NPASS drugs

Drug Information

Drug ID:	NPD4867
Drug Name:	Rilpivirine
Molecular Formula:	C22H18N6
Canonical SMILES:	N#C/C=C/c1cc(C)c(c(c1)C)N=c1ccnc([nH]1)Nc1ccc(cc1)C#N
Standard InCHI:	InChI=1S/C22H18N6/c1-15-12-18(4-3-10-23)13-16(2)21(15)27-20-9-11-25-22(28-20)26-19-7-5-17(14-24)6-8-19/h3-9,11-13H,1-2H3,(H2,25,26,27,28)/b4-3+
Standard InCHIKey:	YIBOMRUWOWDFLG-ONEGZZNKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4867

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	601
0.1-0.2	6651
0.2-0.3	12638
0.3-0.4	7276
0.4-0.5	2680
0.5-0.6	893
0.6-0.7	141
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	0.7874	NPC314141
Intermediate Similarity	0.7615	NPC288232
Intermediate Similarity	0.7368	NPC313449
Intermediate Similarity	0.7328	NPC187036
Intermediate Similarity	0.7143	NPC252794
Intermediate Similarity	0.7111	NPC192209
Intermediate Similarity	0.7077	NPC164802
Intermediate Similarity	0.7077	NPC302790
Intermediate Similarity	0.7075	NPC83214
Intermediate Similarity	0.7068	NPC296163
Remote Similarity	0.698	NPC2823
Remote Similarity	0.6972	NPC145754
Remote Similarity	0.6822	NPC474430
Remote Similarity	0.6781	NPC476687
Remote Similarity	0.6781	NPC476685
Remote Similarity	0.6781	NPC476689
Remote Similarity	0.6744	NPC291610
Remote Similarity	0.6733	NPC125746
Remote Similarity	0.6721	NPC111233
Remote Similarity	0.6667	NPC125416
Remote Similarity	0.6644	NPC300299
Remote Similarity	0.6644	NPC9856
Remote Similarity	0.6617	NPC434
Remote Similarity	0.6617	NPC79618
Remote Similarity	0.6597	NPC122718
Remote Similarity	0.6587	NPC469330
Remote Similarity	0.6554	NPC22079
Remote Similarity	0.6549	NPC475915
Remote Similarity	0.6541	NPC117032
Remote Similarity	0.6538	NPC204141
Remote Similarity	0.651	NPC179365
Remote Similarity	0.651	NPC475450
Remote Similarity	0.6497	NPC143872
Remote Similarity	0.648	NPC191444
Remote Similarity	0.6456	NPC477134
Remote Similarity	0.6434	NPC215519
Remote Similarity	0.6405	NPC314102
Remote Similarity	0.6405	NPC251722
Remote Similarity	0.64	NPC176858
Remote Similarity	0.64	NPC101165
Remote Similarity	0.6376	NPC473587
Remote Similarity	0.6358	NPC473930
Remote Similarity	0.6358	NPC476219
Remote Similarity	0.6358	NPC38736
Remote Similarity	0.6345	NPC283130
Remote Similarity	0.6345	NPC328683
Remote Similarity	0.6341	NPC206819
Remote Similarity	0.6341	NPC318065
Remote Similarity	0.6333	NPC475428
Remote Similarity	0.6312	NPC124005
Remote Similarity	0.6309	NPC473762
Remote Similarity	0.6299	NPC150259
Remote Similarity	0.6282	NPC230002
Remote Similarity	0.6282	NPC279081
Remote Similarity	0.6279	NPC108339
Remote Similarity	0.6273	NPC33421
Remote Similarity	0.6273	NPC206592
Remote Similarity	0.6265	NPC470203
Remote Similarity	0.626	NPC317642
Remote Similarity	0.6258	NPC476297
Remote Similarity	0.625	NPC109787
Remote Similarity	0.625	NPC21605
Remote Similarity	0.625	NPC114209
Remote Similarity	0.6224	NPC264580
Remote Similarity	0.6224	NPC81561
Remote Similarity	0.622	NPC78154
Remote Similarity	0.621	NPC229477
Remote Similarity	0.6205	NPC470204
Remote Similarity	0.6205	NPC122141
Remote Similarity	0.6205	NPC44773
Remote Similarity	0.6205	NPC215584
Remote Similarity	0.6203	NPC136002
Remote Similarity	0.6197	NPC313673
Remote Similarity	0.6196	NPC232798
Remote Similarity	0.6196	NPC295021
Remote Similarity	0.619	NPC30445
Remote Similarity	0.6188	NPC469740
Remote Similarity	0.6182	NPC286427
Remote Similarity	0.6181	NPC162689
Remote Similarity	0.6181	NPC54102
Remote Similarity	0.6178	NPC469783
Remote Similarity	0.6178	NPC469761
Remote Similarity	0.6178	NPC469768
Remote Similarity	0.6178	NPC469784
Remote Similarity	0.6178	NPC59084
Remote Similarity	0.6178	NPC469767
Remote Similarity	0.6178	NPC2949
Remote Similarity	0.6178	NPC469779
Remote Similarity	0.6178	NPC469780
Remote Similarity	0.6174	NPC469949
Remote Similarity	0.6174	NPC250361
Remote Similarity	0.6174	NPC476950
Remote Similarity	0.6169	NPC198988
Remote Similarity	0.6168	NPC16667
Remote Similarity	0.6154	NPC169433
Remote Similarity	0.6154	NPC148140
Remote Similarity	0.6145	NPC475990
Remote Similarity	0.6145	NPC56765
Remote Similarity	0.6145	NPC41257
Remote Similarity	0.6144	NPC184437
Remote Similarity	0.6139	NPC63157
Remote Similarity	0.6139	NPC469766
Remote Similarity	0.6139	NPC473868
Remote Similarity	0.6138	NPC279385
Remote Similarity	0.6138	NPC179605
Remote Similarity	0.6131	NPC162799
Remote Similarity	0.6129	NPC325252
Remote Similarity	0.6125	NPC469735
Remote Similarity	0.6124	NPC108800
Remote Similarity	0.6122	NPC41174
Remote Similarity	0.6121	NPC184476
Remote Similarity	0.6118	NPC282398
Remote Similarity	0.6115	NPC312092
Remote Similarity	0.6115	NPC73767
Remote Similarity	0.6115	NPC88097
Remote Similarity	0.6111	NPC187951
Remote Similarity	0.6111	NPC262295
Remote Similarity	0.6111	NPC37548
Remote Similarity	0.6108	NPC68650
Remote Similarity	0.6107	NPC471319
Remote Similarity	0.6107	NPC471320
Remote Similarity	0.6101	NPC20144
Remote Similarity	0.6096	NPC103292
Remote Similarity	0.6093	NPC226662
Remote Similarity	0.609	NPC84911
Remote Similarity	0.6087	NPC129042
Remote Similarity	0.6082	NPC194411
Remote Similarity	0.6074	NPC53947
Remote Similarity	0.6071	NPC225018
Remote Similarity	0.6069	NPC226143
Remote Similarity	0.6062	NPC242556
Remote Similarity	0.6059	NPC49217
Remote Similarity	0.6051	NPC207554
Remote Similarity	0.6048	NPC134825
Remote Similarity	0.6036	NPC247987
Remote Similarity	0.6036	NPC90723
Remote Similarity	0.6026	NPC96102
Remote Similarity	0.6026	NPC29886
Remote Similarity	0.6026	NPC261195
Remote Similarity	0.6026	NPC218268
Remote Similarity	0.6024	NPC84317
Remote Similarity	0.6024	NPC51054
Remote Similarity	0.6023	NPC16659
Remote Similarity	0.6016	NPC173991
Remote Similarity	0.6013	NPC207428
Remote Similarity	0.6013	NPC110126
Remote Similarity	0.6013	NPC471574
Remote Similarity	0.6013	NPC53044
Remote Similarity	0.6012	NPC473320
Remote Similarity	0.6	NPC280864
Remote Similarity	0.6	NPC17751
Remote Similarity	0.5988	NPC288838
Remote Similarity	0.5988	NPC280548
Remote Similarity	0.5987	NPC105127
Remote Similarity	0.5987	NPC472245
Remote Similarity	0.5986	NPC257490
Remote Similarity	0.5977	NPC275305
Remote Similarity	0.5977	NPC248862
Remote Similarity	0.5977	NPC37423
Remote Similarity	0.5975	NPC115611
Remote Similarity	0.5974	NPC471322
Remote Similarity	0.5971	NPC77294
Remote Similarity	0.5966	NPC265710
Remote Similarity	0.5964	NPC470507
Remote Similarity	0.5962	NPC471123
Remote Similarity	0.5954	NPC6982
Remote Similarity	0.5952	NPC67056
Remote Similarity	0.5952	NPC221786
Remote Similarity	0.5952	NPC300238
Remote Similarity	0.5952	NPC474880
Remote Similarity	0.5952	NPC276085
Remote Similarity	0.5946	NPC268534
Remote Similarity	0.5944	NPC205652
Remote Similarity	0.5941	NPC271734
Remote Similarity	0.5941	NPC472587
Remote Similarity	0.5933	NPC52764
Remote Similarity	0.5928	NPC285469
Remote Similarity	0.5926	NPC314372
Remote Similarity	0.5921	NPC150863
Remote Similarity	0.592	NPC34508
Remote Similarity	0.5917	NPC229173
Remote Similarity	0.5915	NPC473329
Remote Similarity	0.5912	NPC301760
Remote Similarity	0.5912	NPC275467
Remote Similarity	0.5909	NPC68354
Remote Similarity	0.5909	NPC329430
Remote Similarity	0.5909	NPC14849
Remote Similarity	0.5906	NPC471130
Remote Similarity	0.5904	NPC325903
Remote Similarity	0.5904	NPC471132
Remote Similarity	0.5901	NPC190296
Remote Similarity	0.5894	NPC166424
Remote Similarity	0.5894	NPC245244
Remote Similarity	0.5894	NPC146373
Remote Similarity	0.5893	NPC222029
Remote Similarity	0.5893	NPC216643
Remote Similarity	0.5893	NPC193740
Remote Similarity	0.5889	NPC307396
Remote Similarity	0.5886	NPC328611
Remote Similarity	0.5886	NPC469560

Drug Structure

NPD4867 OpenBabel08211706322D 30 32 0 0 0 0 0 0 0 0999 V2000 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -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 -4.3301 -3.5000 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 3.4641 1.0000 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 1.5000 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 -6.0622 -3.5000 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 -3.4641 -2.0000 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 4.3301 -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 -1.7321 -3.0000 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 -3.4641 -3.0000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 N 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 0.8660 1.5000 0.0000 N 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 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 3 4 2 0 0 0 0 3 10 1 0 0 0 0 4 18 1 0 0 0 0 5 7 1 0 0 0 0 5 17 2 0 0 0 0 6 8 2 0 0 0 0 6 17 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 11 2 0 0 0 0 9 20 1 0 0 0 0 10 23 3 0 0 0 0 11 25 1 0 0 0 0 12 15 1 0 0 0 0 12 18 2 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 14 24 3 0 0 0 0 15 21 2 0 0 0 0 16 21 1 0 0 0 0 19 26 1 0 0 0 0 20 27 2 3 0 0 0 20 28 1 0 0 0 0 21 27 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 22 28 1 0 0 0 0 26 29 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001213
DrugBank	DB08864
ChEMBL	CHEMBL175691
IUPHAR/BPS
PharmaGKB
KEGG Drug	D09720
PubChem CID	6451164
ChEBI	68606
CAS Number	500287-72-9

Drug Properties

Molecular Weight	366.16
ALogP	0.5647
MLogP	3.22
XLogP	4.583
HDA	6
HBD	2
Rotatable Bonds	6
TPSA	96.36
RO5 Violation	0