NPASS drugs

Drug Information

Drug ID:	NPD2836
Drug Name:	Etofenamate
Molecular Formula:	C18H18F3NO4
Canonical SMILES:	OCCOCCOC(=O)c1ccccc1Nc1cccc(c1)C(F)(F)F
Standard InCHI:	InChI=1S/C18H18F3NO4/c19-18(20,21)13-4-3-5-14(12-13)22-16-7-2-1-6-15(16)17(24)26-11-10-25-9-8-23/h1-7,12,22-23H,8-11H2
Standard InCHIKey:	XILVEPYQJIOVNB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD2836

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	168
0.1-0.2	956
0.2-0.3	4086
0.3-0.4	8392
0.4-0.5	11614
0.5-0.6	5169
0.6-0.7	462
0.7-0.8	42
0.8-0.85	1
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	0.8243	NPC173295
Intermediate Similarity	0.7959	NPC122235
Intermediate Similarity	0.7933	NPC253476
Intermediate Similarity	0.7931	NPC226794
Intermediate Similarity	0.7879	NPC182131
Intermediate Similarity	0.7857	NPC43477
Intermediate Similarity	0.7571	NPC477998
Intermediate Similarity	0.7534	NPC130931
Intermediate Similarity	0.7515	NPC470971
Intermediate Similarity	0.7345	NPC471742
Intermediate Similarity	0.7268	NPC21483
Intermediate Similarity	0.7268	NPC198205
Intermediate Similarity	0.7243	NPC112752
Intermediate Similarity	0.7243	NPC311054
Intermediate Similarity	0.7233	NPC242933
Intermediate Similarity	0.7212	NPC314223
Intermediate Similarity	0.7208	NPC194562
Intermediate Similarity	0.7204	NPC90358
Intermediate Similarity	0.7204	NPC107828
Intermediate Similarity	0.7195	NPC300596
Intermediate Similarity	0.7195	NPC237649
Intermediate Similarity	0.7191	NPC470317
Intermediate Similarity	0.7189	NPC198390
Intermediate Similarity	0.7181	NPC475223
Intermediate Similarity	0.7175	NPC283810
Intermediate Similarity	0.717	NPC319645
Intermediate Similarity	0.7162	NPC229353
Intermediate Similarity	0.7143	NPC246983
Intermediate Similarity	0.7143	NPC475448
Intermediate Similarity	0.7128	NPC136573
Intermediate Similarity	0.7128	NPC176371
Intermediate Similarity	0.7118	NPC27904
Intermediate Similarity	0.7107	NPC159722
Intermediate Similarity	0.7086	NPC268534
Intermediate Similarity	0.7079	NPC475685
Intermediate Similarity	0.7067	NPC279385
Intermediate Similarity	0.7067	NPC179605
Intermediate Similarity	0.7063	NPC181527
Intermediate Similarity	0.7049	NPC313293
Intermediate Similarity	0.7035	NPC189116
Intermediate Similarity	0.702	NPC103292
Intermediate Similarity	0.7017	NPC49184
Intermediate Similarity	0.7006	NPC471743
Remote Similarity	0.6978	NPC90415
Remote Similarity	0.6952	NPC476218
Remote Similarity	0.6952	NPC108804
Remote Similarity	0.6943	NPC477999
Remote Similarity	0.6943	NPC314098
Remote Similarity	0.6939	NPC244856
Remote Similarity	0.6927	NPC475094
Remote Similarity	0.6923	NPC209389
Remote Similarity	0.6919	NPC93653
Remote Similarity	0.6904	NPC306644
Remote Similarity	0.6904	NPC236424
Remote Similarity	0.6898	NPC476256
Remote Similarity	0.6898	NPC476207
Remote Similarity	0.6898	NPC476129
Remote Similarity	0.6898	NPC476212
Remote Similarity	0.6898	NPC476206
Remote Similarity	0.6898	NPC476205
Remote Similarity	0.6898	NPC259791
Remote Similarity	0.6898	NPC476257
Remote Similarity	0.6893	NPC177261
Remote Similarity	0.6879	NPC199737
Remote Similarity	0.6875	NPC471778
Remote Similarity	0.6869	NPC274842
Remote Similarity	0.6867	NPC259678
Remote Similarity	0.6845	NPC144691
Remote Similarity	0.6842	NPC150323
Remote Similarity	0.6839	NPC139506
Remote Similarity	0.6839	NPC292143
Remote Similarity	0.6833	NPC256268
Remote Similarity	0.6813	NPC243058
Remote Similarity	0.6804	NPC313345
Remote Similarity	0.6804	NPC314855
Remote Similarity	0.6804	NPC313796
Remote Similarity	0.6804	NPC315638
Remote Similarity	0.68	NPC299582
Remote Similarity	0.6798	NPC191310
Remote Similarity	0.6796	NPC85613
Remote Similarity	0.6788	NPC308197
Remote Similarity	0.6778	NPC219848
Remote Similarity	0.6776	NPC203635
Remote Similarity	0.6769	NPC315545
Remote Similarity	0.6769	NPC314297
Remote Similarity	0.6753	NPC39818
Remote Similarity	0.6751	NPC25961
Remote Similarity	0.6744	NPC63370
Remote Similarity	0.6744	NPC36836
Remote Similarity	0.6736	NPC269457
Remote Similarity	0.6724	NPC320064
Remote Similarity	0.672	NPC316405
Remote Similarity	0.6704	NPC73280
Remote Similarity	0.6688	NPC257490
Remote Similarity	0.6688	NPC250476
Remote Similarity	0.6687	NPC287358
Remote Similarity	0.6686	NPC88970
Remote Similarity	0.6667	NPC314834
Remote Similarity	0.6667	NPC177684
Remote Similarity	0.6667	NPC291962
Remote Similarity	0.6667	NPC192533
Remote Similarity	0.6649	NPC138370
Remote Similarity	0.6648	NPC112336
Remote Similarity	0.6648	NPC204867
Remote Similarity	0.6648	NPC474814
Remote Similarity	0.6648	NPC313757
Remote Similarity	0.6648	NPC318183
Remote Similarity	0.6647	NPC130797
Remote Similarity	0.6646	NPC307437
Remote Similarity	0.6646	NPC58827
Remote Similarity	0.6646	NPC72473
Remote Similarity	0.663	NPC84347
Remote Similarity	0.6627	NPC472241
Remote Similarity	0.6625	NPC231382
Remote Similarity	0.6624	NPC205946
Remote Similarity	0.6623	NPC161956
Remote Similarity	0.6623	NPC258531
Remote Similarity	0.6623	NPC112373
Remote Similarity	0.6613	NPC160381
Remote Similarity	0.6612	NPC5167
Remote Similarity	0.661	NPC471130
Remote Similarity	0.6607	NPC472242
Remote Similarity	0.6603	NPC254698
Remote Similarity	0.6596	NPC474059
Remote Similarity	0.6595	NPC97584
Remote Similarity	0.6593	NPC9475
Remote Similarity	0.6588	NPC242000
Remote Similarity	0.6582	NPC314648
Remote Similarity	0.658	NPC241263
Remote Similarity	0.6578	NPC473815
Remote Similarity	0.6577	NPC158282
Remote Similarity	0.6576	NPC472163
Remote Similarity	0.6573	NPC471652
Remote Similarity	0.6562	NPC477432
Remote Similarity	0.6552	NPC312645
Remote Similarity	0.6548	NPC190945
Remote Similarity	0.6534	NPC474058
Remote Similarity	0.6524	NPC194040
Remote Similarity	0.6519	NPC470343
Remote Similarity	0.6519	NPC472244
Remote Similarity	0.6514	NPC123241
Remote Similarity	0.6514	NPC61013
Remote Similarity	0.6506	NPC472243
Remote Similarity	0.6503	NPC186669
Remote Similarity	0.65	NPC472118
Remote Similarity	0.6497	NPC301292
Remote Similarity	0.6497	NPC313112
Remote Similarity	0.6497	NPC257763
Remote Similarity	0.6497	NPC293458
Remote Similarity	0.6485	NPC43218
Remote Similarity	0.6485	NPC217903
Remote Similarity	0.6482	NPC285192
Remote Similarity	0.648	NPC288759
Remote Similarity	0.6477	NPC193410
Remote Similarity	0.6471	NPC322621
Remote Similarity	0.6471	NPC282103
Remote Similarity	0.6467	NPC99043
Remote Similarity	0.6467	NPC218594
Remote Similarity	0.6467	NPC474815
Remote Similarity	0.6464	NPC292265
Remote Similarity	0.6448	NPC475607
Remote Similarity	0.6441	NPC248117
Remote Similarity	0.6441	NPC322644
Remote Similarity	0.6436	NPC116178
Remote Similarity	0.6433	NPC26285
Remote Similarity	0.6432	NPC243850
Remote Similarity	0.6419	NPC172170
Remote Similarity	0.6414	NPC268077
Remote Similarity	0.6413	NPC474081
Remote Similarity	0.6404	NPC89508
Remote Similarity	0.6404	NPC35510
Remote Similarity	0.6404	NPC253667
Remote Similarity	0.6402	NPC278434
Remote Similarity	0.64	NPC114808
Remote Similarity	0.6398	NPC288305
Remote Similarity	0.6393	NPC475594
Remote Similarity	0.6393	NPC470548
Remote Similarity	0.6391	NPC314287
Remote Similarity	0.639	NPC473837
Remote Similarity	0.639	NPC471197
Remote Similarity	0.6389	NPC118343
Remote Similarity	0.6386	NPC316574
Remote Similarity	0.6382	NPC474363
Remote Similarity	0.6378	NPC321211
Remote Similarity	0.6378	NPC475761
Remote Similarity	0.6378	NPC474041
Remote Similarity	0.6375	NPC314278
Remote Similarity	0.6374	NPC470579
Remote Similarity	0.6369	NPC316202
Remote Similarity	0.6359	NPC8467
Remote Similarity	0.6359	NPC129624
Remote Similarity	0.6359	NPC471198
Remote Similarity	0.6358	NPC474314
Remote Similarity	0.6358	NPC241392
Remote Similarity	0.6354	NPC167724
Remote Similarity	0.6354	NPC223595
Remote Similarity	0.6354	NPC206109
Remote Similarity	0.6354	NPC470894
Remote Similarity	0.6354	NPC114039
Remote Similarity	0.6354	NPC224970

Drug Structure

NPD2836 OpenBabel08211702562D 28 29 0 0 0 0 0 0 0 0999 V2000 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 -2.5981 1.5000 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 -1.7321 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 -0.0000 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 5.1962 -2.0000 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 2.5981 -1.5000 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 -3.4641 0.0000 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 0.8660 -0.5000 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 0.8660 -1.5000 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 -5.3301 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 0.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 F 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 6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 13 1 0 0 0 0 5 14 2 0 0 0 0 6 15 2 0 0 0 0 7 16 2 0 0 0 0 8 9 1 0 0 0 0 8 23 1 0 0 0 0 9 25 1 0 0 0 0 10 11 1 0 0 0 0 10 25 1 0 0 0 0 11 26 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 22 1 0 0 0 0 17 24 2 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004731
DrugBank	DB08984
ChEMBL	CHEMBL1451633
IUPHAR/BPS
PharmaGKB
KEGG Drug	D04102
PubChem CID
ChEBI	94731
CAS Number	30544-47-9

Drug Properties

Molecular Weight	369.12
ALogP	0.0186
MLogP	2.56
XLogP	4.901
HDA	5
HBD	2
Rotatable Bonds	14
TPSA	67.79
RO5 Violation	0