NPASS drugs

Drug Information

Drug ID:	NPD1591
Drug Name:	Flumazenil
Molecular Formula:	C15H14FN3O3
Canonical SMILES:	CCOC(=O)c1ncn2c1CN(C)C(=O)c1c2ccc(c1)F
Standard InCHI:	InChI=1S/C15H14FN3O3/c1-3-22-15(21)13-12-7-18(2)14(20)10-6-9(16)4-5-11(10)19(12)8-17-13/h4-6,8H,3,7H2,1-2H3
Standard InCHIKey:	OFBIFZUFASYYRE-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1591

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	415
0.1-0.2	4854
0.2-0.3	10553
0.3-0.4	10947
0.4-0.5	1897
0.5-0.6	1797
0.6-0.7	417
0.7-0.8	10
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	0.7442	NPC243850
Intermediate Similarity	0.7419	NPC123839
Intermediate Similarity	0.7327	NPC266249
Intermediate Similarity	0.7198	NPC282103
Intermediate Similarity	0.713	NPC477979
Intermediate Similarity	0.7117	NPC118940
Intermediate Similarity	0.7115	NPC476341
Intermediate Similarity	0.7065	NPC114637
Intermediate Similarity	0.7028	NPC138370
Intermediate Similarity	0.7014	NPC116555
Remote Similarity	0.6947	NPC147983
Remote Similarity	0.6947	NPC177996
Remote Similarity	0.6941	NPC57398
Remote Similarity	0.6912	NPC474916
Remote Similarity	0.6898	NPC102592
Remote Similarity	0.6898	NPC79356
Remote Similarity	0.6878	NPC132539
Remote Similarity	0.6842	NPC267811
Remote Similarity	0.6812	NPC469529
Remote Similarity	0.6806	NPC198673
Remote Similarity	0.6804	NPC81535
Remote Similarity	0.6746	NPC28848
Remote Similarity	0.6746	NPC14325
Remote Similarity	0.6737	NPC116622
Remote Similarity	0.6725	NPC62995
Remote Similarity	0.672	NPC74619
Remote Similarity	0.6709	NPC260434
Remote Similarity	0.6695	NPC182222
Remote Similarity	0.6682	NPC168911
Remote Similarity	0.6682	NPC239954
Remote Similarity	0.6682	NPC73994
Remote Similarity	0.6667	NPC471944
Remote Similarity	0.6667	NPC472116
Remote Similarity	0.6667	NPC242116
Remote Similarity	0.6652	NPC472259
Remote Similarity	0.6638	NPC89508
Remote Similarity	0.6638	NPC282247
Remote Similarity	0.6623	NPC15384
Remote Similarity	0.6623	NPC312645
Remote Similarity	0.6623	NPC471197
Remote Similarity	0.6623	NPC244425
Remote Similarity	0.6622	NPC82053
Remote Similarity	0.6621	NPC135950
Remote Similarity	0.662	NPC102755
Remote Similarity	0.6605	NPC135601
Remote Similarity	0.6605	NPC17273
Remote Similarity	0.6605	NPC90415
Remote Similarity	0.6605	NPC141612
Remote Similarity	0.6595	NPC471198
Remote Similarity	0.6594	NPC471193
Remote Similarity	0.6594	NPC471194
Remote Similarity	0.659	NPC469489
Remote Similarity	0.6589	NPC477003
Remote Similarity	0.6589	NPC21429
Remote Similarity	0.6588	NPC219848
Remote Similarity	0.6582	NPC257851
Remote Similarity	0.658	NPC471192
Remote Similarity	0.6577	NPC103361
Remote Similarity	0.6574	NPC278434
Remote Similarity	0.6573	NPC191415
Remote Similarity	0.6564	NPC287208
Remote Similarity	0.6558	NPC133003
Remote Similarity	0.6557	NPC256268
Remote Similarity	0.6549	NPC471191
Remote Similarity	0.6542	NPC102593
Remote Similarity	0.6542	NPC196718
Remote Similarity	0.6542	NPC243058
Remote Similarity	0.6528	NPC311858
Remote Similarity	0.6526	NPC61011
Remote Similarity	0.6526	NPC88110
Remote Similarity	0.6522	NPC233380
Remote Similarity	0.6522	NPC153980
Remote Similarity	0.6522	NPC6865
Remote Similarity	0.6514	NPC324091
Remote Similarity	0.6512	NPC203635
Remote Similarity	0.6509	NPC83774
Remote Similarity	0.6502	NPC123395
Remote Similarity	0.6494	NPC54744
Remote Similarity	0.6491	NPC285192
Remote Similarity	0.649	NPC470509
Remote Similarity	0.649	NPC41717
Remote Similarity	0.6485	NPC472260
Remote Similarity	0.6479	NPC12649
Remote Similarity	0.6479	NPC265710
Remote Similarity	0.6478	NPC72956
Remote Similarity	0.6476	NPC249614
Remote Similarity	0.6473	NPC267078
Remote Similarity	0.6473	NPC935
Remote Similarity	0.6468	NPC323969
Remote Similarity	0.6462	NPC151635
Remote Similarity	0.646	NPC317701
Remote Similarity	0.646	NPC165599
Remote Similarity	0.6459	NPC470894
Remote Similarity	0.6458	NPC69843
Remote Similarity	0.6457	NPC212213
Remote Similarity	0.6456	NPC229893
Remote Similarity	0.6453	NPC248601
Remote Similarity	0.6453	NPC107287
Remote Similarity	0.6449	NPC16659
Remote Similarity	0.6449	NPC24864
Remote Similarity	0.6446	NPC474357
Remote Similarity	0.6444	NPC157931
Remote Similarity	0.6441	NPC109922
Remote Similarity	0.6438	NPC36405
Remote Similarity	0.6435	NPC46895
Remote Similarity	0.6435	NPC207851
Remote Similarity	0.6432	NPC240088
Remote Similarity	0.6432	NPC470323
Remote Similarity	0.6432	NPC473380
Remote Similarity	0.6425	NPC478185
Remote Similarity	0.6423	NPC148889
Remote Similarity	0.6419	NPC71238
Remote Similarity	0.6417	NPC471762
Remote Similarity	0.6417	NPC66777
Remote Similarity	0.6417	NPC63109
Remote Similarity	0.6413	NPC141454
Remote Similarity	0.6411	NPC56233
Remote Similarity	0.6409	NPC129909
Remote Similarity	0.6406	NPC311282
Remote Similarity	0.6404	NPC313796
Remote Similarity	0.6404	NPC315638
Remote Similarity	0.6404	NPC314855
Remote Similarity	0.6404	NPC313345
Remote Similarity	0.6387	NPC64216
Remote Similarity	0.6387	NPC122436
Remote Similarity	0.6377	NPC322644
Remote Similarity	0.6376	NPC314297
Remote Similarity	0.6376	NPC315545
Remote Similarity	0.6376	NPC244741
Remote Similarity	0.6372	NPC314281
Remote Similarity	0.6372	NPC54537
Remote Similarity	0.6372	NPC40530
Remote Similarity	0.6368	NPC245916
Remote Similarity	0.6364	NPC42372
Remote Similarity	0.636	NPC473376
Remote Similarity	0.636	NPC161801
Remote Similarity	0.6359	NPC285923
Remote Similarity	0.6359	NPC284678
Remote Similarity	0.6355	NPC234987
Remote Similarity	0.6351	NPC326422
Remote Similarity	0.6351	NPC192306
Remote Similarity	0.6338	NPC293216
Remote Similarity	0.6338	NPC469938
Remote Similarity	0.6337	NPC89987
Remote Similarity	0.6336	NPC54981
Remote Similarity	0.6336	NPC146418
Remote Similarity	0.6335	NPC476460
Remote Similarity	0.6332	NPC238457
Remote Similarity	0.6332	NPC472287
Remote Similarity	0.6332	NPC472286
Remote Similarity	0.6331	NPC295452
Remote Similarity	0.6331	NPC171393
Remote Similarity	0.6329	NPC293487
Remote Similarity	0.6323	NPC198401
Remote Similarity	0.6321	NPC273532
Remote Similarity	0.6318	NPC61435
Remote Similarity	0.6316	NPC478184
Remote Similarity	0.6316	NPC478182
Remote Similarity	0.6313	NPC143533
Remote Similarity	0.6311	NPC172222
Remote Similarity	0.6309	NPC244856
Remote Similarity	0.6309	NPC318299
Remote Similarity	0.6308	NPC84347
Remote Similarity	0.6307	NPC187145
Remote Similarity	0.6293	NPC314834
Remote Similarity	0.6293	NPC281094
Remote Similarity	0.6287	NPC315804
Remote Similarity	0.6287	NPC313804
Remote Similarity	0.6287	NPC74360
Remote Similarity	0.6284	NPC470003
Remote Similarity	0.6284	NPC472119
Remote Similarity	0.6282	NPC317752
Remote Similarity	0.6282	NPC306644
Remote Similarity	0.6282	NPC236424
Remote Similarity	0.6281	NPC156003
Remote Similarity	0.6278	NPC230403
Remote Similarity	0.6266	NPC242923
Remote Similarity	0.6262	NPC263455
Remote Similarity	0.6262	NPC317054
Remote Similarity	0.6256	NPC112741
Remote Similarity	0.6255	NPC274842
Remote Similarity	0.625	NPC477590
Remote Similarity	0.625	NPC174672
Remote Similarity	0.625	NPC179896
Remote Similarity	0.625	NPC11126
Remote Similarity	0.625	NPC40455
Remote Similarity	0.625	NPC477586
Remote Similarity	0.625	NPC477588
Remote Similarity	0.625	NPC477585
Remote Similarity	0.625	NPC202812
Remote Similarity	0.6245	NPC141053
Remote Similarity	0.6245	NPC220852
Remote Similarity	0.6238	NPC324445
Remote Similarity	0.6235	NPC235685
Remote Similarity	0.623	NPC315062
Remote Similarity	0.6229	NPC322064
Remote Similarity	0.6229	NPC470732
Remote Similarity	0.6227	NPC194040
Remote Similarity	0.6222	NPC472539
Remote Similarity	0.6222	NPC472540

Drug Structure

NPD1591 OpenBabel08211701082D 22 24 0 0 0 0 0 0 0 0999 V2000 -4.3102 1.5028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3514 0.9362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7170 0.5893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5867 -3.7135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2867 -3.2265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4302 -2.2007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9960 -0.0896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0469 -2.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4452 -3.2006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5568 -1.7137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3016 -2.2266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5469 -0.9242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5469 -0.9242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6911 -0.7228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1347 -0.1152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3186 -3.6876 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.8559 -1.8753 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 -1.2379 -1.8753 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6421 -0.4138 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7279 0.7983 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1292 -0.2197 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 18 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 11 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 12 1 0 0 0 0 7 18 1 0 0 0 0 8 17 2 0 0 0 0 8 19 1 0 0 0 0 9 16 1 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 19 1 0 0 0 0 12 13 2 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 14 20 2 0 0 0 0 15 21 2 0 0 0 0 15 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000685; DIB013065
DrugBank	DB01205
ChEMBL	CHEMBL407
IUPHAR/BPS	4192
PharmaGKB	PA449659
KEGG Drug	D00697
PubChem CID	3373
ChEBI	5103
CAS Number	78755-81-4

Drug Properties

Molecular Weight	303.10
ALogP	0.2336
MLogP	2.34
XLogP	1.823
HDA	6
HBD	0
Rotatable Bonds	6
TPSA	63.91
RO5 Violation	0