NPASS drugs

Drug Information

Drug ID:	NPD1314
Drug Name:
Molecular Formula:	C14H16N4O
Canonical SMILES:	CCOc1ccc(cc1)/N=N/c1ccc(cc1N)N
Standard InCHI:	InChI=1S/C14H16N4O/c1-2-19-12-6-4-11(5-7-12)17-18-14-8-3-10(15)9-13(14)16/h3-9H,2,15-16H2,1H3/b18-17+
Standard InCHIKey:	GAWOVNGQYQVFLI-ISLYRVAYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1314

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	212
0.1-0.2	3643
0.2-0.3	9678
0.3-0.4	4470
0.4-0.5	11344
0.5-0.6	1483
0.6-0.7	58
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	0.75	NPC226914
Intermediate Similarity	0.7462	NPC264782
Remote Similarity	0.6929	NPC70201
Remote Similarity	0.6879	NPC315632
Remote Similarity	0.6735	NPC208022
Remote Similarity	0.6617	NPC76327
Remote Similarity	0.6601	NPC476462
Remote Similarity	0.6599	NPC473987
Remote Similarity	0.6577	NPC297584
Remote Similarity	0.6569	NPC26524
Remote Similarity	0.6569	NPC322735
Remote Similarity	0.6538	NPC473769
Remote Similarity	0.6522	NPC329190
Remote Similarity	0.6516	NPC260601
Remote Similarity	0.6484	NPC111492
Remote Similarity	0.6475	NPC125306
Remote Similarity	0.6475	NPC222982
Remote Similarity	0.6439	NPC311660
Remote Similarity	0.642	NPC315257
Remote Similarity	0.6405	NPC476475
Remote Similarity	0.6402	NPC285635
Remote Similarity	0.6391	NPC256838
Remote Similarity	0.6385	NPC313918
Remote Similarity	0.6323	NPC314113
Remote Similarity	0.6319	NPC112766
Remote Similarity	0.6294	NPC321869
Remote Similarity	0.6268	NPC323948
Remote Similarity	0.625	NPC186469
Remote Similarity	0.625	NPC44836
Remote Similarity	0.6229	NPC469831
Remote Similarity	0.6222	NPC42383
Remote Similarity	0.6205	NPC19023
Remote Similarity	0.6205	NPC306366
Remote Similarity	0.6204	NPC97811
Remote Similarity	0.619	NPC328267
Remote Similarity	0.6182	NPC70549
Remote Similarity	0.6175	NPC314948
Remote Similarity	0.6173	NPC40209
Remote Similarity	0.6159	NPC255721
Remote Similarity	0.614	NPC258773
Remote Similarity	0.6139	NPC168750
Remote Similarity	0.6138	NPC263835
Remote Similarity	0.6138	NPC41801
Remote Similarity	0.6115	NPC329358
Remote Similarity	0.6115	NPC9336
Remote Similarity	0.6095	NPC204179
Remote Similarity	0.6087	NPC478049
Remote Similarity	0.608	NPC118776
Remote Similarity	0.6071	NPC21890
Remote Similarity	0.6069	NPC256369
Remote Similarity	0.6066	NPC124576
Remote Similarity	0.6062	NPC473874
Remote Similarity	0.6051	NPC204156
Remote Similarity	0.6047	NPC318429
Remote Similarity	0.6014	NPC471315
Remote Similarity	0.6014	NPC471314
Remote Similarity	0.6013	NPC313466
Remote Similarity	0.6012	NPC231862
Remote Similarity	0.6011	NPC469829
Remote Similarity	0.6	NPC95977
Remote Similarity	0.5986	NPC318357
Remote Similarity	0.5973	NPC217277
Remote Similarity	0.597	NPC471576
Remote Similarity	0.5965	NPC314861
Remote Similarity	0.5965	NPC471652
Remote Similarity	0.5952	NPC23837
Remote Similarity	0.5943	NPC473432
Remote Similarity	0.5942	NPC326801
Remote Similarity	0.5935	NPC91615
Remote Similarity	0.593	NPC1527
Remote Similarity	0.5928	NPC10875
Remote Similarity	0.5928	NPC10730
Remote Similarity	0.5917	NPC93653
Remote Similarity	0.5912	NPC212850
Remote Similarity	0.5912	NPC469830
Remote Similarity	0.5912	NPC189724
Remote Similarity	0.5912	NPC83289
Remote Similarity	0.5906	NPC70172
Remote Similarity	0.5882	NPC57105
Remote Similarity	0.5882	NPC51633
Remote Similarity	0.5879	NPC110741
Remote Similarity	0.5875	NPC470090
Remote Similarity	0.5871	NPC471953
Remote Similarity	0.5862	NPC258992
Remote Similarity	0.5862	NPC471648
Remote Similarity	0.586	NPC237227
Remote Similarity	0.5852	NPC290069
Remote Similarity	0.5839	NPC192596
Remote Similarity	0.5839	NPC211992
Remote Similarity	0.5827	NPC41594
Remote Similarity	0.5819	NPC220560
Remote Similarity	0.5817	NPC172403
Remote Similarity	0.5814	NPC206876
Remote Similarity	0.5811	NPC471308
Remote Similarity	0.5811	NPC17388
Remote Similarity	0.5811	NPC160120
Remote Similarity	0.5811	NPC289330
Remote Similarity	0.5811	NPC53596
Remote Similarity	0.5808	NPC26872
Remote Similarity	0.5797	NPC38079
Remote Similarity	0.5797	NPC108875
Remote Similarity	0.5793	NPC303370
Remote Similarity	0.5779	NPC471306
Remote Similarity	0.5779	NPC471321
Remote Similarity	0.5778	NPC95755
Remote Similarity	0.5771	NPC310894
Remote Similarity	0.5767	NPC247298
Remote Similarity	0.5755	NPC470393
Remote Similarity	0.5755	NPC473855
Remote Similarity	0.5749	NPC13397
Remote Similarity	0.5749	NPC219383
Remote Similarity	0.5743	NPC43275
Remote Similarity	0.5739	NPC73280
Remote Similarity	0.5735	NPC314803
Remote Similarity	0.5735	NPC132725
Remote Similarity	0.5731	NPC235628
Remote Similarity	0.5729	NPC473460
Remote Similarity	0.5725	NPC99886
Remote Similarity	0.5725	NPC259134
Remote Similarity	0.5725	NPC8002
Remote Similarity	0.5725	NPC177844
Remote Similarity	0.5725	NPC302546
Remote Similarity	0.5724	NPC272463
Remote Similarity	0.5722	NPC288305
Remote Similarity	0.5714	NPC176971
Remote Similarity	0.5714	NPC313886
Remote Similarity	0.5714	NPC120075
Remote Similarity	0.5714	NPC477888
Remote Similarity	0.5714	NPC473653
Remote Similarity	0.5706	NPC26850
Remote Similarity	0.5706	NPC78530
Remote Similarity	0.5698	NPC230942
Remote Similarity	0.5698	NPC315498
Remote Similarity	0.5697	NPC245974
Remote Similarity	0.5691	NPC176127
Remote Similarity	0.569	NPC127362
Remote Similarity	0.5686	NPC320242
Remote Similarity	0.5686	NPC141739
Remote Similarity	0.5686	NPC136112
Remote Similarity	0.5683	NPC283546
Remote Similarity	0.5682	NPC71853
Remote Similarity	0.5676	NPC471593
Remote Similarity	0.5674	NPC151530
Remote Similarity	0.5674	NPC157473
Remote Similarity	0.5674	NPC258171
Remote Similarity	0.5672	NPC471581
Remote Similarity	0.5669	NPC274732
Remote Similarity	0.5667	NPC70092
Remote Similarity	0.5665	NPC292143
Remote Similarity	0.5665	NPC139506
Remote Similarity	0.566	NPC122542
Remote Similarity	0.566	NPC475707
Remote Similarity	0.5658	NPC211218
Remote Similarity	0.5658	NPC255253
Remote Similarity	0.5656	NPC301874
Remote Similarity	0.5654	NPC315957
Remote Similarity	0.5652	NPC300166
Remote Similarity	0.5649	NPC157213
Remote Similarity	0.5649	NPC47422
Remote Similarity	0.5645	NPC475411
Remote Similarity	0.5643	NPC17537
Remote Similarity	0.5643	NPC128730
Remote Similarity	0.5643	NPC475269
Remote Similarity	0.5639	NPC321956
Remote Similarity	0.5634	NPC146530
Remote Similarity	0.5632	NPC24954
Remote Similarity	0.5628	NPC473007
Remote Similarity	0.5625	NPC266932
Remote Similarity	0.5625	NPC476518
Remote Similarity	0.5621	NPC62101
Remote Similarity	0.5621	NPC36168
Remote Similarity	0.5621	NPC325013
Remote Similarity	0.5621	NPC95733
Remote Similarity	0.562	NPC307039
Remote Similarity	0.5615	NPC79213
Remote Similarity	0.5613	NPC122235
Remote Similarity	0.5612	NPC319933
Remote Similarity	0.5607	NPC177404
Remote Similarity	0.5603	NPC113457
Remote Similarity	0.56	NPC321133

Drug Structure

NPD1314 OpenBabel08211700192D 23 24 0 0 0 0 0 0 0 0999 V2000 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 -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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 0.8660 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 -2.5981 -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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 19 1 0 0 0 0 3 8 2 0 0 0 0 3 10 1 0 0 0 0 4 6 1 0 0 0 0 4 11 2 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 15 1 0 0 0 0 11 17 1 0 0 0 0 12 19 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003007
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16837
ChEBI
CAS Number

Drug Properties

Molecular Weight	256.13
ALogP	-1.3012
MLogP	2.45
XLogP	3.597
HDA	4
HBD	2
Rotatable Bonds	7
TPSA	85.99
RO5 Violation	0