NPASS drugs

Drug Information

Drug ID:	NPD5486
Drug Name:	GP-683
Molecular Formula:	C23H22N4O3
Canonical SMILES:	C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(c2c1ncnc2Nc1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C23H22N4O3/c1-14-19(28)20(29)23(30-14)27-12-17(15-8-4-2-5-9-15)18-21(24-13-25-22(18)27)26-16-10-6-3-7-11-16/h2-14,19-20,23,28-29H,1H3,(H,24,25,26)/t14-,19-,20-,23-/m1/s1
Standard InCHIKey:	YPWISWJHVQIXIL-DVHMWJAFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5486

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	283
0.1-0.2	1865
0.2-0.3	12031
0.3-0.4	11935
0.4-0.5	2284
0.5-0.6	1803
0.6-0.7	675
0.7-0.8	14
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	0.7742	NPC125659
Intermediate Similarity	0.7742	NPC168702
Intermediate Similarity	0.7706	NPC158055
Intermediate Similarity	0.7678	NPC250178
Intermediate Similarity	0.7674	NPC107160
Intermediate Similarity	0.7539	NPC317054
Intermediate Similarity	0.7454	NPC130570
Intermediate Similarity	0.7409	NPC160666
Intermediate Similarity	0.7407	NPC33382
Intermediate Similarity	0.7292	NPC222174
Intermediate Similarity	0.7236	NPC62510
Intermediate Similarity	0.7175	NPC21461
Intermediate Similarity	0.7123	NPC314957
Intermediate Similarity	0.7067	NPC474767
Remote Similarity	0.6995	NPC469813
Remote Similarity	0.6995	NPC476446
Remote Similarity	0.6995	NPC40779
Remote Similarity	0.6995	NPC78375
Remote Similarity	0.6991	NPC471603
Remote Similarity	0.698	NPC163421
Remote Similarity	0.698	NPC188387
Remote Similarity	0.6967	NPC193761
Remote Similarity	0.6961	NPC472289
Remote Similarity	0.6946	NPC150447
Remote Similarity	0.6943	NPC71079
Remote Similarity	0.6935	NPC59269
Remote Similarity	0.6931	NPC469975
Remote Similarity	0.6923	NPC49217
Remote Similarity	0.6916	NPC89987
Remote Similarity	0.6907	NPC474217
Remote Similarity	0.6907	NPC311276
Remote Similarity	0.6904	NPC470498
Remote Similarity	0.6897	NPC15102
Remote Similarity	0.6857	NPC149708
Remote Similarity	0.6842	NPC292361
Remote Similarity	0.684	NPC469308
Remote Similarity	0.6837	NPC127730
Remote Similarity	0.6837	NPC278366
Remote Similarity	0.6832	NPC233936
Remote Similarity	0.6816	NPC141377
Remote Similarity	0.6814	NPC476492
Remote Similarity	0.6798	NPC472110
Remote Similarity	0.6798	NPC472109
Remote Similarity	0.6789	NPC320968
Remote Similarity	0.6788	NPC469762
Remote Similarity	0.6788	NPC138018
Remote Similarity	0.6786	NPC85918
Remote Similarity	0.6766	NPC68354
Remote Similarity	0.6763	NPC95783
Remote Similarity	0.6756	NPC64216
Remote Similarity	0.6754	NPC69843
Remote Similarity	0.6753	NPC92796
Remote Similarity	0.6753	NPC135141
Remote Similarity	0.6736	NPC469785
Remote Similarity	0.6733	NPC133261
Remote Similarity	0.6729	NPC476874
Remote Similarity	0.6727	NPC54744
Remote Similarity	0.6717	NPC63751
Remote Similarity	0.6712	NPC54981
Remote Similarity	0.6712	NPC267811
Remote Similarity	0.6712	NPC238945
Remote Similarity	0.6696	NPC132631
Remote Similarity	0.6696	NPC103687
Remote Similarity	0.6684	NPC120070
Remote Similarity	0.6684	NPC470203
Remote Similarity	0.6684	NPC239737
Remote Similarity	0.6683	NPC151939
Remote Similarity	0.6681	NPC470730
Remote Similarity	0.6681	NPC477175
Remote Similarity	0.6681	NPC477176
Remote Similarity	0.6681	NPC470729
Remote Similarity	0.6667	NPC470731
Remote Similarity	0.6667	NPC470732
Remote Similarity	0.6667	NPC54988
Remote Similarity	0.6667	NPC37423
Remote Similarity	0.6667	NPC329688
Remote Similarity	0.6667	NPC275305
Remote Similarity	0.6667	NPC189812
Remote Similarity	0.6652	NPC282247
Remote Similarity	0.6652	NPC474877
Remote Similarity	0.6652	NPC475969
Remote Similarity	0.6652	NPC475859
Remote Similarity	0.6652	NPC477177
Remote Similarity	0.6651	NPC116555
Remote Similarity	0.665	NPC317105
Remote Similarity	0.6639	NPC314882
Remote Similarity	0.6637	NPC312942
Remote Similarity	0.6637	NPC327095
Remote Similarity	0.6634	NPC472122
Remote Similarity	0.6634	NPC24594
Remote Similarity	0.6634	NPC469358
Remote Similarity	0.6634	NPC48938
Remote Similarity	0.6634	NPC472108
Remote Similarity	0.6634	NPC139291
Remote Similarity	0.6633	NPC201700
Remote Similarity	0.6633	NPC470204
Remote Similarity	0.6632	NPC469763
Remote Similarity	0.6632	NPC469760
Remote Similarity	0.6632	NPC259644
Remote Similarity	0.6632	NPC469786
Remote Similarity	0.6632	NPC469765
Remote Similarity	0.6632	NPC25008
Remote Similarity	0.6632	NPC73952
Remote Similarity	0.6623	NPC165743
Remote Similarity	0.6622	NPC478157
Remote Similarity	0.6621	NPC478158
Remote Similarity	0.6618	NPC300688
Remote Similarity	0.6618	NPC16659
Remote Similarity	0.6618	NPC474707
Remote Similarity	0.6615	NPC53947
Remote Similarity	0.6615	NPC129721
Remote Similarity	0.661	NPC39092
Remote Similarity	0.6608	NPC40455
Remote Similarity	0.6608	NPC476817
Remote Similarity	0.6607	NPC281049
Remote Similarity	0.6598	NPC75540
Remote Similarity	0.6598	NPC211572
Remote Similarity	0.6598	NPC478006
Remote Similarity	0.6598	NPC80597
Remote Similarity	0.6598	NPC476219
Remote Similarity	0.6598	NPC212376
Remote Similarity	0.6598	NPC70922
Remote Similarity	0.6595	NPC63279
Remote Similarity	0.6593	NPC471506
Remote Similarity	0.6591	NPC5145
Remote Similarity	0.659	NPC470500
Remote Similarity	0.6588	NPC474177
Remote Similarity	0.6587	NPC317030
Remote Similarity	0.6587	NPC204565
Remote Similarity	0.6585	NPC477891
Remote Similarity	0.6583	NPC160105
Remote Similarity	0.6583	NPC474561
Remote Similarity	0.6583	NPC49954
Remote Similarity	0.658	NPC470233
Remote Similarity	0.6579	NPC314372
Remote Similarity	0.6579	NPC19170
Remote Similarity	0.6575	NPC71238
Remote Similarity	0.6569	NPC176199
Remote Similarity	0.6569	NPC265710
Remote Similarity	0.6569	NPC215795
Remote Similarity	0.6567	NPC89562
Remote Similarity	0.6567	NPC297642
Remote Similarity	0.6562	NPC477114
Remote Similarity	0.6555	NPC321708
Remote Similarity	0.6555	NPC65215
Remote Similarity	0.6555	NPC173028
Remote Similarity	0.6553	NPC163055
Remote Similarity	0.6552	NPC203754
Remote Similarity	0.6552	NPC150048
Remote Similarity	0.655	NPC319456
Remote Similarity	0.6546	NPC478010
Remote Similarity	0.6546	NPC478009
Remote Similarity	0.6545	NPC288838
Remote Similarity	0.6545	NPC162860
Remote Similarity	0.6542	NPC265576
Remote Similarity	0.654	NPC295452
Remote Similarity	0.654	NPC171393
Remote Similarity	0.6538	NPC94752
Remote Similarity	0.6537	NPC187827
Remote Similarity	0.6537	NPC472105
Remote Similarity	0.6535	NPC314603
Remote Similarity	0.6532	NPC75634
Remote Similarity	0.653	NPC323927
Remote Similarity	0.6528	NPC475506
Remote Similarity	0.6518	NPC471192
Remote Similarity	0.6517	NPC194411
Remote Similarity	0.6515	NPC225018
Remote Similarity	0.6515	NPC282231
Remote Similarity	0.6514	NPC470505
Remote Similarity	0.6513	NPC476297
Remote Similarity	0.6507	NPC98371
Remote Similarity	0.6507	NPC313884
Remote Similarity	0.6507	NPC313514
Remote Similarity	0.6506	NPC315467
Remote Similarity	0.6502	NPC469938
Remote Similarity	0.6498	NPC155143
Remote Similarity	0.6497	NPC230869
Remote Similarity	0.6495	NPC229332
Remote Similarity	0.6494	NPC297862
Remote Similarity	0.6491	NPC253987
Remote Similarity	0.6489	NPC472285
Remote Similarity	0.6482	NPC102423
Remote Similarity	0.6481	NPC303820
Remote Similarity	0.6481	NPC23420
Remote Similarity	0.6481	NPC205254
Remote Similarity	0.6481	NPC106771
Remote Similarity	0.6479	NPC133366
Remote Similarity	0.6474	NPC190296
Remote Similarity	0.6473	NPC471564
Remote Similarity	0.6471	NPC280852
Remote Similarity	0.6467	NPC471322
Remote Similarity	0.6465	NPC473640
Remote Similarity	0.6465	NPC122141
Remote Similarity	0.6465	NPC470499
Remote Similarity	0.6465	NPC279918
Remote Similarity	0.6462	NPC477167
Remote Similarity	0.6462	NPC325903
Remote Similarity	0.6462	NPC477166
Remote Similarity	0.6462	NPC473342
Remote Similarity	0.6462	NPC304187

Drug Structure

NPD5486 OpenBabel08211708292D 33 37 0 0 1 0 0 0 0 0999 V2000 1.6637 0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7935 -4.1599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3242 0.5477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1026 -3.2089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8154 -4.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4582 1.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3242 -0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4334 -2.4657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1463 -3.6247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5921 0.5477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4582 -0.9523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7916 -2.0350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9941 1.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4553 -2.6736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5921 -0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7861 -1.9305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9941 -0.9523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 -1.0827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3364 -1.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8601 -0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1280 -0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8601 0.5477 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1280 0.5477 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7261 -0.9523 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -1.1215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1160 -1.4894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2319 -2.5772 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7261 -1.9523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9250 -0.9016 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0409 -3.1650 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 16 1 0 0 0 0 12 17 2 0 0 0 0 12 27 1 0 0 0 0 13 24 2 0 0 0 0 13 25 1 0 0 0 0 14 1 1 6 0 0 0 14 19 1 0 0 0 0 14 30 1 0 0 0 0 15 17 1 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 28 1 1 0 0 0 20 23 1 0 0 0 0 20 29 1 1 0 0 0 21 24 1 0 0 0 0 21 26 1 0 0 0 0 22 25 2 0 0 0 0 22 27 1 0 0 0 0 23 27 1 6 0 0 0 23 30 1 0 0 0 0 26 31 1 0 0 0 0 28 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009306
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.17
ALogP	-1.4496
MLogP	3.22
XLogP	5.392
HDA	7
HBD	3
Rotatable Bonds	7
TPSA	92.43
RO5 Violation	1