NPASS drugs

Drug Information

Drug ID:	NPD4893
Drug Name:	Lemborexant
Molecular Formula:	C22H20F2N4O2
Canonical SMILES:	Fc1cccc(c1)[C@]1(COc2cnc(nc2C)C)C[C@H]1C(=Nc1ccc(cn1)F)O
Standard InCHI:	InChI=1S/C22H20F2N4O2/c1-13-19(11-25-14(2)27-13)30-12-22(15-4-3-5-16(23)8-15)9-18(22)21(29)28-20-7-6-17(24)10-26-20/h3-8,10-11,18H,9,12H2,1-2H3,(H,26,28,29)/t18-,22+/m0/s1
Standard InCHIKey:	MUGXRYIUWFITCP-PGRDOPGGSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4893

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	397
0.1-0.2	2076
0.2-0.3	10671
0.3-0.4	11832
0.4-0.5	3807
0.5-0.6	1765
0.6-0.7	342
0.7-0.8	0
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
Remote Similarity	0.697	NPC132631
Remote Similarity	0.697	NPC103687
Remote Similarity	0.6957	NPC130570
Remote Similarity	0.6955	NPC264166
Remote Similarity	0.6955	NPC274291
Remote Similarity	0.6955	NPC118832
Remote Similarity	0.6955	NPC165349
Remote Similarity	0.6955	NPC47059
Remote Similarity	0.6955	NPC329708
Remote Similarity	0.6889	NPC471603
Remote Similarity	0.6885	NPC56271
Remote Similarity	0.6854	NPC472289
Remote Similarity	0.6851	NPC160666
Remote Similarity	0.682	NPC30540
Remote Similarity	0.6806	NPC289786
Remote Similarity	0.6776	NPC230805
Remote Similarity	0.673	NPC144114
Remote Similarity	0.6707	NPC472031
Remote Similarity	0.6707	NPC472066
Remote Similarity	0.6707	NPC472067
Remote Similarity	0.6682	NPC475774
Remote Similarity	0.6667	NPC3715
Remote Similarity	0.6651	NPC226202
Remote Similarity	0.6637	NPC477111
Remote Similarity	0.6636	NPC267928
Remote Similarity	0.6635	NPC476686
Remote Similarity	0.6635	NPC476688
Remote Similarity	0.6635	NPC105758
Remote Similarity	0.6623	NPC242923
Remote Similarity	0.6619	NPC150048
Remote Similarity	0.6619	NPC203754
Remote Similarity	0.6603	NPC208060
Remote Similarity	0.6602	NPC471178
Remote Similarity	0.6587	NPC164664
Remote Similarity	0.6585	NPC471177
Remote Similarity	0.6585	NPC124542
Remote Similarity	0.6585	NPC59779
Remote Similarity	0.6577	NPC287437
Remote Similarity	0.6573	NPC219963
Remote Similarity	0.6573	NPC477891
Remote Similarity	0.6571	NPC317054
Remote Similarity	0.6567	NPC250178
Remote Similarity	0.6553	NPC97367
Remote Similarity	0.6553	NPC216612
Remote Similarity	0.6538	NPC278874
Remote Similarity	0.6522	NPC26679
Remote Similarity	0.6516	NPC473053
Remote Similarity	0.6515	NPC180504
Remote Similarity	0.6513	NPC107160
Remote Similarity	0.6512	NPC284559
Remote Similarity	0.6509	NPC477110
Remote Similarity	0.6507	NPC290689
Remote Similarity	0.6504	NPC477795
Remote Similarity	0.6504	NPC477806
Remote Similarity	0.6504	NPC477796
Remote Similarity	0.6504	NPC477805
Remote Similarity	0.6498	NPC254762
Remote Similarity	0.6495	NPC266551
Remote Similarity	0.6495	NPC161887
Remote Similarity	0.6492	NPC472068
Remote Similarity	0.6476	NPC477113
Remote Similarity	0.6476	NPC323345
Remote Similarity	0.6476	NPC470164
Remote Similarity	0.6473	NPC101543
Remote Similarity	0.6473	NPC469554
Remote Similarity	0.6473	NPC19872
Remote Similarity	0.646	NPC245816
Remote Similarity	0.646	NPC476138
Remote Similarity	0.6455	NPC133140
Remote Similarity	0.6455	NPC195268
Remote Similarity	0.6453	NPC314270
Remote Similarity	0.6438	NPC470799
Remote Similarity	0.6438	NPC8022
Remote Similarity	0.6438	NPC288349
Remote Similarity	0.6429	NPC473764
Remote Similarity	0.6429	NPC314940
Remote Similarity	0.6426	NPC308906
Remote Similarity	0.6425	NPC329541
Remote Similarity	0.6422	NPC476287
Remote Similarity	0.6419	NPC287208
Remote Similarity	0.6411	NPC472434
Remote Similarity	0.6406	NPC20249
Remote Similarity	0.6406	NPC62510
Remote Similarity	0.6404	NPC472111
Remote Similarity	0.6404	NPC317373
Remote Similarity	0.6391	NPC185782
Remote Similarity	0.6364	NPC477975
Remote Similarity	0.6364	NPC21461
Remote Similarity	0.636	NPC327592
Remote Similarity	0.636	NPC470500
Remote Similarity	0.6356	NPC476578
Remote Similarity	0.6356	NPC476582
Remote Similarity	0.6356	NPC4071
Remote Similarity	0.6355	NPC211997
Remote Similarity	0.6349	NPC314954
Remote Similarity	0.6346	NPC224632
Remote Similarity	0.6346	NPC177404
Remote Similarity	0.6344	NPC328318
Remote Similarity	0.6344	NPC328596
Remote Similarity	0.6333	NPC2497
Remote Similarity	0.6331	NPC295452
Remote Similarity	0.6331	NPC171393
Remote Similarity	0.6322	NPC116622
Remote Similarity	0.6321	NPC252590
Remote Similarity	0.6316	NPC474217
Remote Similarity	0.6314	NPC473822
Remote Similarity	0.6311	NPC212213
Remote Similarity	0.6311	NPC255800
Remote Similarity	0.6311	NPC96584
Remote Similarity	0.6309	NPC202605
Remote Similarity	0.6309	NPC112206
Remote Similarity	0.6308	NPC472122
Remote Similarity	0.6308	NPC134586
Remote Similarity	0.6308	NPC24594
Remote Similarity	0.6296	NPC201508
Remote Similarity	0.6292	NPC125597
Remote Similarity	0.6288	NPC16452
Remote Similarity	0.6288	NPC476581
Remote Similarity	0.6288	NPC36229
Remote Similarity	0.6283	NPC476167
Remote Similarity	0.6282	NPC317752
Remote Similarity	0.628	NPC129721
Remote Similarity	0.6275	NPC472435
Remote Similarity	0.6268	NPC71079
Remote Similarity	0.6267	NPC224928
Remote Similarity	0.6267	NPC470474
Remote Similarity	0.6245	NPC173080
Remote Similarity	0.6244	NPC158129
Remote Similarity	0.6244	NPC121658
Remote Similarity	0.6244	NPC14651
Remote Similarity	0.6239	NPC318299
Remote Similarity	0.6239	NPC192315
Remote Similarity	0.6239	NPC239954
Remote Similarity	0.6238	NPC118511
Remote Similarity	0.6238	NPC476446
Remote Similarity	0.6238	NPC78375
Remote Similarity	0.6238	NPC473057
Remote Similarity	0.6238	NPC469813
Remote Similarity	0.6238	NPC311276
Remote Similarity	0.6234	NPC310118
Remote Similarity	0.623	NPC476451
Remote Similarity	0.623	NPC471891
Remote Similarity	0.6225	NPC81175
Remote Similarity	0.6223	NPC5145
Remote Similarity	0.6221	NPC472105
Remote Similarity	0.6221	NPC187827
Remote Similarity	0.622	NPC158055
Remote Similarity	0.6218	NPC213530
Remote Similarity	0.6218	NPC313804
Remote Similarity	0.6218	NPC193267
Remote Similarity	0.6218	NPC315804
Remote Similarity	0.6217	NPC285558
Remote Similarity	0.6213	NPC162530
Remote Similarity	0.6208	NPC122463
Remote Similarity	0.6207	NPC476465
Remote Similarity	0.6205	NPC198673
Remote Similarity	0.6205	NPC307963
Remote Similarity	0.6204	NPC283152
Remote Similarity	0.6204	NPC151939
Remote Similarity	0.6202	NPC472436
Remote Similarity	0.62	NPC39092
Remote Similarity	0.6199	NPC204565
Remote Similarity	0.6199	NPC317030
Remote Similarity	0.6197	NPC476518
Remote Similarity	0.6193	NPC233936
Remote Similarity	0.6189	NPC115595
Remote Similarity	0.6185	NPC471614
Remote Similarity	0.6184	NPC477019
Remote Similarity	0.6184	NPC63562
Remote Similarity	0.6182	NPC42591
Remote Similarity	0.6182	NPC188387
Remote Similarity	0.6182	NPC163421
Remote Similarity	0.618	NPC469589
Remote Similarity	0.6179	NPC127730
Remote Similarity	0.6179	NPC108469
Remote Similarity	0.6179	NPC278366
Remote Similarity	0.6175	NPC133261
Remote Similarity	0.6173	NPC110151
Remote Similarity	0.6173	NPC186351
Remote Similarity	0.6171	NPC173028
Remote Similarity	0.6171	NPC65215
Remote Similarity	0.6167	NPC168911
Remote Similarity	0.6167	NPC471506
Remote Similarity	0.6167	NPC473317
Remote Similarity	0.6167	NPC265576
Remote Similarity	0.6166	NPC471311
Remote Similarity	0.6166	NPC471313
Remote Similarity	0.6165	NPC470233
Remote Similarity	0.6164	NPC472109
Remote Similarity	0.6164	NPC472110
Remote Similarity	0.6164	NPC193238
Remote Similarity	0.6164	NPC313189
Remote Similarity	0.6164	NPC48938
Remote Similarity	0.616	NPC99891
Remote Similarity	0.616	NPC251936
Remote Similarity	0.6157	NPC469308
Remote Similarity	0.6157	NPC31930
Remote Similarity	0.6154	NPC167860
Remote Similarity	0.6154	NPC118084
Remote Similarity	0.6154	NPC123976

Drug Structure

NPD4893 OpenBabel08211706322D 31 34 0 0 1 0 0 0 0 0999 V2000 -5.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1340 -3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -8.1962 -1.0000 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 -7.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 15 1 0 0 0 0 5 16 2 0 0 0 0 6 7 2 0 0 0 0 6 17 1 0 0 0 0 7 20 1 0 0 0 0 8 15 2 0 0 0 0 8 16 1 0 0 0 0 9 18 1 0 0 0 0 9 22 1 0 0 0 0 10 17 2 0 0 0 0 10 26 1 0 0 0 0 11 19 2 0 0 0 0 11 25 1 0 0 0 0 12 30 1 0 0 0 0 13 19 1 0 0 0 0 13 27 2 0 0 0 0 14 25 2 0 0 0 0 14 27 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 18 22 1 1 0 0 0 19 30 1 0 0 0 0 20 26 2 0 0 0 0 20 28 1 0 0 0 0 21 28 2 3 0 0 0 21 29 1 0 0 0 0 22 12 1 1 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.16
ALogP	1.0328
MLogP	3
XLogP	4.71
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	80.49
RO5 Violation	0