NPASS drugs

Drug Information

Drug ID:	NPD1871
Drug Name:	Flubendazole
Molecular Formula:	C16H12FN3O3
Canonical SMILES:	COC(=Nc1nc2c([nH]1)cc(cc2)C(=O)c1ccc(cc1)F)O
Standard InCHI:	InChI=1S/C16H12FN3O3/c1-23-16(22)20-15-18-12-7-4-10(8-13(12)19-15)14(21)9-2-5-11(17)6-3-9/h2-8H,1H3,(H2,18,19,20,22)
Standard InCHIKey:	CPEUVMUXAHMANV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD1871

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	292
0.1-0.2	2807
0.2-0.3	11614
0.3-0.4	12213
0.4-0.5	1875
0.5-0.6	1584
0.6-0.7	490
0.7-0.8	14
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	0.8118	NPC476341
Intermediate Similarity	0.7746	NPC42483
Intermediate Similarity	0.767	NPC114209
Intermediate Similarity	0.7432	NPC300238
Intermediate Similarity	0.7368	NPC151635
Intermediate Similarity	0.7344	NPC88110
Intermediate Similarity	0.733	NPC116555
Intermediate Similarity	0.7299	NPC267811
Intermediate Similarity	0.7283	NPC76982
Intermediate Similarity	0.7263	NPC252572
Intermediate Similarity	0.7181	NPC115232
Intermediate Similarity	0.7136	NPC324091
Intermediate Similarity	0.7129	NPC102592
Intermediate Similarity	0.7129	NPC79356
Intermediate Similarity	0.7102	NPC216159
Remote Similarity	0.6985	NPC17273
Remote Similarity	0.6985	NPC135601
Remote Similarity	0.6985	NPC141612
Remote Similarity	0.6984	NPC214106
Remote Similarity	0.697	NPC21429
Remote Similarity	0.6907	NPC314557
Remote Similarity	0.69	NPC160381
Remote Similarity	0.6891	NPC471943
Remote Similarity	0.6875	NPC935
Remote Similarity	0.6875	NPC267078
Remote Similarity	0.6872	NPC243850
Remote Similarity	0.6869	NPC191415
Remote Similarity	0.6859	NPC21174
Remote Similarity	0.6859	NPC271797
Remote Similarity	0.685	NPC133003
Remote Similarity	0.6845	NPC141454
Remote Similarity	0.6844	NPC474357
Remote Similarity	0.6837	NPC31700
Remote Similarity	0.6837	NPC315715
Remote Similarity	0.681	NPC165599
Remote Similarity	0.678	NPC326422
Remote Similarity	0.6777	NPC132539
Remote Similarity	0.6771	NPC187145
Remote Similarity	0.6769	NPC6982
Remote Similarity	0.6759	NPC282247
Remote Similarity	0.6756	NPC470323
Remote Similarity	0.675	NPC470205
Remote Similarity	0.675	NPC243058
Remote Similarity	0.6736	NPC71132
Remote Similarity	0.6733	NPC90415
Remote Similarity	0.673	NPC317701
Remote Similarity	0.6717	NPC284775
Remote Similarity	0.6716	NPC203635
Remote Similarity	0.6683	NPC476460
Remote Similarity	0.6667	NPC117027
Remote Similarity	0.6667	NPC102755
Remote Similarity	0.665	NPC272458
Remote Similarity	0.665	NPC62749
Remote Similarity	0.665	NPC472292
Remote Similarity	0.6636	NPC244741
Remote Similarity	0.6635	NPC472293
Remote Similarity	0.6634	NPC477003
Remote Similarity	0.6633	NPC219848
Remote Similarity	0.663	NPC114033
Remote Similarity	0.663	NPC101130
Remote Similarity	0.663	NPC58268
Remote Similarity	0.663	NPC129412
Remote Similarity	0.662	NPC314648
Remote Similarity	0.6618	NPC269886
Remote Similarity	0.6618	NPC247735
Remote Similarity	0.6618	NPC472295
Remote Similarity	0.6618	NPC472210
Remote Similarity	0.6618	NPC81802
Remote Similarity	0.6616	NPC293216
Remote Similarity	0.6606	NPC89508
Remote Similarity	0.6605	NPC71238
Remote Similarity	0.6603	NPC167710
Remote Similarity	0.66	NPC256268
Remote Similarity	0.6596	NPC282531
Remote Similarity	0.6591	NPC312645
Remote Similarity	0.6589	NPC314855
Remote Similarity	0.6589	NPC313796
Remote Similarity	0.6589	NPC313345
Remote Similarity	0.6589	NPC315638
Remote Similarity	0.6589	NPC471191
Remote Similarity	0.6585	NPC473666
Remote Similarity	0.6567	NPC73994
Remote Similarity	0.656	NPC471603
Remote Similarity	0.6558	NPC315545
Remote Similarity	0.6558	NPC314297
Remote Similarity	0.6557	NPC471944
Remote Similarity	0.6557	NPC469308
Remote Similarity	0.6556	NPC74619
Remote Similarity	0.6553	NPC472112
Remote Similarity	0.6552	NPC285923
Remote Similarity	0.6545	NPC147983
Remote Similarity	0.6545	NPC322064
Remote Similarity	0.6545	NPC177996
Remote Similarity	0.654	NPC472296
Remote Similarity	0.654	NPC472297
Remote Similarity	0.6538	NPC304203
Remote Similarity	0.6533	NPC317054
Remote Similarity	0.6532	NPC48317
Remote Similarity	0.6528	NPC39679
Remote Similarity	0.6524	NPC227582
Remote Similarity	0.6517	NPC219336
Remote Similarity	0.6515	NPC63109
Remote Similarity	0.6514	NPC9894
Remote Similarity	0.6514	NPC54981
Remote Similarity	0.6513	NPC8104
Remote Similarity	0.6507	NPC202812
Remote Similarity	0.6505	NPC221873
Remote Similarity	0.6505	NPC175474
Remote Similarity	0.6505	NPC196251
Remote Similarity	0.6505	NPC102338
Remote Similarity	0.6505	NPC111602
Remote Similarity	0.6505	NPC63199
Remote Similarity	0.65	NPC477979
Remote Similarity	0.6485	NPC469896
Remote Similarity	0.6485	NPC91179
Remote Similarity	0.6485	NPC16659
Remote Similarity	0.6484	NPC6865
Remote Similarity	0.6484	NPC153980
Remote Similarity	0.6482	NPC161861
Remote Similarity	0.6481	NPC472207
Remote Similarity	0.648	NPC42372
Remote Similarity	0.6468	NPC217372
Remote Similarity	0.6468	NPC473380
Remote Similarity	0.6468	NPC15573
Remote Similarity	0.6468	NPC240088
Remote Similarity	0.6468	NPC314834
Remote Similarity	0.6468	NPC183662
Remote Similarity	0.6462	NPC237414
Remote Similarity	0.6462	NPC470203
Remote Similarity	0.6462	NPC74413
Remote Similarity	0.6453	NPC470677
Remote Similarity	0.6448	NPC64661
Remote Similarity	0.6448	NPC167200
Remote Similarity	0.6448	NPC138596
Remote Similarity	0.6448	NPC200397
Remote Similarity	0.6448	NPC14448
Remote Similarity	0.6448	NPC195704
Remote Similarity	0.6448	NPC292434
Remote Similarity	0.6448	NPC98156
Remote Similarity	0.6447	NPC470509
Remote Similarity	0.6438	NPC87413
Remote Similarity	0.6438	NPC72956
Remote Similarity	0.6436	NPC265710
Remote Similarity	0.6436	NPC204141
Remote Similarity	0.6436	NPC55772
Remote Similarity	0.6435	NPC300156
Remote Similarity	0.6435	NPC132329
Remote Similarity	0.6432	NPC252338
Remote Similarity	0.6429	NPC271734
Remote Similarity	0.6429	NPC19692
Remote Similarity	0.6429	NPC220151
Remote Similarity	0.6429	NPC181502
Remote Similarity	0.6429	NPC323969
Remote Similarity	0.6429	NPC85066
Remote Similarity	0.6426	NPC295452
Remote Similarity	0.6426	NPC171393
Remote Similarity	0.6425	NPC184476
Remote Similarity	0.6421	NPC124005
Remote Similarity	0.6419	NPC472844
Remote Similarity	0.6416	NPC229893
Remote Similarity	0.6411	NPC472113
Remote Similarity	0.641	NPC473320
Remote Similarity	0.641	NPC470204
Remote Similarity	0.6409	NPC118940
Remote Similarity	0.6409	NPC471194
Remote Similarity	0.6409	NPC470702
Remote Similarity	0.6409	NPC471193
Remote Similarity	0.6409	NPC179365
Remote Similarity	0.6409	NPC473218
Remote Similarity	0.6406	NPC4687
Remote Similarity	0.6398	NPC115611
Remote Similarity	0.6398	NPC284635
Remote Similarity	0.6396	NPC62995
Remote Similarity	0.6396	NPC471192
Remote Similarity	0.6394	NPC83111
Remote Similarity	0.6394	NPC154339
Remote Similarity	0.6393	NPC303951
Remote Similarity	0.6392	NPC299594
Remote Similarity	0.6386	NPC83774
Remote Similarity	0.6383	NPC242556
Remote Similarity	0.6381	NPC267343
Remote Similarity	0.638	NPC470703
Remote Similarity	0.6376	NPC156003
Remote Similarity	0.6373	NPC471458
Remote Similarity	0.6372	NPC260900
Remote Similarity	0.6368	NPC293151
Remote Similarity	0.6364	NPC23294
Remote Similarity	0.6359	NPC99939
Remote Similarity	0.6359	NPC45190
Remote Similarity	0.6359	NPC308931
Remote Similarity	0.6355	NPC49196
Remote Similarity	0.6355	NPC195461
Remote Similarity	0.6355	NPC11126
Remote Similarity	0.6355	NPC81654
Remote Similarity	0.6355	NPC249150
Remote Similarity	0.6355	NPC313985
Remote Similarity	0.6355	NPC79129
Remote Similarity	0.6351	NPC118228
Remote Similarity	0.6349	NPC470440
Remote Similarity	0.6348	NPC69843

Drug Structure

NPD1871 OpenBabel08211701392D 25 27 0 0 0 0 0 0 0 0999 V2000 3.9945 1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 -0.9781 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 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 1.4945 0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -3.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9945 0.1045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9945 1.8366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9945 0.1045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 5 1 0 0 0 0 2 9 2 0 0 0 0 3 6 2 0 0 0 0 3 9 1 0 0 0 0 4 7 2 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 14 1 0 0 0 0 11 17 1 0 0 0 0 12 13 2 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 21 2 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 16 20 2 3 0 0 0 16 22 1 0 0 0 0 16 23 1 0 0 0 0 19 24 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08974
ChEMBL	CHEMBL1454946
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	77095
CAS Number	31430-15-6

Drug Properties

Molecular Weight	313.09
ALogP	0.367
MLogP	2.45
XLogP	4.192
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	87.57
RO5 Violation	0