NPASS drugs

Drug Information

Drug ID:	NPD5757
Drug Name:	E-4716
Molecular Formula:	C23H34N6O
Canonical SMILES:	CCOCCn1c(CN2CCN(CC2)CCCCn2cccn2)nc2c1cccc2
Standard InCHI:	InChI=1S/C23H34N6O/c1-2-30-19-18-29-22-9-4-3-8-21(22)25-23(29)20-27-16-14-26(15-17-27)11-5-6-12-28-13-7-10-24-28/h3-4,7-10,13H,2,5-6,11-12,14-20H2,1H3
Standard InCHIKey:	CXFNDBLYDZRFQL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5757

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	665
0.1-0.2	11616
0.2-0.3	13505
0.3-0.4	2185
0.4-0.5	1615
0.5-0.6	1182
0.6-0.7	120
0.7-0.8	2
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	0.7446	NPC317054
Intermediate Similarity	0.7401	NPC120070
Remote Similarity	0.6936	NPC216159
Remote Similarity	0.6866	NPC107160
Remote Similarity	0.6798	NPC42483
Remote Similarity	0.6738	NPC253687
Remote Similarity	0.6719	NPC471579
Remote Similarity	0.6697	NPC21461
Remote Similarity	0.6682	NPC158055
Remote Similarity	0.6649	NPC470203
Remote Similarity	0.6648	NPC114209
Remote Similarity	0.6633	NPC47596
Remote Similarity	0.6596	NPC470204
Remote Similarity	0.6582	NPC40530
Remote Similarity	0.6582	NPC314281
Remote Similarity	0.657	NPC469308
Remote Similarity	0.6556	NPC197068
Remote Similarity	0.6544	NPC250178
Remote Similarity	0.6541	NPC469975
Remote Similarity	0.654	NPC116555
Remote Similarity	0.6528	NPC267811
Remote Similarity	0.6526	NPC478182
Remote Similarity	0.6517	NPC472289
Remote Similarity	0.6471	NPC476297
Remote Similarity	0.6471	NPC476219
Remote Similarity	0.6467	NPC470111
Remote Similarity	0.6455	NPC300238
Remote Similarity	0.6447	NPC12649
Remote Similarity	0.644	NPC317105
Remote Similarity	0.6429	NPC103388
Remote Similarity	0.6416	NPC75999
Remote Similarity	0.6414	NPC16659
Remote Similarity	0.64	NPC160666
Remote Similarity	0.6398	NPC40070
Remote Similarity	0.6387	NPC225018
Remote Similarity	0.6376	NPC30540
Remote Similarity	0.6368	NPC293487
Remote Similarity	0.6364	NPC265710
Remote Similarity	0.6354	NPC478184
Remote Similarity	0.6344	NPC282531
Remote Similarity	0.6335	NPC122141
Remote Similarity	0.6296	NPC54981
Remote Similarity	0.629	NPC201380
Remote Similarity	0.629	NPC179787
Remote Similarity	0.6289	NPC478183
Remote Similarity	0.6289	NPC49217
Remote Similarity	0.6287	NPC476341
Remote Similarity	0.6283	NPC69843
Remote Similarity	0.6269	NPC471609
Remote Similarity	0.6267	NPC471603
Remote Similarity	0.6263	NPC280852
Remote Similarity	0.6257	NPC321911
Remote Similarity	0.6238	NPC284678
Remote Similarity	0.6238	NPC108011
Remote Similarity	0.6238	NPC313421
Remote Similarity	0.6237	NPC63545
Remote Similarity	0.6231	NPC240088
Remote Similarity	0.6231	NPC473380
Remote Similarity	0.6224	NPC91895
Remote Similarity	0.6219	NPC307191
Remote Similarity	0.6218	NPC478185
Remote Similarity	0.6205	NPC56233
Remote Similarity	0.6203	NPC469811
Remote Similarity	0.6198	NPC477591
Remote Similarity	0.619	NPC143156
Remote Similarity	0.6188	NPC270834
Remote Similarity	0.6184	NPC470323
Remote Similarity	0.617	NPC207633
Remote Similarity	0.6164	NPC282247
Remote Similarity	0.6158	NPC325903
Remote Similarity	0.6157	NPC935
Remote Similarity	0.6157	NPC267078
Remote Similarity	0.6157	NPC71238
Remote Similarity	0.6157	NPC150447
Remote Similarity	0.6147	NPC242923
Remote Similarity	0.6146	NPC236711
Remote Similarity	0.6142	NPC32534
Remote Similarity	0.6136	NPC50511
Remote Similarity	0.6135	NPC210123
Remote Similarity	0.6133	NPC130570
Remote Similarity	0.6131	NPC469938
Remote Similarity	0.613	NPC474357
Remote Similarity	0.6122	NPC168702
Remote Similarity	0.6122	NPC125659
Remote Similarity	0.6109	NPC472027
Remote Similarity	0.6093	NPC214827
Remote Similarity	0.6093	NPC314930
Remote Similarity	0.6089	NPC24864
Remote Similarity	0.6089	NPC253987
Remote Similarity	0.6087	NPC104483
Remote Similarity	0.6085	NPC39092
Remote Similarity	0.608	NPC314557
Remote Similarity	0.6077	NPC198673
Remote Similarity	0.6066	NPC150259
Remote Similarity	0.6066	NPC314102
Remote Similarity	0.6066	NPC251722
Remote Similarity	0.6062	NPC124276
Remote Similarity	0.6061	NPC164664
Remote Similarity	0.6059	NPC84268
Remote Similarity	0.6056	NPC471322
Remote Similarity	0.6053	NPC53947
Remote Similarity	0.6044	NPC296437
Remote Similarity	0.6038	NPC168911
Remote Similarity	0.6031	NPC92796
Remote Similarity	0.6031	NPC135141
Remote Similarity	0.603	NPC476688
Remote Similarity	0.603	NPC105758
Remote Similarity	0.603	NPC82331
Remote Similarity	0.603	NPC476686
Remote Similarity	0.6029	NPC48938
Remote Similarity	0.6021	NPC472260
Remote Similarity	0.6021	NPC470233
Remote Similarity	0.602	NPC315715
Remote Similarity	0.6018	NPC473757
Remote Similarity	0.6018	NPC54744
Remote Similarity	0.6017	NPC295452
Remote Similarity	0.6017	NPC171393
Remote Similarity	0.601	NPC278874
Remote Similarity	0.601	NPC473585
Remote Similarity	0.601	NPC231536
Remote Similarity	0.6009	NPC238945
Remote Similarity	0.6009	NPC475024
Remote Similarity	0.5992	NPC316756
Remote Similarity	0.5979	NPC288838
Remote Similarity	0.5979	NPC129721
Remote Similarity	0.5971	NPC15102
Remote Similarity	0.597	NPC297034
Remote Similarity	0.5968	NPC476521
Remote Similarity	0.5967	NPC256893
Remote Similarity	0.5964	NPC231655
Remote Similarity	0.5963	NPC473362
Remote Similarity	0.5963	NPC166492
Remote Similarity	0.5962	NPC239954
Remote Similarity	0.5962	NPC212213
Remote Similarity	0.5962	NPC265576
Remote Similarity	0.5961	NPC141377
Remote Similarity	0.5959	NPC477815
Remote Similarity	0.5956	NPC308906
Remote Similarity	0.5946	NPC476528
Remote Similarity	0.5946	NPC104049
Remote Similarity	0.5946	NPC476433
Remote Similarity	0.5943	NPC48564
Remote Similarity	0.5943	NPC182570
Remote Similarity	0.5943	NPC265605
Remote Similarity	0.5941	NPC474958
Remote Similarity	0.5932	NPC476322
Remote Similarity	0.5931	NPC115595
Remote Similarity	0.5926	NPC204141
Remote Similarity	0.5926	NPC86288
Remote Similarity	0.5926	NPC182507
Remote Similarity	0.5924	NPC470266
Remote Similarity	0.5923	NPC180504
Remote Similarity	0.592	NPC208060
Remote Similarity	0.5918	NPC255229
Remote Similarity	0.5918	NPC81229
Remote Similarity	0.5914	NPC476522
Remote Similarity	0.5914	NPC474986
Remote Similarity	0.5914	NPC476013
Remote Similarity	0.5913	NPC313514
Remote Similarity	0.5909	NPC195507
Remote Similarity	0.5909	NPC2165
Remote Similarity	0.5904	NPC476408
Remote Similarity	0.5904	NPC20144
Remote Similarity	0.5903	NPC471506
Remote Similarity	0.5902	NPC477891
Remote Similarity	0.5895	NPC143872
Remote Similarity	0.5895	NPC19170
Remote Similarity	0.5895	NPC478186
Remote Similarity	0.5893	NPC470732
Remote Similarity	0.5893	NPC470731
Remote Similarity	0.5893	NPC251936
Remote Similarity	0.5893	NPC62995
Remote Similarity	0.5885	NPC105818
Remote Similarity	0.5885	NPC24678
Remote Similarity	0.5882	NPC469761
Remote Similarity	0.5882	NPC469783
Remote Similarity	0.5882	NPC469780
Remote Similarity	0.5882	NPC469768
Remote Similarity	0.5882	NPC469784
Remote Similarity	0.5882	NPC469767
Remote Similarity	0.5882	NPC115611
Remote Similarity	0.5882	NPC469779
Remote Similarity	0.588	NPC54537
Remote Similarity	0.5877	NPC312942
Remote Similarity	0.5877	NPC327095
Remote Similarity	0.5876	NPC46358
Remote Similarity	0.5874	NPC102755
Remote Similarity	0.5872	NPC473376
Remote Similarity	0.5865	NPC471614
Remote Similarity	0.586	NPC187558
Remote Similarity	0.5859	NPC311276
Remote Similarity	0.5856	NPC320968
Remote Similarity	0.5856	NPC476131
Remote Similarity	0.5854	NPC73994
Remote Similarity	0.5853	NPC473761
Remote Similarity	0.5852	NPC476817
Remote Similarity	0.5852	NPC40455
Remote Similarity	0.5851	NPC469766
Remote Similarity	0.5849	NPC474180
Remote Similarity	0.5849	NPC84853

Drug Structure

NPD5757 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 12.3041 -2.1647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5609 -2.8338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3769 0.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8769 -0.2976 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3769 0.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3769 -1.1636 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 3.4641 0.0000 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 -0.9135 -0.4067 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 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 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9157 -2.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8667 -3.1939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3769 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 -0.5055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 -1.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.6099 -2.5248 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 30 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 10 1 0 0 0 0 7 13 2 0 0 0 0 8 21 2 0 0 0 0 9 22 2 0 0 0 0 10 24 2 0 0 0 0 11 26 1 0 0 0 0 12 28 1 0 0 0 0 13 28 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 15 17 1 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 18 29 1 0 0 0 0 19 30 1 0 0 0 0 20 23 1 0 0 0 0 20 27 1 0 0 0 0 21 22 1 0 0 0 0 21 25 1 0 0 0 0 22 29 1 0 0 0 0 23 25 2 0 0 0 0 23 29 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016191
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.28
ALogP	-0.2202
MLogP	3.22
XLogP	2.473
HDA	7
HBD	0
Rotatable Bonds	12
TPSA	51.35
RO5 Violation	1