NPASS drugs

Drug Information

Drug ID:	NPD2085
Drug Name:	GYKI-12743
Molecular Formula:	C16H19N3O3
Canonical SMILES:	O=c1cccnn1CCCNCC1COc2c(O1)cccc2
Standard InCHI:	InChI=1S/C16H19N3O3/c20-16-7-3-9-18-19(16)10-4-8-17-11-13-12-21-14-5-1-2-6-15(14)22-13/h1-3,5-7,9,13,17H,4,8,10-12H2
Standard InCHIKey:	FJNRJBQUOQLUNQ-UHFFFAOYSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2085

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	175
0.1-0.2	2470
0.2-0.3	9488
0.3-0.4	4176
0.4-0.5	11071
0.5-0.6	3428
0.6-0.7	82
0.7-0.8	0
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
Remote Similarity	0.6948	NPC209195
Remote Similarity	0.6948	NPC13826
Remote Similarity	0.6883	NPC274441
Remote Similarity	0.6857	NPC95977
Remote Similarity	0.6795	NPC469808
Remote Similarity	0.6774	NPC29650
Remote Similarity	0.6753	NPC247018
Remote Similarity	0.6753	NPC97870
Remote Similarity	0.6753	NPC307123
Remote Similarity	0.6731	NPC138365
Remote Similarity	0.6646	NPC113236
Remote Similarity	0.6646	NPC214036
Remote Similarity	0.6624	NPC230698
Remote Similarity	0.6624	NPC136330
Remote Similarity	0.6624	NPC277042
Remote Similarity	0.6624	NPC73883
Remote Similarity	0.6624	NPC255817
Remote Similarity	0.6624	NPC251454
Remote Similarity	0.6624	NPC196609
Remote Similarity	0.6624	NPC205178
Remote Similarity	0.6623	NPC196026
Remote Similarity	0.6623	NPC200555
Remote Similarity	0.6582	NPC99078
Remote Similarity	0.6579	NPC136112
Remote Similarity	0.6579	NPC320242
Remote Similarity	0.6579	NPC141739
Remote Similarity	0.6561	NPC167096
Remote Similarity	0.6544	NPC313918
Remote Similarity	0.6541	NPC252107
Remote Similarity	0.6541	NPC470707
Remote Similarity	0.6541	NPC220923
Remote Similarity	0.65	NPC231572
Remote Similarity	0.6456	NPC193673
Remote Similarity	0.6456	NPC45783
Remote Similarity	0.6456	NPC103947
Remote Similarity	0.6456	NPC94280
Remote Similarity	0.6456	NPC328419
Remote Similarity	0.6456	NPC159150
Remote Similarity	0.6454	NPC41594
Remote Similarity	0.6415	NPC96406
Remote Similarity	0.6375	NPC137172
Remote Similarity	0.6375	NPC145446
Remote Similarity	0.6358	NPC158900
Remote Similarity	0.6335	NPC231163
Remote Similarity	0.6335	NPC95366
Remote Similarity	0.6335	NPC318591
Remote Similarity	0.6335	NPC248505
Remote Similarity	0.6329	NPC208022
Remote Similarity	0.6329	NPC217574
Remote Similarity	0.6303	NPC244338
Remote Similarity	0.6234	NPC328267
Remote Similarity	0.6218	NPC218323
Remote Similarity	0.6213	NPC182119
Remote Similarity	0.6211	NPC180647
Remote Similarity	0.6199	NPC270811
Remote Similarity	0.6199	NPC471073
Remote Similarity	0.6199	NPC206372
Remote Similarity	0.6199	NPC203424
Remote Similarity	0.6173	NPC307682
Remote Similarity	0.6169	NPC298486
Remote Similarity	0.6135	NPC225745
Remote Similarity	0.6131	NPC296085
Remote Similarity	0.6125	NPC318862
Remote Similarity	0.6121	NPC204546
Remote Similarity	0.6114	NPC329640
Remote Similarity	0.6095	NPC277857
Remote Similarity	0.6095	NPC115144
Remote Similarity	0.6087	NPC297584
Remote Similarity	0.6071	NPC9373
Remote Similarity	0.6049	NPC284855
Remote Similarity	0.6049	NPC282477
Remote Similarity	0.6038	NPC283079
Remote Similarity	0.6036	NPC71629
Remote Similarity	0.6034	NPC169742
Remote Similarity	0.6028	NPC314803
Remote Similarity	0.6025	NPC118419
Remote Similarity	0.6025	NPC274732
Remote Similarity	0.6022	NPC164608
Remote Similarity	0.6013	NPC256369
Remote Similarity	0.6011	NPC124626
Remote Similarity	0.6	NPC128877
Remote Similarity	0.6	NPC206876
Remote Similarity	0.5988	NPC308571
Remote Similarity	0.5988	NPC266425
Remote Similarity	0.5988	NPC160692
Remote Similarity	0.5978	NPC231198
Remote Similarity	0.5975	NPC186898
Remote Similarity	0.5974	NPC263835
Remote Similarity	0.5963	NPC476570
Remote Similarity	0.5955	NPC254700
Remote Similarity	0.5948	NPC277460
Remote Similarity	0.5948	NPC228907
Remote Similarity	0.5944	NPC329717
Remote Similarity	0.5944	NPC474858
Remote Similarity	0.5939	NPC253429
Remote Similarity	0.5939	NPC28641
Remote Similarity	0.5939	NPC194359
Remote Similarity	0.5936	NPC138083
Remote Similarity	0.5928	NPC323204
Remote Similarity	0.5926	NPC471953
Remote Similarity	0.5924	NPC315632
Remote Similarity	0.5924	NPC255253
Remote Similarity	0.5918	NPC214368
Remote Similarity	0.5915	NPC11147
Remote Similarity	0.5912	NPC301713
Remote Similarity	0.5909	NPC37858
Remote Similarity	0.5904	NPC276120
Remote Similarity	0.5904	NPC299583
Remote Similarity	0.5892	NPC32064
Remote Similarity	0.5889	NPC2770
Remote Similarity	0.5889	NPC39103
Remote Similarity	0.5882	NPC120075
Remote Similarity	0.5879	NPC174754
Remote Similarity	0.5879	NPC473748
Remote Similarity	0.5875	NPC172403
Remote Similarity	0.5872	NPC471032
Remote Similarity	0.5872	NPC470935
Remote Similarity	0.587	NPC318429
Remote Similarity	0.5868	NPC189724
Remote Similarity	0.5868	NPC212850
Remote Similarity	0.5868	NPC83289
Remote Similarity	0.5862	NPC476568
Remote Similarity	0.585	NPC157473
Remote Similarity	0.585	NPC151530
Remote Similarity	0.585	NPC258171
Remote Similarity	0.5849	NPC71105
Remote Similarity	0.5849	NPC246133
Remote Similarity	0.5849	NPC182147
Remote Similarity	0.5849	NPC170583
Remote Similarity	0.5849	NPC87113
Remote Similarity	0.5849	NPC207541
Remote Similarity	0.5849	NPC152186
Remote Similarity	0.5843	NPC312770
Remote Similarity	0.5843	NPC160607
Remote Similarity	0.5843	NPC14600
Remote Similarity	0.5843	NPC204848
Remote Similarity	0.5843	NPC41473
Remote Similarity	0.5843	NPC476475
Remote Similarity	0.5843	NPC193528
Remote Similarity	0.5839	NPC155838
Remote Similarity	0.5839	NPC179309
Remote Similarity	0.5838	NPC181905
Remote Similarity	0.5838	NPC60538
Remote Similarity	0.5838	NPC207824
Remote Similarity	0.5833	NPC475393
Remote Similarity	0.5829	NPC476580
Remote Similarity	0.5828	NPC26524
Remote Similarity	0.5824	NPC247298
Remote Similarity	0.5823	NPC211218
Remote Similarity	0.5823	NPC108545
Remote Similarity	0.5823	NPC21238
Remote Similarity	0.5818	NPC470471
Remote Similarity	0.5817	NPC268317
Remote Similarity	0.5817	NPC258992
Remote Similarity	0.5814	NPC324081
Remote Similarity	0.5813	NPC156944
Remote Similarity	0.5813	NPC251466
Remote Similarity	0.5805	NPC469711
Remote Similarity	0.5804	NPC132725
Remote Similarity	0.5802	NPC195749
Remote Similarity	0.5802	NPC262641
Remote Similarity	0.5802	NPC52029
Remote Similarity	0.5802	NPC470706
Remote Similarity	0.5802	NPC35961
Remote Similarity	0.58	NPC166837
Remote Similarity	0.5796	NPC211992
Remote Similarity	0.5795	NPC477564
Remote Similarity	0.5795	NPC2295
Remote Similarity	0.5795	NPC471649
Remote Similarity	0.5795	NPC233926
Remote Similarity	0.5795	NPC281629
Remote Similarity	0.5793	NPC169766
Remote Similarity	0.5793	NPC105541
Remote Similarity	0.5793	NPC132308
Remote Similarity	0.5789	NPC189908
Remote Similarity	0.5789	NPC130926
Remote Similarity	0.5787	NPC242728
Remote Similarity	0.5786	NPC300955
Remote Similarity	0.5784	NPC329992
Remote Similarity	0.5784	NPC4669
Remote Similarity	0.5783	NPC77992
Remote Similarity	0.5783	NPC214729
Remote Similarity	0.5782	NPC176971
Remote Similarity	0.578	NPC76412
Remote Similarity	0.5779	NPC9248
Remote Similarity	0.5779	NPC280001
Remote Similarity	0.5779	NPC185738
Remote Similarity	0.5776	NPC291449
Remote Similarity	0.5776	NPC99798
Remote Similarity	0.5776	NPC153990
Remote Similarity	0.5776	NPC41331
Remote Similarity	0.5776	NPC157740
Remote Similarity	0.5771	NPC474852
Remote Similarity	0.5771	NPC119669
Remote Similarity	0.5771	NPC76213
Remote Similarity	0.5771	NPC277669
Remote Similarity	0.5771	NPC123011
Remote Similarity	0.5771	NPC476579
Remote Similarity	0.5771	NPC256689
Remote Similarity	0.5767	NPC315542

Drug Structure

NPD2085 OpenBabel08211701392D 23 25 0 0 1 0 0 0 0 0999 V2000 6.9282 -1.0000 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 -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 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 1.7321 2.0000 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 0.8660 0.5000 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 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 3 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 -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 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 3 9 1 0 0 0 0 4 8 1 0 0 0 0 4 10 1 0 0 0 0 5 14 2 0 0 0 0 6 15 2 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 18 2 0 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 16 20 2 0 0 0 0 17 23 1 0 0 0 0 18 19 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003027
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	301.14
ALogP	-1.4352
MLogP	2.56
XLogP	1.695
HDA	4
HBD	1
Rotatable Bonds	6
TPSA	63.16
RO5 Violation	0