NPASS drugs

Drug Information

Drug ID:	NPD5499
Drug Name:	Suvorexant
Molecular Formula:	C23H23ClN6O2
Canonical SMILES:	Cc1ccc(c(c1)C(=O)N1CCN(CC[C@H]1C)c1oc2c(n1)cc(cc2)Cl)n1nccn1
Standard InCHI:	InChI=1S/C23H23ClN6O2/c1-15-3-5-20(30-25-8-9-26-30)18(13-15)22(31)29-12-11-28(10-7-16(29)2)23-27-19-14-17(24)4-6-21(19)32-23/h3-6,8-9,13-14,16H,7,10-12H2,1-2H3/t16-/m1/s1
Standard InCHIKey:	JYTNQNCOQXFQPK-MRXNPFEDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5499

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	711
0.1-0.2	7037
0.2-0.3	6472
0.3-0.4	12592
0.4-0.5	2440
0.5-0.6	1465
0.6-0.7	170
0.7-0.8	3
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	0.7066	NPC196718
Intermediate Similarity	0.7023	NPC240384
Intermediate Similarity	0.7	NPC102593
Remote Similarity	0.6844	NPC141053
Remote Similarity	0.6825	NPC53534
Remote Similarity	0.6809	NPC323969
Remote Similarity	0.6782	NPC257851
Remote Similarity	0.6753	NPC161801
Remote Similarity	0.668	NPC469961
Remote Similarity	0.6679	NPC152620
Remote Similarity	0.6679	NPC101350
Remote Similarity	0.6642	NPC26543
Remote Similarity	0.6642	NPC235685
Remote Similarity	0.663	NPC148889
Remote Similarity	0.6602	NPC474428
Remote Similarity	0.6595	NPC74619
Remote Similarity	0.6575	NPC287208
Remote Similarity	0.6554	NPC473186
Remote Similarity	0.6525	NPC62995
Remote Similarity	0.6517	NPC260434
Remote Similarity	0.6506	NPC39370
Remote Similarity	0.6502	NPC216612
Remote Similarity	0.65	NPC63109
Remote Similarity	0.65	NPC258048
Remote Similarity	0.6477	NPC122436
Remote Similarity	0.6471	NPC471614
Remote Similarity	0.6468	NPC329631
Remote Similarity	0.6466	NPC157931
Remote Similarity	0.6457	NPC472259
Remote Similarity	0.6442	NPC66777
Remote Similarity	0.6442	NPC471762
Remote Similarity	0.6431	NPC49547
Remote Similarity	0.6426	NPC198401
Remote Similarity	0.6423	NPC72905
Remote Similarity	0.6417	NPC475774
Remote Similarity	0.6407	NPC180504
Remote Similarity	0.6404	NPC74575
Remote Similarity	0.6398	NPC322064
Remote Similarity	0.6385	NPC324361
Remote Similarity	0.6381	NPC194740
Remote Similarity	0.6371	NPC242923
Remote Similarity	0.6367	NPC91868
Remote Similarity	0.6367	NPC63971
Remote Similarity	0.6361	NPC196449
Remote Similarity	0.6361	NPC314222
Remote Similarity	0.6346	NPC38237
Remote Similarity	0.6333	NPC315062
Remote Similarity	0.6324	NPC182222
Remote Similarity	0.6321	NPC137353
Remote Similarity	0.6318	NPC116555
Remote Similarity	0.6314	NPC30540
Remote Similarity	0.6312	NPC27041
Remote Similarity	0.63	NPC35042
Remote Similarity	0.6291	NPC477585
Remote Similarity	0.6291	NPC477590
Remote Similarity	0.6291	NPC477588
Remote Similarity	0.6291	NPC477586
Remote Similarity	0.6283	NPC192712
Remote Similarity	0.6282	NPC142385
Remote Similarity	0.6273	NPC119006
Remote Similarity	0.6273	NPC267853
Remote Similarity	0.6264	NPC288987
Remote Similarity	0.6264	NPC316411
Remote Similarity	0.6259	NPC314954
Remote Similarity	0.6259	NPC208522
Remote Similarity	0.6255	NPC266249
Remote Similarity	0.625	NPC267811
Remote Similarity	0.625	NPC244897
Remote Similarity	0.6245	NPC295452
Remote Similarity	0.6245	NPC267928
Remote Similarity	0.6245	NPC470018
Remote Similarity	0.6245	NPC171393
Remote Similarity	0.6245	NPC187501
Remote Similarity	0.6231	NPC314633
Remote Similarity	0.6226	NPC248601
Remote Similarity	0.6226	NPC317701
Remote Similarity	0.6224	NPC185197
Remote Similarity	0.6222	NPC478078
Remote Similarity	0.6218	NPC470022
Remote Similarity	0.6218	NPC104712
Remote Similarity	0.6212	NPC77101
Remote Similarity	0.6207	NPC123839
Remote Similarity	0.6203	NPC308906
Remote Similarity	0.6198	NPC39500
Remote Similarity	0.6192	NPC82548
Remote Similarity	0.619	NPC207686
Remote Similarity	0.618	NPC225279
Remote Similarity	0.6179	NPC72715
Remote Similarity	0.6174	NPC477979
Remote Similarity	0.617	NPC165964
Remote Similarity	0.6169	NPC174758
Remote Similarity	0.6169	NPC174672
Remote Similarity	0.6168	NPC172222
Remote Similarity	0.6168	NPC220852
Remote Similarity	0.6163	NPC245816
Remote Similarity	0.6163	NPC476138
Remote Similarity	0.6162	NPC187145
Remote Similarity	0.6162	NPC186351
Remote Similarity	0.616	NPC94157
Remote Similarity	0.6159	NPC285343
Remote Similarity	0.6154	NPC243850
Remote Similarity	0.6149	NPC315499
Remote Similarity	0.6148	NPC286195
Remote Similarity	0.6142	NPC269270
Remote Similarity	0.6136	NPC476287
Remote Similarity	0.6134	NPC144452
Remote Similarity	0.6131	NPC469554
Remote Similarity	0.6131	NPC101543
Remote Similarity	0.6128	NPC472789
Remote Similarity	0.6126	NPC198673
Remote Similarity	0.6122	NPC146418
Remote Similarity	0.6119	NPC14686
Remote Similarity	0.6111	NPC322482
Remote Similarity	0.6111	NPC229893
Remote Similarity	0.6109	NPC19872
Remote Similarity	0.6105	NPC184408
Remote Similarity	0.6105	NPC303658
Remote Similarity	0.6101	NPC477587
Remote Similarity	0.6101	NPC477589
Remote Similarity	0.6101	NPC15801
Remote Similarity	0.6094	NPC168911
Remote Similarity	0.6089	NPC314659
Remote Similarity	0.6087	NPC253675
Remote Similarity	0.6084	NPC303374
Remote Similarity	0.6084	NPC471304
Remote Similarity	0.6082	NPC208084
Remote Similarity	0.6078	NPC270515
Remote Similarity	0.6071	NPC471593
Remote Similarity	0.607	NPC81535
Remote Similarity	0.6067	NPC305984
Remote Similarity	0.6065	NPC470017
Remote Similarity	0.6062	NPC295898
Remote Similarity	0.6059	NPC116701
Remote Similarity	0.6049	NPC314882
Remote Similarity	0.6048	NPC197335
Remote Similarity	0.6045	NPC9482
Remote Similarity	0.6044	NPC323244
Remote Similarity	0.6038	NPC26679
Remote Similarity	0.6038	NPC6865
Remote Similarity	0.6038	NPC118940
Remote Similarity	0.6038	NPC110182
Remote Similarity	0.6038	NPC471194
Remote Similarity	0.6038	NPC153980
Remote Similarity	0.6038	NPC471193
Remote Similarity	0.6031	NPC239954
Remote Similarity	0.6031	NPC474916
Remote Similarity	0.603	NPC274982
Remote Similarity	0.603	NPC36405
Remote Similarity	0.6029	NPC471615
Remote Similarity	0.6028	NPC472434
Remote Similarity	0.6026	NPC179896
Remote Similarity	0.6023	NPC470020
Remote Similarity	0.6022	NPC168209
Remote Similarity	0.6022	NPC274640
Remote Similarity	0.6022	NPC315822
Remote Similarity	0.6021	NPC472436
Remote Similarity	0.6021	NPC478006
Remote Similarity	0.6015	NPC132539
Remote Similarity	0.6015	NPC220851
Remote Similarity	0.6014	NPC473312
Remote Similarity	0.6014	NPC328924
Remote Similarity	0.6014	NPC279189
Remote Similarity	0.6014	NPC200553
Remote Similarity	0.6008	NPC285192
Remote Similarity	0.6007	NPC132631
Remote Similarity	0.6007	NPC244425
Remote Similarity	0.6007	NPC471197
Remote Similarity	0.6007	NPC103687
Remote Similarity	0.6007	NPC15384
Remote Similarity	0.6	NPC57398
Remote Similarity	0.6	NPC132642
Remote Similarity	0.6	NPC169716
Remote Similarity	0.6	NPC72956
Remote Similarity	0.5993	NPC323198
Remote Similarity	0.5986	NPC28945
Remote Similarity	0.5985	NPC197141
Remote Similarity	0.5985	NPC185782
Remote Similarity	0.5985	NPC131885
Remote Similarity	0.5985	NPC471198
Remote Similarity	0.5984	NPC476460
Remote Similarity	0.5978	NPC474688
Remote Similarity	0.5977	NPC280638
Remote Similarity	0.5972	NPC472435
Remote Similarity	0.597	NPC471192
Remote Similarity	0.5966	NPC117980
Remote Similarity	0.5962	NPC199667
Remote Similarity	0.5957	NPC267078
Remote Similarity	0.5957	NPC935
Remote Similarity	0.5956	NPC175150
Remote Similarity	0.5956	NPC243633
Remote Similarity	0.5953	NPC470787
Remote Similarity	0.5953	NPC472540
Remote Similarity	0.5953	NPC472539
Remote Similarity	0.5952	NPC478083
Remote Similarity	0.5952	NPC87391
Remote Similarity	0.5951	NPC475666
Remote Similarity	0.595	NPC162002
Remote Similarity	0.5945	NPC324091
Remote Similarity	0.5942	NPC326363
Remote Similarity	0.5941	NPC276657

Drug Structure

NPD5499 OpenBabel08211708292D 32 36 0 0 1 0 0 0 0 0999 V2000 3.3050 -2.2533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8019 2.7355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5777 -2.1238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1644 1.3017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7515 -1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2984 0.8017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4847 2.9251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5531 0.4537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9898 1.2800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4597 2.7026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4597 0.9007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4847 0.6782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5534 -0.6928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2984 2.8017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4787 -1.6900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7029 2.3017 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.1644 2.3017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7272 -0.1294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4324 2.3017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8262 -0.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4324 1.3017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8019 0.8678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8935 1.8017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0305 2.8017 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.9414 -0.3373 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0299 0.9996 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4813 2.6107 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8935 1.8017 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7029 1.3017 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 0.9757 1.4311 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4813 0.9926 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 3 5 2 0 0 0 0 3 15 1 0 0 0 0 4 6 2 0 0 0 0 4 17 1 0 0 0 0 5 20 1 0 0 0 0 6 21 1 0 0 0 0 7 10 1 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 25 2 0 0 0 0 9 26 2 0 0 0 0 10 28 1 0 0 0 0 11 12 1 0 0 0 0 11 28 1 0 0 0 0 12 29 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 16 2 1 6 0 0 0 16 29 1 0 0 0 0 17 24 1 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 19 21 2 0 0 0 0 19 27 1 0 0 0 0 20 30 1 0 0 0 0 21 32 1 0 0 0 0 22 29 1 0 0 0 0 22 31 2 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 23 32 1 0 0 0 0 25 30 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC010908
DrugBank	DB09034
ChEMBL	CHEMBL1083659
IUPHAR/BPS	2890
PharmaGKB
KEGG Drug	D10082
PubChem CID	24965990
ChEBI	82698
CAS Number	1030377-33-3

Drug Properties

Molecular Weight	450.16
ALogP	0.3715
MLogP	3
XLogP	4.243
HDA	7
HBD	0
Rotatable Bonds	7
TPSA	79.77
RO5 Violation	0