NPASS drugs

Drug Information

Drug ID:	NPD5883
Drug Name:	Filorexant
Molecular Formula:	C24H25FN4O2
Canonical SMILES:	Cc1ccc(c(c1)C(=O)N1C[C@@H](CC[C@H]1C)COc1ccc(cn1)F)c1ncccn1
Standard InCHI:	InChI=1S/C24H25FN4O2/c1-16-4-8-20(23-26-10-3-11-27-23)21(12-16)24(30)29-14-18(6-5-17(29)2)15-31-22-9-7-19(25)13-28-22/h3-4,7-13,17-18H,5-6,14-15H2,1-2H3/t17-,18-/m1/s1
Standard InCHIKey:	NPFDWHQSDBWQLH-QZTJIDSGSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5883

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	505
0.1-0.2	3077
0.2-0.3	9527
0.3-0.4	7442
0.4-0.5	7906
0.5-0.6	1973
0.6-0.7	455
0.7-0.8	5
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	0.7342	NPC322482
Intermediate Similarity	0.7287	NPC75179
Intermediate Similarity	0.7198	NPC470020
Intermediate Similarity	0.719	NPC116622
Intermediate Similarity	0.7083	NPC216612
Remote Similarity	0.6972	NPC72905
Remote Similarity	0.6857	NPC470018
Remote Similarity	0.6848	NPC137353
Remote Similarity	0.6829	NPC74575
Remote Similarity	0.682	NPC236668
Remote Similarity	0.6816	NPC471615
Remote Similarity	0.6811	NPC142385
Remote Similarity	0.6803	NPC210434
Remote Similarity	0.6802	NPC66777
Remote Similarity	0.6802	NPC471762
Remote Similarity	0.6792	NPC146976
Remote Similarity	0.6787	NPC49547
Remote Similarity	0.6783	NPC56271
Remote Similarity	0.6766	NPC327592
Remote Similarity	0.6761	NPC157931
Remote Similarity	0.676	NPC329631
Remote Similarity	0.6737	NPC317373
Remote Similarity	0.6722	NPC237740
Remote Similarity	0.6707	NPC24019
Remote Similarity	0.6695	NPC289086
Remote Similarity	0.6667	NPC253675
Remote Similarity	0.664	NPC470017
Remote Similarity	0.6639	NPC318299
Remote Similarity	0.6639	NPC243850
Remote Similarity	0.6639	NPC264176
Remote Similarity	0.6625	NPC290689
Remote Similarity	0.6614	NPC470022
Remote Similarity	0.6612	NPC317752
Remote Similarity	0.661	NPC328596
Remote Similarity	0.661	NPC328318
Remote Similarity	0.6598	NPC242923
Remote Similarity	0.6594	NPC472289
Remote Similarity	0.6587	NPC471004
Remote Similarity	0.6585	NPC472099
Remote Similarity	0.6583	NPC174758
Remote Similarity	0.6583	NPC174672
Remote Similarity	0.6574	NPC278525
Remote Similarity	0.6561	NPC22481
Remote Similarity	0.656	NPC257851
Remote Similarity	0.6553	NPC287437
Remote Similarity	0.6552	NPC51854
Remote Similarity	0.6552	NPC289786
Remote Similarity	0.6546	NPC473449
Remote Similarity	0.6542	NPC82548
Remote Similarity	0.6535	NPC90875
Remote Similarity	0.6525	NPC208522
Remote Similarity	0.6523	NPC30540
Remote Similarity	0.6522	NPC44354
Remote Similarity	0.6522	NPC233334
Remote Similarity	0.6513	NPC9729
Remote Similarity	0.6513	NPC270515
Remote Similarity	0.651	NPC108342
Remote Similarity	0.6508	NPC115595
Remote Similarity	0.6502	NPC472098
Remote Similarity	0.6496	NPC473053
Remote Similarity	0.6493	NPC328928
Remote Similarity	0.6488	NPC269367
Remote Similarity	0.6485	NPC16452
Remote Similarity	0.6485	NPC36229
Remote Similarity	0.6485	NPC476581
Remote Similarity	0.6484	NPC472061
Remote Similarity	0.6484	NPC182907
Remote Similarity	0.6484	NPC189903
Remote Similarity	0.6483	NPC4071
Remote Similarity	0.6483	NPC476582
Remote Similarity	0.6483	NPC476578
Remote Similarity	0.6478	NPC308906
Remote Similarity	0.6458	NPC323345
Remote Similarity	0.6458	NPC470164
Remote Similarity	0.6457	NPC102593
Remote Similarity	0.6457	NPC196718
Remote Similarity	0.6452	NPC477901
Remote Similarity	0.6445	NPC477549
Remote Similarity	0.6438	NPC195268
Remote Similarity	0.6438	NPC133140
Remote Similarity	0.6435	NPC118084
Remote Similarity	0.6434	NPC471603
Remote Similarity	0.6432	NPC193238
Remote Similarity	0.6423	NPC274982
Remote Similarity	0.6417	NPC274291
Remote Similarity	0.6417	NPC118832
Remote Similarity	0.6417	NPC165349
Remote Similarity	0.6417	NPC264166
Remote Similarity	0.6417	NPC160666
Remote Similarity	0.6417	NPC47059
Remote Similarity	0.6417	NPC329708
Remote Similarity	0.6414	NPC123395
Remote Similarity	0.6414	NPC477900
Remote Similarity	0.6414	NPC477899
Remote Similarity	0.6411	NPC168209
Remote Similarity	0.6411	NPC17565
Remote Similarity	0.641	NPC103230
Remote Similarity	0.6409	NPC119134
Remote Similarity	0.6405	NPC287208
Remote Similarity	0.6404	NPC63109
Remote Similarity	0.64	NPC235364
Remote Similarity	0.6395	NPC166722
Remote Similarity	0.6395	NPC101350
Remote Similarity	0.639	NPC472065
Remote Similarity	0.639	NPC472064
Remote Similarity	0.6382	NPC16066
Remote Similarity	0.6378	NPC91125
Remote Similarity	0.6375	NPC130570
Remote Similarity	0.6375	NPC122436
Remote Similarity	0.6367	NPC96584
Remote Similarity	0.6367	NPC478083
Remote Similarity	0.6367	NPC255800
Remote Similarity	0.6364	NPC475835
Remote Similarity	0.6364	NPC187145
Remote Similarity	0.6364	NPC478078
Remote Similarity	0.636	NPC31930
Remote Similarity	0.636	NPC15406
Remote Similarity	0.6357	NPC235685
Remote Similarity	0.6356	NPC152768
Remote Similarity	0.6356	NPC148183
Remote Similarity	0.6349	NPC26881
Remote Similarity	0.6346	NPC99891
Remote Similarity	0.6346	NPC210296
Remote Similarity	0.6345	NPC298436
Remote Similarity	0.6339	NPC311906
Remote Similarity	0.6336	NPC124313
Remote Similarity	0.6336	NPC254762
Remote Similarity	0.6335	NPC243633
Remote Similarity	0.6335	NPC175150
Remote Similarity	0.6332	NPC470474
Remote Similarity	0.6331	NPC206343
Remote Similarity	0.6331	NPC477908
Remote Similarity	0.6331	NPC305984
Remote Similarity	0.633	NPC326930
Remote Similarity	0.633	NPC53255
Remote Similarity	0.633	NPC475301
Remote Similarity	0.633	NPC85879
Remote Similarity	0.6327	NPC208284
Remote Similarity	0.6322	NPC84164
Remote Similarity	0.6322	NPC207283
Remote Similarity	0.6318	NPC470279
Remote Similarity	0.6312	NPC475533
Remote Similarity	0.6311	NPC249614
Remote Similarity	0.631	NPC65277
Remote Similarity	0.6306	NPC97367
Remote Similarity	0.6306	NPC13603
Remote Similarity	0.6305	NPC314270
Remote Similarity	0.6301	NPC53069
Remote Similarity	0.6301	NPC202768
Remote Similarity	0.6301	NPC202605
Remote Similarity	0.6301	NPC296482
Remote Similarity	0.6301	NPC112206
Remote Similarity	0.63	NPC315467
Remote Similarity	0.6296	NPC313189
Remote Similarity	0.6288	NPC475315
Remote Similarity	0.6288	NPC324619
Remote Similarity	0.628	NPC48317
Remote Similarity	0.628	NPC472555
Remote Similarity	0.6279	NPC327769
Remote Similarity	0.6278	NPC471178
Remote Similarity	0.6275	NPC314954
Remote Similarity	0.6274	NPC180668
Remote Similarity	0.6274	NPC148896
Remote Similarity	0.6274	NPC471013
Remote Similarity	0.6272	NPC237188
Remote Similarity	0.627	NPC220851
Remote Similarity	0.627	NPC477911
Remote Similarity	0.6269	NPC303374
Remote Similarity	0.6266	NPC472063
Remote Similarity	0.6266	NPC472062
Remote Similarity	0.6266	NPC472069
Remote Similarity	0.626	NPC132631
Remote Similarity	0.626	NPC103687
Remote Similarity	0.626	NPC478082
Remote Similarity	0.626	NPC477067
Remote Similarity	0.6256	NPC139763
Remote Similarity	0.6255	NPC323969
Remote Similarity	0.6255	NPC238457
Remote Similarity	0.6255	NPC472111
Remote Similarity	0.625	NPC477019
Remote Similarity	0.625	NPC4421
Remote Similarity	0.625	NPC50511
Remote Similarity	0.625	NPC264674
Remote Similarity	0.6245	NPC164340
Remote Similarity	0.6245	NPC471614
Remote Similarity	0.6245	NPC146724
Remote Similarity	0.6241	NPC472067
Remote Similarity	0.6241	NPC472066
Remote Similarity	0.6241	NPC472031
Remote Similarity	0.6241	NPC10904
Remote Similarity	0.624	NPC6576
Remote Similarity	0.624	NPC212768
Remote Similarity	0.624	NPC473115
Remote Similarity	0.624	NPC75600
Remote Similarity	0.624	NPC473089
Remote Similarity	0.624	NPC158020
Remote Similarity	0.6239	NPC183805
Remote Similarity	0.6236	NPC473833
Remote Similarity	0.6235	NPC251160
Remote Similarity	0.623	NPC477903

Drug Structure

NPD5883 OpenBabel08211708292D 31 34 0 0 1 0 0 0 0 0999 V2000 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 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 -6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 4.5000 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 -6.0622 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 -3.4641 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.9282 5.0000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 -7.7942 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 N 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 -6.9282 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 3 10 2 0 0 0 0 3 11 1 0 0 0 0 4 8 2 0 0 0 0 4 16 1 0 0 0 0 5 6 1 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 9 2 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 22 1 0 0 0 0 10 26 1 0 0 0 0 11 27 2 0 0 0 0 12 16 2 0 0 0 0 12 21 1 0 0 0 0 13 19 2 0 0 0 0 13 28 1 0 0 0 0 14 18 1 0 0 0 0 14 29 1 0 0 0 0 15 31 1 0 0 0 0 17 2 1 1 0 0 0 17 29 1 0 0 0 0 18 15 1 6 0 0 0 19 25 1 0 0 0 0 20 21 2 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 22 28 2 0 0 0 0 22 31 1 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 24 29 1 0 0 0 0 24 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003970; DNCL002958
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25128145
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.20
ALogP	0.0184
MLogP	3.33
XLogP	5.17
HDA	5
HBD	0
Rotatable Bonds	9
TPSA	68.21
RO5 Violation	1