NPASS drugs

Drug Information

Drug ID:	NPD4560
Drug Name:	SUN-8399
Molecular Formula:	C21H25N5O3
Canonical SMILES:	O=C1COc2c(C(=O)N1CCCCN1CCN(CC1)c1ncccn1)cccc2
Standard InCHI:	InChI=1S/C21H25N5O3/c27-19-16-29-18-7-2-1-6-17(18)20(28)26(19)11-4-3-10-24-12-14-25(15-13-24)21-22-8-5-9-23-21/h1-2,5-9H,3-4,10-16H2
Standard InCHIKey:	ITTHDTFPCPHJOU-UHFFFAOYSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4560

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	421
0.1-0.2	3381
0.2-0.3	9237
0.3-0.4	5015
0.4-0.5	10581
0.5-0.6	2014
0.6-0.7	241
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	0.6783	NPC242923
Remote Similarity	0.6735	NPC471614
Remote Similarity	0.6721	NPC75179
Remote Similarity	0.6709	NPC216612
Remote Similarity	0.6681	NPC322482
Remote Similarity	0.668	NPC72905
Remote Similarity	0.6667	NPC477586
Remote Similarity	0.6667	NPC477588
Remote Similarity	0.6667	NPC477590
Remote Similarity	0.6667	NPC477585
Remote Similarity	0.6653	NPC316224
Remote Similarity	0.6653	NPC168209
Remote Similarity	0.6582	NPC308906
Remote Similarity	0.658	NPC287208
Remote Similarity	0.6569	NPC175150
Remote Similarity	0.6569	NPC243633
Remote Similarity	0.6561	NPC137353
Remote Similarity	0.6543	NPC115595
Remote Similarity	0.654	NPC314270
Remote Similarity	0.6529	NPC187145
Remote Similarity	0.6529	NPC257851
Remote Similarity	0.652	NPC142385
Remote Similarity	0.6518	NPC472061
Remote Similarity	0.6502	NPC471762
Remote Similarity	0.6489	NPC198401
Remote Similarity	0.6485	NPC128115
Remote Similarity	0.6481	NPC174672
Remote Similarity	0.6473	NPC65277
Remote Similarity	0.6462	NPC471178
Remote Similarity	0.6461	NPC157931
Remote Similarity	0.6452	NPC477589
Remote Similarity	0.6452	NPC477587
Remote Similarity	0.6449	NPC160666
Remote Similarity	0.6445	NPC471177
Remote Similarity	0.6445	NPC59779
Remote Similarity	0.6445	NPC124542
Remote Similarity	0.6443	NPC161801
Remote Similarity	0.644	NPC119134
Remote Similarity	0.6434	NPC66777
Remote Similarity	0.6431	NPC56271
Remote Similarity	0.6426	NPC30540
Remote Similarity	0.6414	NPC50511
Remote Similarity	0.6404	NPC127085
Remote Similarity	0.6404	NPC168911
Remote Similarity	0.6383	NPC470020
Remote Similarity	0.6376	NPC123395
Remote Similarity	0.6375	NPC315804
Remote Similarity	0.6375	NPC313804
Remote Similarity	0.6371	NPC236668
Remote Similarity	0.6357	NPC472435
Remote Similarity	0.6356	NPC196718
Remote Similarity	0.6346	NPC150447
Remote Similarity	0.6345	NPC146976
Remote Similarity	0.634	NPC174758
Remote Similarity	0.6339	NPC472289
Remote Similarity	0.6331	NPC329631
Remote Similarity	0.6329	NPC264176
Remote Similarity	0.6327	NPC186351
Remote Similarity	0.6325	NPC193238
Remote Similarity	0.6323	NPC118084
Remote Similarity	0.6314	NPC269367
Remote Similarity	0.6311	NPC471615
Remote Similarity	0.6309	NPC289086
Remote Similarity	0.6307	NPC17565
Remote Similarity	0.6298	NPC82548
Remote Similarity	0.629	NPC102593
Remote Similarity	0.6284	NPC472436
Remote Similarity	0.6276	NPC50562
Remote Similarity	0.6268	NPC179896
Remote Similarity	0.6267	NPC471648
Remote Similarity	0.6265	NPC141053
Remote Similarity	0.6261	NPC239954
Remote Similarity	0.6256	NPC471448
Remote Similarity	0.6255	NPC184680
Remote Similarity	0.625	NPC67658
Remote Similarity	0.625	NPC62995
Remote Similarity	0.625	NPC148183
Remote Similarity	0.625	NPC152768
Remote Similarity	0.6239	NPC327592
Remote Similarity	0.6235	NPC472434
Remote Similarity	0.623	NPC474183
Remote Similarity	0.623	NPC210434
Remote Similarity	0.623	NPC470785
Remote Similarity	0.6228	NPC289786
Remote Similarity	0.6228	NPC198673
Remote Similarity	0.6225	NPC49547
Remote Similarity	0.6225	NPC471004
Remote Similarity	0.6223	NPC472069
Remote Similarity	0.6223	NPC472062
Remote Similarity	0.6223	NPC472063
Remote Similarity	0.6221	NPC164664
Remote Similarity	0.622	NPC470018
Remote Similarity	0.6218	NPC146418
Remote Similarity	0.6217	NPC106824
Remote Similarity	0.6214	NPC472099
Remote Similarity	0.6213	NPC317373
Remote Similarity	0.6213	NPC472064
Remote Similarity	0.621	NPC116622
Remote Similarity	0.6208	NPC16066
Remote Similarity	0.6205	NPC295158
Remote Similarity	0.6203	NPC472070
Remote Similarity	0.6201	NPC135950
Remote Similarity	0.6201	NPC280638
Remote Similarity	0.6196	NPC477796
Remote Similarity	0.6196	NPC477805
Remote Similarity	0.6196	NPC477806
Remote Similarity	0.6196	NPC477795
Remote Similarity	0.6194	NPC74575
Remote Similarity	0.6192	NPC472098
Remote Similarity	0.6189	NPC152620
Remote Similarity	0.6186	NPC243850
Remote Similarity	0.6185	NPC260434
Remote Similarity	0.6184	NPC56170
Remote Similarity	0.6183	NPC177996
Remote Similarity	0.6183	NPC274982
Remote Similarity	0.6183	NPC258048
Remote Similarity	0.6183	NPC147983
Remote Similarity	0.6175	NPC253675
Remote Similarity	0.617	NPC165349
Remote Similarity	0.617	NPC329708
Remote Similarity	0.617	NPC274291
Remote Similarity	0.617	NPC47059
Remote Similarity	0.617	NPC118832
Remote Similarity	0.617	NPC210256
Remote Similarity	0.617	NPC264166
Remote Similarity	0.6167	NPC74562
Remote Similarity	0.6167	NPC316181
Remote Similarity	0.6167	NPC151781
Remote Similarity	0.6166	NPC470784
Remote Similarity	0.6164	NPC284338
Remote Similarity	0.6163	NPC478141
Remote Similarity	0.6157	NPC12100
Remote Similarity	0.6157	NPC305984
Remote Similarity	0.6151	NPC477549
Remote Similarity	0.6148	NPC323969
Remote Similarity	0.6148	NPC475533
Remote Similarity	0.6147	NPC267928
Remote Similarity	0.6147	NPC476518
Remote Similarity	0.6145	NPC24019
Remote Similarity	0.6143	NPC219963
Remote Similarity	0.6143	NPC470474
Remote Similarity	0.6138	NPC122436
Remote Similarity	0.6135	NPC172222
Remote Similarity	0.6132	NPC131885
Remote Similarity	0.613	NPC471015
Remote Similarity	0.6129	NPC323244
Remote Similarity	0.6125	NPC318299
Remote Similarity	0.6124	NPC324619
Remote Similarity	0.6124	NPC475315
Remote Similarity	0.6123	NPC44354
Remote Similarity	0.6122	NPC17305
Remote Similarity	0.6121	NPC212213
Remote Similarity	0.6119	NPC121658
Remote Similarity	0.6119	NPC14651
Remote Similarity	0.6118	NPC99891
Remote Similarity	0.6109	NPC314222
Remote Similarity	0.6109	NPC180668
Remote Similarity	0.6109	NPC196449
Remote Similarity	0.6109	NPC471013
Remote Similarity	0.6109	NPC148896
Remote Similarity	0.6107	NPC250178
Remote Similarity	0.6107	NPC298436
Remote Similarity	0.6104	NPC311906
Remote Similarity	0.6104	NPC109922
Remote Similarity	0.6103	NPC471649
Remote Similarity	0.6102	NPC16452
Remote Similarity	0.6102	NPC101350
Remote Similarity	0.6102	NPC36229
Remote Similarity	0.6102	NPC476581
Remote Similarity	0.61	NPC317752
Remote Similarity	0.6099	NPC271792
Remote Similarity	0.6098	NPC74619
Remote Similarity	0.6096	NPC328924
Remote Similarity	0.6094	NPC295452
Remote Similarity	0.6094	NPC103361
Remote Similarity	0.6094	NPC171393
Remote Similarity	0.609	NPC328928
Remote Similarity	0.609	NPC471978
Remote Similarity	0.6089	NPC207851
Remote Similarity	0.6085	NPC107287
Remote Similarity	0.6085	NPC107123
Remote Similarity	0.6084	NPC53534
Remote Similarity	0.6082	NPC477901
Remote Similarity	0.608	NPC278525
Remote Similarity	0.6076	NPC472065
Remote Similarity	0.6075	NPC473833
Remote Similarity	0.6074	NPC237740
Remote Similarity	0.6071	NPC266551
Remote Similarity	0.6071	NPC323752
Remote Similarity	0.6071	NPC161887
Remote Similarity	0.6071	NPC144114
Remote Similarity	0.6068	NPC470279
Remote Similarity	0.6065	NPC177404
Remote Similarity	0.6064	NPC478078
Remote Similarity	0.6063	NPC235685
Remote Similarity	0.6062	NPC20249
Remote Similarity	0.6061	NPC63109
Remote Similarity	0.6059	NPC317572
Remote Similarity	0.6057	NPC198503
Remote Similarity	0.6049	NPC207531

Drug Structure

NPD4560 OpenBabel08211705262D 29 32 0 0 0 0 0 0 0 0999 V2000 -10.3223 -0.9014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6877 0.0295 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 -5.1962 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 -9.3335 -1.0504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0642 0.8114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 -4.3301 1.5000 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 1.5000 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 -1.7321 1.0000 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 -7.5865 1.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7100 -0.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0754 0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8535 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7544 -0.5633 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 -1.5000 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 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9226 1.3625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6054 -1.5522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5754 1.5283 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 11 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 17 2 0 0 0 0 7 18 2 0 0 0 0 8 22 1 0 0 0 0 9 23 2 0 0 0 0 10 24 1 0 0 0 0 11 26 1 0 0 0 0 12 14 1 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 15 25 1 0 0 0 0 16 19 1 0 0 0 0 16 29 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 29 1 0 0 0 0 19 26 1 0 0 0 0 19 27 2 0 0 0 0 20 26 1 0 0 0 0 20 28 2 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013102
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.20
ALogP	-1.5942
MLogP	2.89
XLogP	1.776
HDA	7
HBD	0
Rotatable Bonds	6
TPSA	78.87
RO5 Violation	0