NPASS drugs

Drug Information

Drug ID:	NPD3373
Drug Name:	Benfluorex
Molecular Formula:	C19H20F3NO2
Canonical SMILES:	CC(Cc1cccc(c1)C(F)(F)F)NCCOC(=O)c1ccccc1
Standard InCHI:	InChI=1S/C19H20F3NO2/c1-14(12-15-6-5-9-17(13-15)19(20,21)22)23-10-11-25-18(24)16-7-3-2-4-8-16/h2-9,13-14,23H,10-12H2,1H3
Standard InCHIKey:	CJAVTWRYCDNHSM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3373

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	106
0.1-0.2	749
0.2-0.3	2717
0.3-0.4	7796
0.4-0.5	8882
0.5-0.6	9767
0.6-0.7	840
0.7-0.8	33
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	0.7836	NPC26285
Intermediate Similarity	0.7519	NPC24777
Intermediate Similarity	0.7517	NPC319645
Intermediate Similarity	0.7448	NPC281104
Intermediate Similarity	0.744	NPC42211
Intermediate Similarity	0.736	NPC118343
Intermediate Similarity	0.7344	NPC269457
Intermediate Similarity	0.7338	NPC285394
Intermediate Similarity	0.728	NPC78701
Intermediate Similarity	0.728	NPC35448
Intermediate Similarity	0.7273	NPC79496
Intermediate Similarity	0.7222	NPC146351
Intermediate Similarity	0.7218	NPC128368
Intermediate Similarity	0.72	NPC92754
Intermediate Similarity	0.72	NPC249912
Intermediate Similarity	0.72	NPC276775
Intermediate Similarity	0.7197	NPC210089
Intermediate Similarity	0.7188	NPC474365
Intermediate Similarity	0.7188	NPC301943
Intermediate Similarity	0.7176	NPC469636
Intermediate Similarity	0.7143	NPC225060
Intermediate Similarity	0.7087	NPC325497
Intermediate Similarity	0.7077	NPC67043
Intermediate Similarity	0.7075	NPC173295
Intermediate Similarity	0.7068	NPC167504
Intermediate Similarity	0.7045	NPC17417
Intermediate Similarity	0.7045	NPC10251
Intermediate Similarity	0.7042	NPC4974
Intermediate Similarity	0.704	NPC130398
Intermediate Similarity	0.7031	NPC70624
Intermediate Similarity	0.7031	NPC316797
Intermediate Similarity	0.7015	NPC270699
Intermediate Similarity	0.7015	NPC82899
Remote Similarity	0.6992	NPC196246
Remote Similarity	0.6992	NPC251854
Remote Similarity	0.6992	NPC93084
Remote Similarity	0.6992	NPC158854
Remote Similarity	0.6992	NPC214067
Remote Similarity	0.697	NPC56493
Remote Similarity	0.6948	NPC17760
Remote Similarity	0.694	NPC305912
Remote Similarity	0.694	NPC1082
Remote Similarity	0.694	NPC474157
Remote Similarity	0.6929	NPC270654
Remote Similarity	0.6923	NPC214239
Remote Similarity	0.6917	NPC83628
Remote Similarity	0.6917	NPC265407
Remote Similarity	0.6914	NPC158900
Remote Similarity	0.6912	NPC307651
Remote Similarity	0.6897	NPC122235
Remote Similarity	0.6894	NPC119271
Remote Similarity	0.6892	NPC266425
Remote Similarity	0.6889	NPC269340
Remote Similarity	0.6889	NPC158282
Remote Similarity	0.6875	NPC65310
Remote Similarity	0.6875	NPC322598
Remote Similarity	0.6871	NPC44805
Remote Similarity	0.6871	NPC8761
Remote Similarity	0.6866	NPC174099
Remote Similarity	0.6861	NPC306740
Remote Similarity	0.6861	NPC210092
Remote Similarity	0.6853	NPC226794
Remote Similarity	0.6853	NPC328267
Remote Similarity	0.6846	NPC188895
Remote Similarity	0.6835	NPC228318
Remote Similarity	0.6831	NPC160493
Remote Similarity	0.6828	NPC199738
Remote Similarity	0.6828	NPC210950
Remote Similarity	0.6822	NPC203925
Remote Similarity	0.6818	NPC476198
Remote Similarity	0.6818	NPC209632
Remote Similarity	0.6818	NPC167336
Remote Similarity	0.6815	NPC319579
Remote Similarity	0.6815	NPC476003
Remote Similarity	0.6809	NPC473243
Remote Similarity	0.6806	NPC295664
Remote Similarity	0.6803	NPC157311
Remote Similarity	0.68	NPC119631
Remote Similarity	0.6797	NPC204546
Remote Similarity	0.6794	NPC60679
Remote Similarity	0.6794	NPC89886
Remote Similarity	0.6791	NPC474364
Remote Similarity	0.6788	NPC153053
Remote Similarity	0.6781	NPC311753
Remote Similarity	0.6765	NPC321852
Remote Similarity	0.6761	NPC50872
Remote Similarity	0.6759	NPC124776
Remote Similarity	0.6759	NPC136453
Remote Similarity	0.6742	NPC31786
Remote Similarity	0.6742	NPC304761
Remote Similarity	0.6742	NPC226778
Remote Similarity	0.6742	NPC147000
Remote Similarity	0.6742	NPC150254
Remote Similarity	0.6742	NPC114594
Remote Similarity	0.6739	NPC474095
Remote Similarity	0.6736	NPC471466
Remote Similarity	0.6733	NPC470441
Remote Similarity	0.672	NPC240108
Remote Similarity	0.672	NPC213156
Remote Similarity	0.6715	NPC272524
Remote Similarity	0.6714	NPC469574
Remote Similarity	0.6713	NPC213126
Remote Similarity	0.6713	NPC317474
Remote Similarity	0.6713	NPC291027
Remote Similarity	0.6713	NPC169485
Remote Similarity	0.6713	NPC84281
Remote Similarity	0.6712	NPC152850
Remote Similarity	0.6712	NPC89923
Remote Similarity	0.6712	NPC71933
Remote Similarity	0.6712	NPC239990
Remote Similarity	0.6712	NPC105114
Remote Similarity	0.6708	NPC63370
Remote Similarity	0.6708	NPC36836
Remote Similarity	0.6693	NPC261181
Remote Similarity	0.6691	NPC260818
Remote Similarity	0.669	NPC190663
Remote Similarity	0.669	NPC474847
Remote Similarity	0.6667	NPC308744
Remote Similarity	0.6667	NPC293628
Remote Similarity	0.6667	NPC474473
Remote Similarity	0.6667	NPC99846
Remote Similarity	0.6667	NPC269023
Remote Similarity	0.6667	NPC122493
Remote Similarity	0.6667	NPC10781
Remote Similarity	0.6667	NPC314223
Remote Similarity	0.6646	NPC476750
Remote Similarity	0.6645	NPC77992
Remote Similarity	0.6644	NPC477937
Remote Similarity	0.6644	NPC470765
Remote Similarity	0.6644	NPC275576
Remote Similarity	0.6643	NPC144547
Remote Similarity	0.6642	NPC37622
Remote Similarity	0.6642	NPC30594
Remote Similarity	0.6642	NPC66208
Remote Similarity	0.664	NPC9822
Remote Similarity	0.664	NPC173443
Remote Similarity	0.6623	NPC43477
Remote Similarity	0.6622	NPC325651
Remote Similarity	0.6622	NPC69496
Remote Similarity	0.6619	NPC228936
Remote Similarity	0.6619	NPC474685
Remote Similarity	0.6618	NPC273837
Remote Similarity	0.6606	NPC189116
Remote Similarity	0.6601	NPC471316
Remote Similarity	0.66	NPC233910
Remote Similarity	0.66	NPC245836
Remote Similarity	0.66	NPC470392
Remote Similarity	0.6599	NPC169913
Remote Similarity	0.6599	NPC473220
Remote Similarity	0.6599	NPC470753
Remote Similarity	0.6599	NPC305717
Remote Similarity	0.6599	NPC476353
Remote Similarity	0.6596	NPC45104
Remote Similarity	0.6594	NPC161611
Remote Similarity	0.6591	NPC45613
Remote Similarity	0.6591	NPC327226
Remote Similarity	0.6579	NPC478140
Remote Similarity	0.6573	NPC232958
Remote Similarity	0.6573	NPC988
Remote Similarity	0.6573	NPC80150
Remote Similarity	0.6573	NPC289432
Remote Similarity	0.6571	NPC149691
Remote Similarity	0.6571	NPC197470
Remote Similarity	0.6567	NPC105899
Remote Similarity	0.6562	NPC291070
Remote Similarity	0.6562	NPC246757
Remote Similarity	0.6561	NPC135121
Remote Similarity	0.6556	NPC253476
Remote Similarity	0.6552	NPC35996
Remote Similarity	0.6552	NPC223351
Remote Similarity	0.6548	NPC476749
Remote Similarity	0.6548	NPC474858
Remote Similarity	0.6547	NPC474363
Remote Similarity	0.6544	NPC85493
Remote Similarity	0.6544	NPC318327
Remote Similarity	0.6541	NPC255676
Remote Similarity	0.6541	NPC329556
Remote Similarity	0.6538	NPC324569
Remote Similarity	0.6531	NPC476599
Remote Similarity	0.6528	NPC316896
Remote Similarity	0.6525	NPC106551
Remote Similarity	0.6525	NPC188867
Remote Similarity	0.6525	NPC281686
Remote Similarity	0.6516	NPC57976
Remote Similarity	0.6513	NPC474787
Remote Similarity	0.6513	NPC9687
Remote Similarity	0.6513	NPC49577
Remote Similarity	0.6513	NPC273907
Remote Similarity	0.6513	NPC151706
Remote Similarity	0.6513	NPC474855
Remote Similarity	0.6513	NPC474811
Remote Similarity	0.6513	NPC118099
Remote Similarity	0.6513	NPC260045
Remote Similarity	0.6513	NPC475598
Remote Similarity	0.6513	NPC76785
Remote Similarity	0.6513	NPC90194
Remote Similarity	0.6513	NPC293377
Remote Similarity	0.6513	NPC476102
Remote Similarity	0.6513	NPC475318
Remote Similarity	0.6513	NPC79465

Drug Structure

NPD3373 OpenBabel08211703112D 26 27 0 0 1 0 0 0 0 0999 V2000 0.0000 4.0000 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 4.3301 -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 -1.7321 1.0000 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 4.3301 -0.5000 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 0.8660 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 2.5000 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 0.0000 3.0000 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 3.4641 -0.0000 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 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 1.8660 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 0.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 N 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 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 11 1 0 0 0 0 10 23 1 0 0 0 0 11 25 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 15 2 0 0 0 0 13 17 1 0 0 0 0 14 23 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004561
DrugBank	DB09022
ChEMBL	CHEMBL400599
IUPHAR/BPS
PharmaGKB
KEGG Drug	D07192
PubChem CID
ChEBI	93826
CAS Number	23602-78-0

Drug Properties

Molecular Weight	351.14
ALogP	0.6731
MLogP	2.89
XLogP	7.23
HDA	3
HBD	1
Rotatable Bonds	13
TPSA	38.33
RO5 Violation	1