NPASS drugs

Drug Information

Drug ID:	NPD2392
Drug Name:
Molecular Formula:	C17H16N8
Canonical SMILES:	NC(=N)c1ccc2c(c1)[nH]c(n2)Cc1nc2c([nH]1)cc(cc2)C(=N)N
Standard InCHI:	InChI=1S/C17H16N8/c18-16(19)8-1-3-10-12(5-8)24-14(22-10)7-15-23-11-4-2-9(17(20)21)6-13(11)25-15/h1-6H,7H2,(H3,18,19)(H3,20,21)(H,22,24)(H,23,25)
Standard InCHIKey:	QZKOOEFIMWKZPK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2392

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	1104
0.1-0.2	11345
0.2-0.3	12972
0.3-0.4	2522
0.4-0.5	1455
0.5-0.6	1174
0.6-0.7	290
0.7-0.8	25
0.8-0.85	2
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9013	NPC114209
Intermediate Similarity	0.8355	NPC216159
Intermediate Similarity	0.8221	NPC300238
Intermediate Similarity	0.7702	NPC42483
Intermediate Similarity	0.7485	NPC470203
Intermediate Similarity	0.7469	NPC284635
Intermediate Similarity	0.7427	NPC470204
Intermediate Similarity	0.7394	NPC204141
Intermediate Similarity	0.7345	NPC317054
Intermediate Similarity	0.7256	NPC115611
Intermediate Similarity	0.7225	NPC469308
Intermediate Similarity	0.7193	NPC476219
Intermediate Similarity	0.7193	NPC476297
Intermediate Similarity	0.7178	NPC125746
Intermediate Similarity	0.715	NPC267811
Intermediate Similarity	0.7143	NPC317105
Intermediate Similarity	0.7126	NPC122141
Intermediate Similarity	0.7092	NPC116555
Intermediate Similarity	0.7089	NPC250361
Intermediate Similarity	0.7081	NPC475450
Intermediate Similarity	0.7081	NPC179365
Intermediate Similarity	0.7059	NPC282531
Intermediate Similarity	0.7041	NPC288838
Intermediate Similarity	0.7037	NPC473930
Intermediate Similarity	0.7035	NPC325903
Intermediate Similarity	0.7029	NPC229173
Intermediate Similarity	0.7018	NPC53947
Intermediate Similarity	0.7	NPC473762
Remote Similarity	0.6988	NPC312092
Remote Similarity	0.6957	NPC473587
Remote Similarity	0.6957	NPC307191
Remote Similarity	0.6943	NPC41174
Remote Similarity	0.6941	NPC63545
Remote Similarity	0.6935	NPC476341
Remote Similarity	0.6923	NPC280852
Remote Similarity	0.6919	NPC471609
Remote Similarity	0.6914	NPC475428
Remote Similarity	0.6901	NPC201380
Remote Similarity	0.6901	NPC469811
Remote Similarity	0.6901	NPC179787
Remote Similarity	0.6875	NPC474880
Remote Similarity	0.6875	NPC221786
Remote Similarity	0.6875	NPC475990
Remote Similarity	0.686	NPC321911
Remote Similarity	0.6854	NPC247987
Remote Similarity	0.6848	NPC198988
Remote Similarity	0.6842	NPC143872
Remote Similarity	0.6818	NPC216643
Remote Similarity	0.6813	NPC314557
Remote Similarity	0.6811	NPC16659
Remote Similarity	0.681	NPC22079
Remote Similarity	0.6807	NPC325252
Remote Similarity	0.6807	NPC218268
Remote Similarity	0.6798	NPC253687
Remote Similarity	0.6796	NPC474897
Remote Similarity	0.6786	NPC88097
Remote Similarity	0.6782	NPC471603
Remote Similarity	0.678	NPC92796
Remote Similarity	0.678	NPC135141
Remote Similarity	0.6757	NPC265710
Remote Similarity	0.6749	NPC282247
Remote Similarity	0.6746	NPC59084
Remote Similarity	0.6742	NPC44773
Remote Similarity	0.6742	NPC215584
Remote Similarity	0.6739	NPC315715
Remote Similarity	0.6736	NPC195314
Remote Similarity	0.6724	NPC33421
Remote Similarity	0.6714	NPC267078
Remote Similarity	0.6714	NPC935
Remote Similarity	0.6706	NPC473868
Remote Similarity	0.6706	NPC63157
Remote Similarity	0.6705	NPC120070
Remote Similarity	0.6705	NPC477134
Remote Similarity	0.6704	NPC225018
Remote Similarity	0.6703	NPC473380
Remote Similarity	0.6703	NPC240088
Remote Similarity	0.6682	NPC474357
Remote Similarity	0.6682	NPC187145
Remote Similarity	0.6667	NPC470323
Remote Similarity	0.6667	NPC8104
Remote Similarity	0.6667	NPC71238
Remote Similarity	0.6648	NPC232798
Remote Similarity	0.6647	NPC2949
Remote Similarity	0.6645	NPC143156
Remote Similarity	0.663	NPC477611
Remote Similarity	0.6629	NPC236711
Remote Similarity	0.6615	NPC231536
Remote Similarity	0.6614	NPC108011
Remote Similarity	0.6609	NPC21605
Remote Similarity	0.6608	NPC88121
Remote Similarity	0.6573	NPC184476
Remote Similarity	0.6571	NPC124005
Remote Similarity	0.6569	NPC54981
Remote Similarity	0.6568	NPC105127
Remote Similarity	0.6564	NPC75999
Remote Similarity	0.655	NPC469768
Remote Similarity	0.655	NPC469780
Remote Similarity	0.655	NPC469783
Remote Similarity	0.655	NPC469761
Remote Similarity	0.655	NPC469784
Remote Similarity	0.655	NPC469767
Remote Similarity	0.655	NPC469779
Remote Similarity	0.6543	NPC88110
Remote Similarity	0.6542	NPC69843
Remote Similarity	0.6532	NPC242556
Remote Similarity	0.6512	NPC469766
Remote Similarity	0.6509	NPC96102
Remote Similarity	0.6503	NPC49217
Remote Similarity	0.65	NPC318065
Remote Similarity	0.65	NPC56765
Remote Similarity	0.65	NPC206819
Remote Similarity	0.6497	NPC469975
Remote Similarity	0.6497	NPC470233
Remote Similarity	0.6494	NPC470440
Remote Similarity	0.6492	NPC15102
Remote Similarity	0.6492	NPC99939
Remote Similarity	0.6492	NPC308931
Remote Similarity	0.6491	NPC73767
Remote Similarity	0.6491	NPC110126
Remote Similarity	0.6486	NPC82331
Remote Similarity	0.6477	NPC288445
Remote Similarity	0.6471	NPC84911
Remote Similarity	0.6471	NPC474958
Remote Similarity	0.6467	NPC82295
Remote Similarity	0.6462	NPC130570
Remote Similarity	0.6452	NPC208060
Remote Similarity	0.6448	NPC274229
Remote Similarity	0.6444	NPC286427
Remote Similarity	0.6442	NPC122718
Remote Similarity	0.644	NPC21429
Remote Similarity	0.6436	NPC59269
Remote Similarity	0.6432	NPC97343
Remote Similarity	0.6425	NPC38736
Remote Similarity	0.6421	NPC477891
Remote Similarity	0.6412	NPC261195
Remote Similarity	0.6412	NPC29886
Remote Similarity	0.6409	NPC41257
Remote Similarity	0.6398	NPC476686
Remote Similarity	0.6398	NPC476688
Remote Similarity	0.6398	NPC105758
Remote Similarity	0.6393	NPC271734
Remote Similarity	0.6393	NPC90723
Remote Similarity	0.6384	NPC37548
Remote Similarity	0.6378	NPC314058
Remote Similarity	0.6378	NPC316359
Remote Similarity	0.6378	NPC316018
Remote Similarity	0.6378	NPC278874
Remote Similarity	0.6378	NPC315617
Remote Similarity	0.6375	NPC162689
Remote Similarity	0.6375	NPC54102
Remote Similarity	0.6373	NPC17273
Remote Similarity	0.6373	NPC135601
Remote Similarity	0.6373	NPC141612
Remote Similarity	0.6364	NPC129042
Remote Similarity	0.6359	NPC17751
Remote Similarity	0.6359	NPC280864
Remote Similarity	0.6358	NPC279081
Remote Similarity	0.6354	NPC299594
Remote Similarity	0.6347	NPC158055
Remote Similarity	0.6343	NPC156003
Remote Similarity	0.633	NPC471579
Remote Similarity	0.6328	NPC470111
Remote Similarity	0.6322	NPC197068
Remote Similarity	0.6321	NPC473189
Remote Similarity	0.6312	NPC81561
Remote Similarity	0.6307	NPC314372
Remote Similarity	0.6306	NPC314141
Remote Similarity	0.6304	NPC162799
Remote Similarity	0.6296	NPC215519
Remote Similarity	0.6292	NPC2272
Remote Similarity	0.6286	NPC190296
Remote Similarity	0.6284	NPC473320
Remote Similarity	0.6283	NPC314919
Remote Similarity	0.6277	NPC252572
Remote Similarity	0.6277	NPC161861
Remote Similarity	0.6271	NPC478186
Remote Similarity	0.627	NPC195507
Remote Similarity	0.627	NPC2165
Remote Similarity	0.6269	NPC472294
Remote Similarity	0.6264	NPC76982
Remote Similarity	0.6264	NPC230002
Remote Similarity	0.6263	NPC474180
Remote Similarity	0.6263	NPC326422
Remote Similarity	0.6263	NPC188821
Remote Similarity	0.6257	NPC471943
Remote Similarity	0.6257	NPC194411
Remote Similarity	0.6257	NPC148592
Remote Similarity	0.6257	NPC105818
Remote Similarity	0.6257	NPC24678
Remote Similarity	0.6257	NPC280548
Remote Similarity	0.625	NPC144114
Remote Similarity	0.625	NPC295452
Remote Similarity	0.625	NPC148140
Remote Similarity	0.625	NPC39092
Remote Similarity	0.625	NPC171393
Remote Similarity	0.625	NPC16667
Remote Similarity	0.6243	NPC470507
Remote Similarity	0.6243	NPC471458
Remote Similarity	0.622	NPC294620
Remote Similarity	0.6218	NPC470205

Drug Structure

NPD2392 OpenBabel08211702172D 33 36 0 0 0 0 0 0 0 0999 V2000 5.7654 1.4706 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 4.8994 1.9706 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 4.8994 -0.0294 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 1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7654 0.4706 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 4.0334 1.4706 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 4.0334 0.4706 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 2.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6314 -0.0294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6314 -1.0294 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4975 0.4706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -3.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0823 1.7796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0823 0.1615 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 7.4975 -1.5294 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3635 -0.0294 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4975 1.4706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -1.4781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -4.4781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -4.4781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7733 -0.7895 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 8 1 0 0 0 0 2 4 2 0 0 0 0 2 9 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 12 1 0 0 0 0 6 9 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 12 2 0 0 0 0 10 22 1 0 0 0 0 11 13 2 0 0 0 0 11 23 1 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 22 2 0 0 0 0 14 24 1 0 0 0 0 15 23 2 0 0 0 0 15 25 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 21 31 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000273
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2387
ChEBI
CAS Number

Drug Properties

Molecular Weight	332.15
ALogP	-2.082
MLogP	2.45
XLogP	2.216
HDA	8
HBD	6
Rotatable Bonds	6
TPSA	157.1
RO5 Violation	1