NPASS drugs

Drug Information

Drug ID:	NPD4451
Drug Name:	Flurazepam
Molecular Formula:	C21H23ClFN3O
Canonical SMILES:	CCN(CCN1C(=O)CN=C(c2c1ccc(c2)Cl)c1ccccc1F)CC
Standard InCHI:	InChI=1S/C21H23ClFN3O/c1-3-25(4-2)11-12-26-19-10-9-15(22)13-17(19)21(24-14-20(26)27)16-7-5-6-8-18(16)23/h5-10,13H,3-4,11-12,14H2,1-2H3
Standard InCHIKey:	SAADBVWGJQAEFS-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4451

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	344
0.1-0.2	3513
0.2-0.3	13500
0.3-0.4	9082
0.4-0.5	3034
0.5-0.6	1274
0.6-0.7	137
0.7-0.8	4
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	0.9695	NPC325599
Intermediate Similarity	0.8	NPC317564
Intermediate Similarity	0.7361	NPC476950
Intermediate Similarity	0.7266	NPC192209
Intermediate Similarity	0.7101	NPC296163
Intermediate Similarity	0.7101	NPC187036
Remote Similarity	0.6901	NPC313449
Remote Similarity	0.6853	NPC228515
Remote Similarity	0.6842	NPC313352
Remote Similarity	0.6805	NPC116961
Remote Similarity	0.6792	NPC470440
Remote Similarity	0.6788	NPC477591
Remote Similarity	0.6759	NPC316582
Remote Similarity	0.6711	NPC53044
Remote Similarity	0.6689	NPC9856
Remote Similarity	0.6688	NPC32002
Remote Similarity	0.6688	NPC315348
Remote Similarity	0.6643	NPC288232
Remote Similarity	0.6627	NPC477887
Remote Similarity	0.6619	NPC302790
Remote Similarity	0.6556	NPC469949
Remote Similarity	0.6556	NPC478079
Remote Similarity	0.6545	NPC281094
Remote Similarity	0.6544	NPC291610
Remote Similarity	0.6543	NPC254798
Remote Similarity	0.6541	NPC238499
Remote Similarity	0.6516	NPC184437
Remote Similarity	0.6485	NPC117032
Remote Similarity	0.6478	NPC471574
Remote Similarity	0.6474	NPC300299
Remote Similarity	0.6429	NPC104345
Remote Similarity	0.6412	NPC194881
Remote Similarity	0.6395	NPC264580
Remote Similarity	0.6374	NPC478182
Remote Similarity	0.6369	NPC476464
Remote Similarity	0.6358	NPC136002
Remote Similarity	0.6351	NPC226143
Remote Similarity	0.6348	NPC314919
Remote Similarity	0.6347	NPC471132
Remote Similarity	0.6343	NPC161861
Remote Similarity	0.6341	NPC478186
Remote Similarity	0.6316	NPC478185
Remote Similarity	0.6306	NPC316104
Remote Similarity	0.6306	NPC162417
Remote Similarity	0.6284	NPC81561
Remote Similarity	0.6284	NPC220698
Remote Similarity	0.6273	NPC104483
Remote Similarity	0.6267	NPC475915
Remote Similarity	0.6267	NPC257490
Remote Similarity	0.6257	NPC68650
Remote Similarity	0.625	NPC83214
Remote Similarity	0.625	NPC469560
Remote Similarity	0.625	NPC314102
Remote Similarity	0.625	NPC251722
Remote Similarity	0.6243	NPC471130
Remote Similarity	0.6242	NPC291962
Remote Similarity	0.6242	NPC177684
Remote Similarity	0.6235	NPC299594
Remote Similarity	0.6229	NPC65080
Remote Similarity	0.6228	NPC40070
Remote Similarity	0.6228	NPC66936
Remote Similarity	0.6226	NPC471123
Remote Similarity	0.6226	NPC198988
Remote Similarity	0.6226	NPC267508
Remote Similarity	0.6221	NPC88970
Remote Similarity	0.6216	NPC148140
Remote Similarity	0.6205	NPC109787
Remote Similarity	0.62	NPC112373
Remote Similarity	0.62	NPC161956
Remote Similarity	0.62	NPC258531
Remote Similarity	0.6199	NPC293487
Remote Similarity	0.6197	NPC20322
Remote Similarity	0.6196	NPC277157
Remote Similarity	0.6193	NPC355
Remote Similarity	0.6183	NPC315617
Remote Similarity	0.6183	NPC314058
Remote Similarity	0.6183	NPC316359
Remote Similarity	0.6183	NPC316018
Remote Similarity	0.6173	NPC186284
Remote Similarity	0.6173	NPC22082
Remote Similarity	0.6173	NPC2823
Remote Similarity	0.6167	NPC91179
Remote Similarity	0.6164	NPC314141
Remote Similarity	0.6159	NPC20144
Remote Similarity	0.6154	NPC77294
Remote Similarity	0.6149	NPC471312
Remote Similarity	0.6149	NPC125416
Remote Similarity	0.6145	NPC14325
Remote Similarity	0.6145	NPC28848
Remote Similarity	0.6133	NPC54102
Remote Similarity	0.6133	NPC162689
Remote Similarity	0.6127	NPC133470
Remote Similarity	0.6127	NPC289776
Remote Similarity	0.6127	NPC191863
Remote Similarity	0.612	NPC133003
Remote Similarity	0.6114	NPC478183
Remote Similarity	0.6111	NPC11126
Remote Similarity	0.6111	NPC130251
Remote Similarity	0.6111	NPC207554
Remote Similarity	0.6105	NPC276085
Remote Similarity	0.6104	NPC122718
Remote Similarity	0.6099	NPC471609
Remote Similarity	0.6098	NPC473868
Remote Similarity	0.6098	NPC63157
Remote Similarity	0.6092	NPC478184
Remote Similarity	0.6092	NPC271797
Remote Similarity	0.6092	NPC21174
Remote Similarity	0.6092	NPC271734
Remote Similarity	0.609	NPC150863
Remote Similarity	0.6087	NPC325252
Remote Similarity	0.6087	NPC122553
Remote Similarity	0.6087	NPC94752
Remote Similarity	0.6076	NPC476687
Remote Similarity	0.6076	NPC207428
Remote Similarity	0.6076	NPC476685
Remote Similarity	0.6076	NPC476689
Remote Similarity	0.6074	NPC470301
Remote Similarity	0.6074	NPC301760
Remote Similarity	0.6074	NPC88097
Remote Similarity	0.6066	NPC228835
Remote Similarity	0.6065	NPC250476
Remote Similarity	0.6059	NPC200214
Remote Similarity	0.6056	NPC473418
Remote Similarity	0.6053	NPC215519
Remote Similarity	0.6051	NPC187231
Remote Similarity	0.6049	NPC150259
Remote Similarity	0.6047	NPC222029
Remote Similarity	0.6045	NPC78154
Remote Similarity	0.6045	NPC91895
Remote Similarity	0.6042	NPC164802
Remote Similarity	0.604	NPC470544
Remote Similarity	0.6037	NPC2949
Remote Similarity	0.6037	NPC59084
Remote Similarity	0.6034	NPC476231
Remote Similarity	0.6023	NPC56233
Remote Similarity	0.6014	NPC472258
Remote Similarity	0.6012	NPC315051
Remote Similarity	0.6011	NPC470205
Remote Similarity	0.6011	NPC471785
Remote Similarity	0.6	NPC135601
Remote Similarity	0.6	NPC17273
Remote Similarity	0.6	NPC141612
Remote Similarity	0.6	NPC470545
Remote Similarity	0.5989	NPC16659
Remote Similarity	0.5988	NPC218268
Remote Similarity	0.5986	NPC275467
Remote Similarity	0.5978	NPC470003
Remote Similarity	0.5977	NPC81229
Remote Similarity	0.5977	NPC255229
Remote Similarity	0.5976	NPC471164
Remote Similarity	0.5975	NPC22079
Remote Similarity	0.5962	NPC252794
Remote Similarity	0.596	NPC470546
Remote Similarity	0.5955	NPC32534
Remote Similarity	0.5952	NPC212799
Remote Similarity	0.5951	NPC65408
Remote Similarity	0.5949	NPC280807
Remote Similarity	0.5949	NPC472245
Remote Similarity	0.5949	NPC314431
Remote Similarity	0.5944	NPC469529
Remote Similarity	0.5944	NPC469938
Remote Similarity	0.5938	NPC475450
Remote Similarity	0.5935	NPC46358
Remote Similarity	0.5934	NPC248462
Remote Similarity	0.5934	NPC265710
Remote Similarity	0.5933	NPC313673
Remote Similarity	0.5932	NPC470509
Remote Similarity	0.593	NPC476297
Remote Similarity	0.5929	NPC75496
Remote Similarity	0.5924	NPC145754
Remote Similarity	0.5917	NPC21605
Remote Similarity	0.5917	NPC470111
Remote Similarity	0.5915	NPC471310
Remote Similarity	0.5914	NPC311858
Remote Similarity	0.5912	NPC231382
Remote Similarity	0.5909	NPC189116
Remote Similarity	0.5909	NPC476118
Remote Similarity	0.5904	NPC324091
Remote Similarity	0.5903	NPC473498
Remote Similarity	0.5903	NPC45033
Remote Similarity	0.5896	NPC51054
Remote Similarity	0.5896	NPC84317
Remote Similarity	0.5893	NPC314372
Remote Similarity	0.5893	NPC469525
Remote Similarity	0.5892	NPC21429
Remote Similarity	0.5887	NPC326792
Remote Similarity	0.5886	NPC143457
Remote Similarity	0.5885	NPC134657
Remote Similarity	0.5882	NPC37548
Remote Similarity	0.5882	NPC179605
Remote Similarity	0.5882	NPC279385
Remote Similarity	0.5882	NPC17059
Remote Similarity	0.5879	NPC473380
Remote Similarity	0.5879	NPC64436
Remote Similarity	0.5879	NPC73767
Remote Similarity	0.5879	NPC234987
Remote Similarity	0.5879	NPC240088
Remote Similarity	0.5873	NPC473763
Remote Similarity	0.5873	NPC117244
Remote Similarity	0.5872	NPC200743

Drug Structure

NPD4451 OpenBabel08211705262D 27 29 0 0 0 0 0 0 0 0999 V2000 4.9090 -2.7389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6502 0.7155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3429 -1.8379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2135 -0.1107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6573 -2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5233 -2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7913 -2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5233 -1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3671 -2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5896 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7824 -1.0864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2191 -0.2602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6784 -2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7331 0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4115 -3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7913 -1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9010 -1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6573 -0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8565 -1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7219 0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0747 -0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1890 -4.1906 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.6573 0.0028 0.0000 F 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 4.7796 -1.0117 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2219 -0.3349 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2852 1.3574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 25 1 0 0 0 0 4 25 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 16 2 0 0 0 0 8 18 2 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 25 1 0 0 0 0 12 26 1 0 0 0 0 13 15 2 0 0 0 0 13 17 1 0 0 0 0 14 20 1 0 0 0 0 14 24 1 0 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 26 1 0 0 0 0 20 26 1 0 0 0 0 20 27 2 0 0 0 0 21 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000242
DrugBank	DB00690
ChEMBL	CHEMBL968
IUPHAR/BPS	7188
PharmaGKB	PA449681
KEGG Drug	D00329
PubChem CID	3393
ChEBI	5128
CAS Number	17617-23-1

Drug Properties

Molecular Weight	387.15
ALogP	1.0236
MLogP	3.11
XLogP	4.088
HDA	4
HBD	0
Rotatable Bonds	10
TPSA	35.91
RO5 Violation	0