NPASS drugs

Drug Information

Drug ID:	NPD1639
Drug Name:	A-80263
Molecular Formula:	C15H16FN3O5
Canonical SMILES:	CC(N(C(=N)O)O)CNC(=O)c1ccc(o1)Oc1ccc(cc1)F
Standard InCHI:	InChI=1S/C15H16FN3O5/c1-9(19(22)15(17)21)8-18-14(20)12-6-7-13(24-12)23-11-4-2-10(16)3-5-11/h2-7,9,22H,8H2,1H3,(H2,17,21)(H,18,20)
Standard InCHIKey:	NBNYKQBRDOYFNC-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1639

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	206
0.1-0.2	2844
0.2-0.3	9011
0.3-0.4	4701
0.4-0.5	12648
0.5-0.6	1438
0.6-0.7	40
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	0.7665	NPC325857
Intermediate Similarity	0.7394	NPC235194
Remote Similarity	0.663	NPC320751
Remote Similarity	0.6432	NPC299806
Remote Similarity	0.6406	NPC66490
Remote Similarity	0.6404	NPC238412
Remote Similarity	0.6256	NPC471650
Remote Similarity	0.6243	NPC471649
Remote Similarity	0.6181	NPC475421
Remote Similarity	0.6168	NPC257266
Remote Similarity	0.6162	NPC471646
Remote Similarity	0.6162	NPC471647
Remote Similarity	0.6154	NPC471651
Remote Similarity	0.614	NPC257728
Remote Similarity	0.6133	NPC476475
Remote Similarity	0.6119	NPC197335
Remote Similarity	0.6114	NPC473450
Remote Similarity	0.6111	NPC153365
Remote Similarity	0.6089	NPC470112
Remote Similarity	0.6089	NPC314659
Remote Similarity	0.6089	NPC167763
Remote Similarity	0.6089	NPC470903
Remote Similarity	0.6082	NPC472923
Remote Similarity	0.6078	NPC87391
Remote Similarity	0.6075	NPC17760
Remote Similarity	0.6073	NPC470708
Remote Similarity	0.6071	NPC129486
Remote Similarity	0.6068	NPC61332
Remote Similarity	0.6068	NPC240130
Remote Similarity	0.6061	NPC475532
Remote Similarity	0.6041	NPC198254
Remote Similarity	0.6041	NPC274198
Remote Similarity	0.604	NPC473404
Remote Similarity	0.604	NPC121400
Remote Similarity	0.603	NPC165285
Remote Similarity	0.6029	NPC469815
Remote Similarity	0.6029	NPC128683
Remote Similarity	0.6029	NPC469816
Remote Similarity	0.6011	NPC324081
Remote Similarity	0.601	NPC471648
Remote Similarity	0.6	NPC477258
Remote Similarity	0.6	NPC266425
Remote Similarity	0.5969	NPC254700
Remote Similarity	0.5961	NPC270301
Remote Similarity	0.596	NPC276506
Remote Similarity	0.5951	NPC315542
Remote Similarity	0.595	NPC17698
Remote Similarity	0.5945	NPC194699
Remote Similarity	0.5945	NPC219350
Remote Similarity	0.5939	NPC473502
Remote Similarity	0.5934	NPC196708
Remote Similarity	0.5928	NPC469243
Remote Similarity	0.5924	NPC125924
Remote Similarity	0.592	NPC196243
Remote Similarity	0.5914	NPC168750
Remote Similarity	0.5899	NPC311753
Remote Similarity	0.5895	NPC214239
Remote Similarity	0.5885	NPC248822
Remote Similarity	0.5885	NPC473580
Remote Similarity	0.5879	NPC196091
Remote Similarity	0.5877	NPC122886
Remote Similarity	0.587	NPC48202
Remote Similarity	0.5865	NPC234069
Remote Similarity	0.5865	NPC102959
Remote Similarity	0.586	NPC204546
Remote Similarity	0.5859	NPC471652
Remote Similarity	0.5851	NPC311658
Remote Similarity	0.5846	NPC475544
Remote Similarity	0.5845	NPC285192
Remote Similarity	0.5838	NPC223207
Remote Similarity	0.5837	NPC469442
Remote Similarity	0.5837	NPC64140
Remote Similarity	0.5837	NPC283207
Remote Similarity	0.5837	NPC174122
Remote Similarity	0.5837	NPC60516
Remote Similarity	0.5837	NPC277306
Remote Similarity	0.5833	NPC153554
Remote Similarity	0.5833	NPC39431
Remote Similarity	0.5829	NPC302715
Remote Similarity	0.5825	NPC477254
Remote Similarity	0.5824	NPC132308
Remote Similarity	0.5821	NPC73280
Remote Similarity	0.5817	NPC94862
Remote Similarity	0.5817	NPC329731
Remote Similarity	0.5814	NPC477551
Remote Similarity	0.5808	NPC61004
Remote Similarity	0.5808	NPC304074
Remote Similarity	0.5808	NPC471771
Remote Similarity	0.5808	NPC290755
Remote Similarity	0.58	NPC46009
Remote Similarity	0.58	NPC475123
Remote Similarity	0.58	NPC475204
Remote Similarity	0.5795	NPC287757
Remote Similarity	0.5795	NPC319320
Remote Similarity	0.5794	NPC477552
Remote Similarity	0.5794	NPC477550
Remote Similarity	0.5785	NPC25539
Remote Similarity	0.5781	NPC470088
Remote Similarity	0.5778	NPC478046
Remote Similarity	0.5778	NPC314914
Remote Similarity	0.5778	NPC328856
Remote Similarity	0.5778	NPC180210
Remote Similarity	0.5778	NPC478047
Remote Similarity	0.5778	NPC321226
Remote Similarity	0.5764	NPC254053
Remote Similarity	0.5764	NPC303581
Remote Similarity	0.5764	NPC67978
Remote Similarity	0.5756	NPC475564
Remote Similarity	0.5756	NPC475409
Remote Similarity	0.5756	NPC170302
Remote Similarity	0.5752	NPC316368
Remote Similarity	0.5752	NPC284236
Remote Similarity	0.575	NPC186617
Remote Similarity	0.575	NPC280022
Remote Similarity	0.5743	NPC86469
Remote Similarity	0.5742	NPC4910
Remote Similarity	0.5741	NPC242728
Remote Similarity	0.5739	NPC272487
Remote Similarity	0.5737	NPC9373
Remote Similarity	0.5735	NPC4669
Remote Similarity	0.5733	NPC478048
Remote Similarity	0.5728	NPC288305
Remote Similarity	0.5722	NPC474852
Remote Similarity	0.5721	NPC473693
Remote Similarity	0.5721	NPC46744
Remote Similarity	0.5721	NPC40234
Remote Similarity	0.5721	NPC73020
Remote Similarity	0.5721	NPC215098
Remote Similarity	0.5721	NPC124302
Remote Similarity	0.5721	NPC138083
Remote Similarity	0.5721	NPC471568
Remote Similarity	0.5721	NPC70290
Remote Similarity	0.5721	NPC14622
Remote Similarity	0.5714	NPC164608
Remote Similarity	0.5714	NPC169387
Remote Similarity	0.5714	NPC477259
Remote Similarity	0.5708	NPC226708
Remote Similarity	0.5707	NPC308267
Remote Similarity	0.5707	NPC257763
Remote Similarity	0.5702	NPC170101
Remote Similarity	0.5698	NPC52035
Remote Similarity	0.5691	NPC471321
Remote Similarity	0.5691	NPC471306
Remote Similarity	0.5689	NPC314817
Remote Similarity	0.5689	NPC66191
Remote Similarity	0.5689	NPC316297
Remote Similarity	0.5687	NPC141440
Remote Similarity	0.5686	NPC286195
Remote Similarity	0.5686	NPC50016
Remote Similarity	0.5683	NPC470392
Remote Similarity	0.5678	NPC158900
Remote Similarity	0.5674	NPC24228
Remote Similarity	0.5672	NPC469505
Remote Similarity	0.5668	NPC72788
Remote Similarity	0.5668	NPC318028
Remote Similarity	0.5668	NPC318984
Remote Similarity	0.5668	NPC226652
Remote Similarity	0.5668	NPC259800
Remote Similarity	0.5668	NPC328137
Remote Similarity	0.5668	NPC120671
Remote Similarity	0.5668	NPC241086
Remote Similarity	0.5668	NPC317741
Remote Similarity	0.5668	NPC282087
Remote Similarity	0.5668	NPC314100
Remote Similarity	0.5665	NPC306804
Remote Similarity	0.5665	NPC137627
Remote Similarity	0.5665	NPC328451
Remote Similarity	0.5665	NPC273755
Remote Similarity	0.5662	NPC207971
Remote Similarity	0.566	NPC473407
Remote Similarity	0.566	NPC473378
Remote Similarity	0.5659	NPC473546
Remote Similarity	0.5654	NPC59827
Remote Similarity	0.5654	NPC198401
Remote Similarity	0.5654	NPC184933
Remote Similarity	0.5654	NPC477638
Remote Similarity	0.5654	NPC477632
Remote Similarity	0.5649	NPC477588
Remote Similarity	0.5649	NPC477586
Remote Similarity	0.5649	NPC477590
Remote Similarity	0.5649	NPC477585
Remote Similarity	0.5648	NPC300443
Remote Similarity	0.5648	NPC112937
Remote Similarity	0.5645	NPC307682
Remote Similarity	0.5641	NPC256689
Remote Similarity	0.5641	NPC119669
Remote Similarity	0.5641	NPC123011
Remote Similarity	0.5639	NPC471197
Remote Similarity	0.5637	NPC471165
Remote Similarity	0.5636	NPC268077
Remote Similarity	0.5631	NPC330683
Remote Similarity	0.5631	NPC329567
Remote Similarity	0.5629	NPC298087
Remote Similarity	0.5628	NPC149962
Remote Similarity	0.5622	NPC294516
Remote Similarity	0.5622	NPC107938
Remote Similarity	0.5622	NPC59567
Remote Similarity	0.5622	NPC470441
Remote Similarity	0.5619	NPC50562
Remote Similarity	0.5619	NPC116007

Drug Structure

NPD1639 OpenBabel08211701082D 28 29 0 0 1 0 0 0 0 0999 V2000 -4.5495 0.2875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9672 -0.4170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9617 -0.5215 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.5686 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -1.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3630 -1.5396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -0.5055 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.9508 -0.7306 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.2260 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3684 -1.4350 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7971 -1.9305 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7697 -2.4531 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7807 -2.2441 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 1.4945 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 -6.9453 -0.8351 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7861 -2.1395 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7642 -2.5576 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1874 -3.1576 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 4 1 0 0 0 0 2 10 2 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 11 2 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 12 2 0 0 0 0 7 13 2 0 0 0 0 8 9 1 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 24 1 0 0 0 0 13 23 1 0 0 0 0 13 24 1 0 0 0 0 14 18 1 0 0 0 0 14 20 2 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 15 21 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 22 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011735
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	337.11
ALogP	-0.9856
MLogP	2.12
XLogP	2.331
HDA	4
HBD	4
Rotatable Bonds	12
TPSA	119.02
RO5 Violation	0