	0.6287	NPC473706
Remote Similarity	0.6286	NPC317010
Remote Similarity	0.6286	NPC61011
Remote Similarity	0.6284	NPC48117
Remote Similarity	0.6284	NPC329765
Remote Similarity	0.6284	NPC476526
Remote Similarity	0.6282	NPC19170
Remote Similarity	0.6281	NPC251391
Remote Similarity	0.6281	NPC107287
Remote Similarity	0.6275	NPC41333
Remote Similarity	0.6274	NPC470003
Remote Similarity	0.6274	NPC21429
Remote Similarity	0.6273	NPC123395
Remote Similarity	0.6269	NPC212742
Remote Similarity	0.6268	NPC83774
Remote Similarity	0.6266	NPC178664
Remote Similarity	0.6262	NPC17059
Remote Similarity	0.6261	NPC267811
Remote Similarity	0.6256	NPC472861
Remote Similarity	0.6256	NPC320968
Remote Similarity	0.6256	NPC184932
Remote Similarity	0.625	NPC248862
Remote Similarity	0.625	NPC317054
Remote Similarity	0.625	NPC229055
Remote Similarity	0.625	NPC469938
Remote Similarity	0.6245	NPC470730
Remote Similarity	0.6245	NPC477175
Remote Similarity	0.6244	NPC49217
Remote Similarity	0.6244	NPC133003
Remote Similarity	0.6244	NPC112741
Remote Similarity	0.6243	NPC330326
Remote Similarity	0.6243	NPC194541
Remote Similarity	0.6239	NPC135950
Remote Similarity	0.6238	NPC113812
Remote Similarity	0.6233	NPC317701
Remote Similarity	0.6225	NPC314882
Remote Similarity	0.6224	NPC28945
Remote Similarity	0.6223	NPC473317
Remote Similarity	0.6219	NPC74357
Remote Similarity	0.6218	NPC475859
Remote Similarity	0.6218	NPC475969
Remote Similarity	0.6216	NPC300183
Remote Similarity	0.6215	NPC63109
Remote Similarity	0.621	NPC472540
Remote Similarity	0.621	NPC470787
Remote Similarity	0.621	NPC472539
Remote Similarity	0.6209	NPC73994
Remote Similarity	0.6203	NPC297862
Remote Similarity	0.6197	NPC46895
Remote Similarity	0.6197	NPC220851
Remote Similarity	0.6197	NPC478141
Remote Similarity	0.6195	NPC266249
Remote Similarity	0.6193	NPC474180
Remote Similarity	0.6193	NPC188821
Remote Similarity	0.6192	NPC165743
Remote Similarity	0.6188	NPC472069
Remote Similarity	0.6188	NPC472062
Remote Similarity	0.6188	NPC472063
Remote Similarity	0.6186	NPC24370
Remote Similarity	0.6186	NPC319232
Remote Similarity	0.6184	NPC242923
Remote Similarity	0.6184	NPC82370
Remote Similarity	0.6182	NPC472541
Remote Similarity	0.6182	NPC472542
Remote Similarity	0.6181	NPC473878
Remote Similarity	0.6176	NPC59779
Remote Similarity	0.6176	NPC124542
Remote Similarity	0.6176	NPC471177
Remote Similarity	0.6175	NPC476460
Remote Similarity	0.6172	NPC315467
Remote Similarity	0.6172	NPC37268
Remote Similarity	0.6172	NPC97106
Remote Similarity	0.617	NPC130570
Remote Similarity	0.6168	NPC280290
Remote Similarity	0.6168	NPC295158

Drug Structure

NPD4559 OpenBabel08211705262D 31 33 0 0 1 0 0 0 0 0999 V2000 -2.4210 -0.6220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4676 3.4914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4196 -0.6743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9629 -1.5653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9288 -1.3065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -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 -1.7321 1.0000 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 -6.8198 0.2368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8228 1.2753 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 -4.4182 -0.7266 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9811 -0.3079 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7887 1.0164 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 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6585 0.7814 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5640 2.2412 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0476 0.0505 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4959 1.7235 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2711 2.9483 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 3 0 0 0 0 2 21 1 0 0 0 0 4 5 1 0 0 0 0 4 16 1 0 0 0 0 5 17 1 0 0 0 0 6 9 2 0 0 0 0 6 15 1 0 0 0 0 7 10 1 0 0 0 0 7 21 1 0 0 0 0 8 11 1 0 0 0 0 8 21 1 0 0 0 0 9 23 1 0 0 0 0 10 25 1 0 0 0 0 11 25 1 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 22 3 0 0 0 0 14 19 1 0 0 0 0 14 24 1 0 0 0 0 15 20 1 0 0 0 0 16 3 1 1 0 0 0 16 26 1 0 0 0 0 17 13 1 1 0 0 0 17 26 1 0 0 0 0 18 23 2 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 19 27 2 0 0 0 0 20 28 2 0 0 0 0 20 29 1 0 0 0 0 21 24 1 0 0 0 0 24 30 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001101
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16049769
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.20
ALogP	-1.8657
MLogP	2.89
XLogP	1.097
HDA	8
HBD	2
Rotatable Bonds	8
TPSA	109.56
RO5 Violation	0