NPASS drugs

Drug Information

Drug ID:	NPD2362
Drug Name:	Zaleplon
Molecular Formula:	C17H15N5O
Canonical SMILES:	CCN(c1cccc(c1)c1ccnc2n1ncc2C#N)C(=O)C
Standard InCHI:	InChI=1S/C17H15N5O/c1-3-21(12(2)23)15-6-4-5-13(9-15)16-7-8-19-17-14(10-18)11-20-22(16)17/h4-9,11H,3H2,1-2H3
Standard InCHIKey:	HUNXMJYCHXQEGX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2362

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	655
0.1-0.2	11193
0.2-0.3	13295
0.3-0.4	2558
0.4-0.5	1638
0.5-0.6	1213
0.6-0.7	335
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	0.7772	NPC317054
Intermediate Similarity	0.7071	NPC472289
Intermediate Similarity	0.7021	NPC478182
Remote Similarity	0.6974	NPC16659
Remote Similarity	0.6973	NPC120070
Remote Similarity	0.6952	NPC293487
Remote Similarity	0.6949	NPC150259
Remote Similarity	0.6943	NPC471579
Remote Similarity	0.6931	NPC478184
Remote Similarity	0.6923	NPC265710
Remote Similarity	0.6872	NPC473380
Remote Similarity	0.6872	NPC240088
Remote Similarity	0.686	NPC469308
Remote Similarity	0.6859	NPC478183
Remote Similarity	0.6854	NPC65408
Remote Similarity	0.6789	NPC470203
Remote Similarity	0.6789	NPC478185
Remote Similarity	0.6788	NPC91895
Remote Similarity	0.6771	NPC56233
Remote Similarity	0.6737	NPC470204
Remote Similarity	0.672	NPC40070
Remote Similarity	0.6701	NPC32534
Remote Similarity	0.6685	NPC470440
Remote Similarity	0.6684	NPC49217
Remote Similarity	0.6667	NPC251722
Remote Similarity	0.6667	NPC116555
Remote Similarity	0.6667	NPC314102
Remote Similarity	0.6651	NPC267811
Remote Similarity	0.6622	NPC130570
Remote Similarity	0.662	NPC471603
Remote Similarity	0.6615	NPC225018
Remote Similarity	0.6613	NPC470111
Remote Similarity	0.6606	NPC62995
Remote Similarity	0.6596	NPC470233
Remote Similarity	0.6595	NPC86288
Remote Similarity	0.659	NPC46358
Remote Similarity	0.6583	NPC12649
Remote Similarity	0.657	NPC48564
Remote Similarity	0.657	NPC182570
Remote Similarity	0.657	NPC265605
Remote Similarity	0.6562	NPC122141
Remote Similarity	0.6561	NPC200214
Remote Similarity	0.6559	NPC143872
Remote Similarity	0.6557	NPC238499
Remote Similarity	0.6531	NPC164664
Remote Similarity	0.6526	NPC476297
Remote Similarity	0.6526	NPC476219
Remote Similarity	0.6524	NPC201380
Remote Similarity	0.6524	NPC179787
Remote Similarity	0.6524	NPC114209
Remote Similarity	0.651	NPC300238
Remote Similarity	0.6503	NPC110126
Remote Similarity	0.65	NPC248462
Remote Similarity	0.6492	NPC51054
Remote Similarity	0.6489	NPC321911
Remote Similarity	0.6486	NPC190296
Remote Similarity	0.648	NPC278874
Remote Similarity	0.6477	NPC44773
Remote Similarity	0.6477	NPC215584
Remote Similarity	0.6476	NPC116622
Remote Similarity	0.6474	NPC138842
Remote Similarity	0.6471	NPC478186
Remote Similarity	0.6471	NPC63545
Remote Similarity	0.6468	NPC24864
Remote Similarity	0.6467	NPC279081
Remote Similarity	0.6467	NPC230002
Remote Similarity	0.6465	NPC208060
Remote Similarity	0.6458	NPC129721
Remote Similarity	0.6453	NPC21429
Remote Similarity	0.6448	NPC169433
Remote Similarity	0.6442	NPC188821
Remote Similarity	0.6442	NPC474180
Remote Similarity	0.6438	NPC282247
Remote Similarity	0.6436	NPC469811
Remote Similarity	0.6436	NPC477891
Remote Similarity	0.6429	NPC114637
Remote Similarity	0.6425	NPC56765
Remote Similarity	0.6425	NPC282398
Remote Similarity	0.6422	NPC308931
Remote Similarity	0.6422	NPC99939
Remote Similarity	0.6417	NPC314372
Remote Similarity	0.6417	NPC285731
Remote Similarity	0.6414	NPC476686
Remote Similarity	0.6414	NPC476688
Remote Similarity	0.6414	NPC105758
Remote Similarity	0.6413	NPC73767
Remote Similarity	0.6413	NPC104483
Remote Similarity	0.641	NPC317105
Remote Similarity	0.6404	NPC69843
Remote Similarity	0.6393	NPC105127
Remote Similarity	0.6393	NPC84911
Remote Similarity	0.639	NPC141612
Remote Similarity	0.639	NPC17273
Remote Similarity	0.639	NPC94752
Remote Similarity	0.639	NPC135601
Remote Similarity	0.6389	NPC471322
Remote Similarity	0.6389	NPC256893
Remote Similarity	0.6387	NPC325903
Remote Similarity	0.6384	NPC75999
Remote Similarity	0.6383	NPC288838
Remote Similarity	0.6378	NPC469784
Remote Similarity	0.6378	NPC469768
Remote Similarity	0.6378	NPC469767
Remote Similarity	0.6378	NPC469783
Remote Similarity	0.6378	NPC469761
Remote Similarity	0.6378	NPC469779
Remote Similarity	0.6378	NPC469780
Remote Similarity	0.6373	NPC236711
Remote Similarity	0.6373	NPC108011
Remote Similarity	0.6368	NPC53947
Remote Similarity	0.6368	NPC24678
Remote Similarity	0.6368	NPC105818
Remote Similarity	0.6368	NPC157583
Remote Similarity	0.6355	NPC307191
Remote Similarity	0.635	NPC469938
Remote Similarity	0.6347	NPC54981
Remote Similarity	0.6346	NPC117244
Remote Similarity	0.6346	NPC473763
Remote Similarity	0.6344	NPC469766
Remote Similarity	0.634	NPC92796
Remote Similarity	0.634	NPC135141
Remote Similarity	0.634	NPC477591
Remote Similarity	0.6339	NPC261195
Remote Similarity	0.6339	NPC96102
Remote Similarity	0.6339	NPC29886
Remote Similarity	0.6337	NPC11126
Remote Similarity	0.6335	NPC472260
Remote Similarity	0.633	NPC159856
Remote Similarity	0.633	NPC204141
Remote Similarity	0.6327	NPC90723
Remote Similarity	0.6321	NPC476464
Remote Similarity	0.6321	NPC474389
Remote Similarity	0.6316	NPC282531
Remote Similarity	0.6304	NPC470323
Remote Similarity	0.6304	NPC125746
Remote Similarity	0.6302	NPC469763
Remote Similarity	0.6302	NPC469765
Remote Similarity	0.6302	NPC25008
Remote Similarity	0.6302	NPC281094
Remote Similarity	0.6302	NPC73952
Remote Similarity	0.6302	NPC469786
Remote Similarity	0.6302	NPC259644
Remote Similarity	0.6302	NPC469760
Remote Similarity	0.6301	NPC91958
Remote Similarity	0.6298	NPC82295
Remote Similarity	0.6298	NPC101165
Remote Similarity	0.6293	NPC228835
Remote Similarity	0.6293	NPC467063
Remote Similarity	0.6289	NPC286427
Remote Similarity	0.6287	NPC64436
Remote Similarity	0.6287	NPC237188
Remote Similarity	0.6281	NPC194411
Remote Similarity	0.628	NPC254762
Remote Similarity	0.6277	NPC267078
Remote Similarity	0.6277	NPC935
Remote Similarity	0.6276	NPC194881
Remote Similarity	0.6275	NPC144114
Remote Similarity	0.6271	NPC476322
Remote Similarity	0.6271	NPC52764
Remote Similarity	0.6271	NPC27740
Remote Similarity	0.6269	NPC211572
Remote Similarity	0.6269	NPC212376
Remote Similarity	0.6269	NPC80597
Remote Similarity	0.6269	NPC75540
Remote Similarity	0.6269	NPC469529
Remote Similarity	0.6269	NPC70922
Remote Similarity	0.6263	NPC471957
Remote Similarity	0.6262	NPC476341
Remote Similarity	0.6257	NPC277157
Remote Similarity	0.6256	NPC318065
Remote Similarity	0.6256	NPC41257
Remote Similarity	0.6256	NPC206819
Remote Similarity	0.625	NPC474357
Remote Similarity	0.6244	NPC6865
Remote Similarity	0.6244	NPC153980
Remote Similarity	0.6237	NPC315348
Remote Similarity	0.6237	NPC32002
Remote Similarity	0.6237	NPC316811
Remote Similarity	0.6223	NPC158055
Remote Similarity	0.6223	NPC20144
Remote Similarity	0.6221	NPC473376
Remote Similarity	0.6217	NPC315822
Remote Similarity	0.6214	NPC477003
Remote Similarity	0.6212	NPC2165
Remote Similarity	0.6212	NPC195507
Remote Similarity	0.621	NPC71238
Remote Similarity	0.6209	NPC198673
Remote Similarity	0.6207	NPC143603
Remote Similarity	0.6205	NPC477887
Remote Similarity	0.6205	NPC316910
Remote Similarity	0.6203	NPC59084
Remote Similarity	0.6199	NPC72956
Remote Similarity	0.6199	NPC242923
Remote Similarity	0.6196	NPC198988
Remote Similarity	0.6195	NPC47596
Remote Similarity	0.6195	NPC191415
Remote Similarity	0.6193	NPC224632
Remote Similarity	0.6188	NPC37423
Remote Similarity	0.6188	NPC476131
Remote Similarity	0.6188	NPC275305

Drug Structure

NPD2362 OpenBabel08211702172D 23 25 0 0 0 0 0 0 0 0999 V2000 5.1962 -1.0000 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 5.1962 -0.0000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -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 0.0000 2.0000 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 -2.5873 0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -1.0827 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -0.1691 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5655 0.2467 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 -0.2079 -0.9781 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 12 1 0 0 0 0 3 21 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 13 1 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 7 16 2 0 0 0 0 8 19 2 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 14 1 0 0 0 0 10 18 3 0 0 0 0 11 14 1 0 0 0 0 11 20 2 0 0 0 0 12 21 1 0 0 0 0 12 23 2 0 0 0 0 13 16 1 0 0 0 0 14 17 2 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000266
DrugBank	DB00962
ChEMBL	CHEMBL1521
IUPHAR/BPS	4345
PharmaGKB	PA451952
KEGG Drug	D00530
PubChem CID	5719
ChEBI	10102
CAS Number	151319-34-5

Drug Properties

Molecular Weight	305.13
ALogP	-0.2243
MLogP	2.67
XLogP	2.209
HDA	6
HBD	0
Rotatable Bonds	6
TPSA	74.29
RO5 Violation	0