NPASS drugs

Drug Information

Drug ID:	NPD2869
Drug Name:
Molecular Formula:	C18H19F2N3O4
Canonical SMILES:	NCC1OCCN(C1)c1c(F)cc2c(c1F)n(cc(c2=O)C(=O)O)C1CC1
Standard InCHI:	InChI=1S/C18H19F2N3O4/c19-13-5-11-15(14(20)16(13)22-3-4-27-10(6-21)7-22)23(9-1-2-9)8-12(17(11)24)18(25)26/h5,8-10H,1-4,6-7,21H2,(H,25,26)
Standard InCHIKey:	MVKGRIHKSLEKTE-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2869

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	180
0.1-0.2	1001
0.2-0.3	4987
0.3-0.4	12382
0.4-0.5	10174
0.5-0.6	1893
0.6-0.7	261
0.7-0.8	9
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	0.9085	NPC292265
Intermediate Similarity	0.8412	NPC318183
Intermediate Similarity	0.8249	NPC316141
Intermediate Similarity	0.7865	NPC330683
Intermediate Similarity	0.7865	NPC329567
Intermediate Similarity	0.7105	NPC14994
Intermediate Similarity	0.7086	NPC314223
Intermediate Similarity	0.7056	NPC293458
Intermediate Similarity	0.7039	NPC36495
Intermediate Similarity	0.7037	NPC97584
Intermediate Similarity	0.7017	NPC113056
Intermediate Similarity	0.7017	NPC138293
Remote Similarity	0.6984	NPC159963
Remote Similarity	0.6915	NPC218594
Remote Similarity	0.6915	NPC99043
Remote Similarity	0.6902	NPC223595
Remote Similarity	0.6902	NPC224970
Remote Similarity	0.6902	NPC167724
Remote Similarity	0.6889	NPC61013
Remote Similarity	0.6889	NPC123241
Remote Similarity	0.6865	NPC472118
Remote Similarity	0.6862	NPC186669
Remote Similarity	0.686	NPC43477
Remote Similarity	0.6851	NPC193410
Remote Similarity	0.6813	NPC248117
Remote Similarity	0.6766	NPC194562
Remote Similarity	0.6744	NPC319645
Remote Similarity	0.6737	NPC6974
Remote Similarity	0.6737	NPC475094
Remote Similarity	0.6736	NPC52262
Remote Similarity	0.6735	NPC25401
Remote Similarity	0.672	NPC203202
Remote Similarity	0.672	NPC264482
Remote Similarity	0.6719	NPC470317
Remote Similarity	0.6718	NPC316405
Remote Similarity	0.6667	NPC329338
Remote Similarity	0.6667	NPC214960
Remote Similarity	0.6667	NPC473815
Remote Similarity	0.6667	NPC279527
Remote Similarity	0.6667	NPC469726
Remote Similarity	0.6648	NPC314186
Remote Similarity	0.6647	NPC58827
Remote Similarity	0.6647	NPC307437
Remote Similarity	0.6647	NPC72473
Remote Similarity	0.6631	NPC470971
Remote Similarity	0.663	NPC474058
Remote Similarity	0.6627	NPC314098
Remote Similarity	0.6617	NPC218733
Remote Similarity	0.6617	NPC132874
Remote Similarity	0.6617	NPC265642
Remote Similarity	0.6617	NPC138615
Remote Similarity	0.6614	NPC177261
Remote Similarity	0.6608	NPC253476
Remote Similarity	0.6599	NPC313293
Remote Similarity	0.6595	NPC472117
Remote Similarity	0.6578	NPC472114
Remote Similarity	0.6578	NPC472115
Remote Similarity	0.6573	NPC478039
Remote Similarity	0.6562	NPC147298
Remote Similarity	0.6562	NPC182057
Remote Similarity	0.6562	NPC131450
Remote Similarity	0.655	NPC202812
Remote Similarity	0.6534	NPC472241
Remote Similarity	0.6527	NPC472244
Remote Similarity	0.6527	NPC470343
Remote Similarity	0.6522	NPC478075
Remote Similarity	0.6517	NPC472242
Remote Similarity	0.6515	NPC5630
Remote Similarity	0.6514	NPC472243
Remote Similarity	0.6514	NPC242933
Remote Similarity	0.6513	NPC471742
Remote Similarity	0.651	NPC14849
Remote Similarity	0.6505	NPC282339
Remote Similarity	0.6505	NPC99632
Remote Similarity	0.6492	NPC470548
Remote Similarity	0.6492	NPC328611
Remote Similarity	0.6492	NPC248862
Remote Similarity	0.6489	NPC182131
Remote Similarity	0.6488	NPC1464
Remote Similarity	0.6482	NPC203628
Remote Similarity	0.6477	NPC471164
Remote Similarity	0.6471	NPC189116
Remote Similarity	0.6464	NPC144691
Remote Similarity	0.6463	NPC291962
Remote Similarity	0.6463	NPC177684
Remote Similarity	0.6452	NPC472102
Remote Similarity	0.6452	NPC309531
Remote Similarity	0.6452	NPC27904
Remote Similarity	0.6443	NPC475685
Remote Similarity	0.6439	NPC232600
Remote Similarity	0.6436	NPC303214
Remote Similarity	0.6424	NPC258531
Remote Similarity	0.6424	NPC112373
Remote Similarity	0.6424	NPC161956
Remote Similarity	0.6424	NPC179605
Remote Similarity	0.6424	NPC279385
Remote Similarity	0.6417	NPC35510
Remote Similarity	0.6417	NPC253667
Remote Similarity	0.6404	NPC90967
Remote Similarity	0.6394	NPC195787
Remote Similarity	0.6394	NPC246140
Remote Similarity	0.6386	NPC257490
Remote Similarity	0.6386	NPC221687
Remote Similarity	0.6386	NPC103292
Remote Similarity	0.6383	NPC204867
Remote Similarity	0.6379	NPC173295
Remote Similarity	0.6378	NPC477159
Remote Similarity	0.6374	NPC472245
Remote Similarity	0.6373	NPC476441
Remote Similarity	0.6373	NPC475607
Remote Similarity	0.6364	NPC225319
Remote Similarity	0.6359	NPC469732
Remote Similarity	0.6355	NPC97100
Remote Similarity	0.6355	NPC473375
Remote Similarity	0.6354	NPC285622
Remote Similarity	0.6354	NPC476425
Remote Similarity	0.6349	NPC52059
Remote Similarity	0.6349	NPC470069
Remote Similarity	0.6345	NPC285923
Remote Similarity	0.6344	NPC153694
Remote Similarity	0.6344	NPC113946
Remote Similarity	0.6344	NPC211525
Remote Similarity	0.634	NPC474081
Remote Similarity	0.6339	NPC154602
Remote Similarity	0.6337	NPC316746
Remote Similarity	0.633	NPC472121
Remote Similarity	0.633	NPC176983
Remote Similarity	0.6321	NPC475594
Remote Similarity	0.6308	NPC474041
Remote Similarity	0.6308	NPC475761
Remote Similarity	0.6307	NPC287358
Remote Similarity	0.6305	NPC34717
Remote Similarity	0.63	NPC284706
Remote Similarity	0.6296	NPC313757
Remote Similarity	0.6294	NPC322433
Remote Similarity	0.6279	NPC314431
Remote Similarity	0.6278	NPC130797
Remote Similarity	0.6269	NPC181138
Remote Similarity	0.6269	NPC276993
Remote Similarity	0.6269	NPC214626
Remote Similarity	0.6269	NPC21752
Remote Similarity	0.6269	NPC293255
Remote Similarity	0.6269	NPC298851
Remote Similarity	0.6269	NPC251212
Remote Similarity	0.6269	NPC139085
Remote Similarity	0.6269	NPC210415
Remote Similarity	0.6268	NPC329833
Remote Similarity	0.6268	NPC87714
Remote Similarity	0.6263	NPC472106
Remote Similarity	0.6262	NPC107828
Remote Similarity	0.6262	NPC90358
Remote Similarity	0.6256	NPC285192
Remote Similarity	0.625	NPC471197
Remote Similarity	0.625	NPC268534
Remote Similarity	0.625	NPC39818
Remote Similarity	0.6243	NPC472101
Remote Similarity	0.6243	NPC472120
Remote Similarity	0.6237	NPC473297
Remote Similarity	0.623	NPC300596
Remote Similarity	0.623	NPC237649
Remote Similarity	0.6223	NPC310403
Remote Similarity	0.6223	NPC263709
Remote Similarity	0.6223	NPC148468
Remote Similarity	0.6223	NPC63210
Remote Similarity	0.6223	NPC154478
Remote Similarity	0.6223	NPC243673
Remote Similarity	0.6223	NPC97380
Remote Similarity	0.6221	NPC471198
Remote Similarity	0.6221	NPC150863
Remote Similarity	0.6221	NPC77777
Remote Similarity	0.6216	NPC285381
Remote Similarity	0.6215	NPC281104
Remote Similarity	0.6203	NPC29285
Remote Similarity	0.6203	NPC63370
Remote Similarity	0.6203	NPC36836
Remote Similarity	0.6202	NPC136573
Remote Similarity	0.6202	NPC471512
Remote Similarity	0.6202	NPC176371
Remote Similarity	0.6201	NPC316202
Remote Similarity	0.6199	NPC19175
Remote Similarity	0.6196	NPC241392
Remote Similarity	0.6195	NPC472116
Remote Similarity	0.6188	NPC473298
Remote Similarity	0.6186	NPC96901
Remote Similarity	0.6185	NPC280807
Remote Similarity	0.6184	NPC151171
Remote Similarity	0.6183	NPC478076
Remote Similarity	0.6173	NPC127082
Remote Similarity	0.6169	NPC181928
Remote Similarity	0.6168	NPC226143
Remote Similarity	0.6162	NPC243756
Remote Similarity	0.6162	NPC476428
Remote Similarity	0.6158	NPC286871
Remote Similarity	0.6158	NPC476231
Remote Similarity	0.6158	NPC22476
Remote Similarity	0.615	NPC49184
Remote Similarity	0.6146	NPC21483
Remote Similarity	0.6146	NPC19692
Remote Similarity	0.6146	NPC220151
Remote Similarity	0.6146	NPC198205

Drug Structure

NPD2869 OpenBabel08211702562D 30 33 0 0 1 0 0 0 0 0999 V2000 -0.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.8660 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 -5.1962 -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 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 -0.0000 1.0000 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 -0.8660 -1.5000 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 -2.5981 -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 -0.8660 -0.5000 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 0.0000 -2.0000 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 -3.4641 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 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 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 O 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 -3.4641 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 4 1 0 0 0 0 3 22 1 0 0 0 0 4 27 1 0 0 0 0 5 11 2 0 0 0 0 5 13 1 0 0 0 0 6 10 1 0 0 0 0 6 21 1 0 0 0 0 7 10 1 0 0 0 0 7 22 1 0 0 0 0 8 12 2 0 0 0 0 8 23 1 0 0 0 0 9 23 1 0 0 0 0 10 27 1 0 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 17 1 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 23 1 0 0 0 0 16 22 1 0 0 0 0 17 24 2 0 0 0 0 18 25 2 0 0 0 0 18 26 1 0 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008811
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	379.13
ALogP	-1.301
MLogP	2.45
XLogP	1.404
HDA	7
HBD	2
Rotatable Bonds	8
TPSA	96.1
RO5 Violation	0