NPASS drugs

Drug Information

Drug ID:	NPD2444
Drug Name:	Lersivirine
Molecular Formula:	C17H18N4O2
Canonical SMILES:	OCCn1nc(c(c1CC)Oc1cc(C#N)cc(c1)C#N)CC
Standard InCHI:	InChI=1S/C17H18N4O2/c1-3-15-17(16(4-2)21(20-15)5-6-22)23-14-8-12(10-18)7-13(9-14)11-19/h7-9,22H,3-6H2,1-2H3
Standard InCHIKey:	MCPUZZJBAHRIPO-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2444

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	288
0.1-0.2	2202
0.2-0.3	10133
0.3-0.4	3479
0.4-0.5	11866
0.5-0.6	2676
0.6-0.7	244
0.7-0.8	2
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	0.7157	NPC194967
Intermediate Similarity	0.7018	NPC180504
Remote Similarity	0.6912	NPC475774
Remote Similarity	0.6816	NPC472193
Remote Similarity	0.6804	NPC474798
Remote Similarity	0.68	NPC475190
Remote Similarity	0.6798	NPC128823
Remote Similarity	0.6791	NPC118511
Remote Similarity	0.6744	NPC132642
Remote Similarity	0.6737	NPC477888
Remote Similarity	0.6683	NPC242928
Remote Similarity	0.6651	NPC94157
Remote Similarity	0.665	NPC471593
Remote Similarity	0.6635	NPC470930
Remote Similarity	0.6634	NPC307963
Remote Similarity	0.6603	NPC472111
Remote Similarity	0.6573	NPC26679
Remote Similarity	0.6569	NPC251090
Remote Similarity	0.6561	NPC177404
Remote Similarity	0.6537	NPC267928
Remote Similarity	0.6533	NPC42591
Remote Similarity	0.6509	NPC209769
Remote Similarity	0.6507	NPC245816
Remote Similarity	0.6507	NPC476138
Remote Similarity	0.6485	NPC76748
Remote Similarity	0.648	NPC211997
Remote Similarity	0.648	NPC283152
Remote Similarity	0.6479	NPC11464
Remote Similarity	0.6476	NPC47059
Remote Similarity	0.6476	NPC264166
Remote Similarity	0.6476	NPC274291
Remote Similarity	0.6476	NPC329708
Remote Similarity	0.6476	NPC118832
Remote Similarity	0.6476	NPC165349
Remote Similarity	0.6473	NPC18487
Remote Similarity	0.6465	NPC476287
Remote Similarity	0.6453	NPC92111
Remote Similarity	0.6447	NPC472168
Remote Similarity	0.6436	NPC296527
Remote Similarity	0.6432	NPC185782
Remote Similarity	0.6432	NPC469589
Remote Similarity	0.6432	NPC176127
Remote Similarity	0.6429	NPC194724
Remote Similarity	0.6429	NPC134586
Remote Similarity	0.6419	NPC203168
Remote Similarity	0.6417	NPC26872
Remote Similarity	0.6416	NPC329631
Remote Similarity	0.6413	NPC473185
Remote Similarity	0.6411	NPC98685
Remote Similarity	0.6406	NPC288349
Remote Similarity	0.6406	NPC470799
Remote Similarity	0.6406	NPC8022
Remote Similarity	0.6402	NPC199667
Remote Similarity	0.6402	NPC219664
Remote Similarity	0.64	NPC475253
Remote Similarity	0.6385	NPC476465
Remote Similarity	0.6385	NPC475910
Remote Similarity	0.6382	NPC118776
Remote Similarity	0.6378	NPC312872
Remote Similarity	0.6364	NPC19872
Remote Similarity	0.6364	NPC329793
Remote Similarity	0.6355	NPC110741
Remote Similarity	0.6355	NPC473181
Remote Similarity	0.6354	NPC263439
Remote Similarity	0.6349	NPC315257
Remote Similarity	0.6343	NPC473180
Remote Similarity	0.633	NPC170114
Remote Similarity	0.6329	NPC13880
Remote Similarity	0.6324	NPC3715
Remote Similarity	0.6321	NPC137929
Remote Similarity	0.6321	NPC164374
Remote Similarity	0.6321	NPC70172
Remote Similarity	0.6318	NPC473179
Remote Similarity	0.6318	NPC320394
Remote Similarity	0.6316	NPC26850
Remote Similarity	0.6311	NPC279401
Remote Similarity	0.6311	NPC476997
Remote Similarity	0.6311	NPC79293
Remote Similarity	0.6311	NPC476994
Remote Similarity	0.6305	NPC66083
Remote Similarity	0.6303	NPC470678
Remote Similarity	0.63	NPC116096
Remote Similarity	0.6298	NPC224928
Remote Similarity	0.6293	NPC469390
Remote Similarity	0.6291	NPC476106
Remote Similarity	0.6284	NPC470549
Remote Similarity	0.6283	NPC476996
Remote Similarity	0.6283	NPC476998
Remote Similarity	0.6274	NPC162484
Remote Similarity	0.6268	NPC72211
Remote Similarity	0.6262	NPC280964
Remote Similarity	0.6262	NPC195268
Remote Similarity	0.6262	NPC114335
Remote Similarity	0.6262	NPC133140
Remote Similarity	0.6262	NPC141915
Remote Similarity	0.6256	NPC204385
Remote Similarity	0.625	NPC478032
Remote Similarity	0.6239	NPC478074
Remote Similarity	0.6239	NPC471080
Remote Similarity	0.6239	NPC469592
Remote Similarity	0.6238	NPC84478
Remote Similarity	0.6238	NPC287437
Remote Similarity	0.6236	NPC274732
Remote Similarity	0.6233	NPC287208
Remote Similarity	0.6228	NPC473186
Remote Similarity	0.6226	NPC475112
Remote Similarity	0.6226	NPC66815
Remote Similarity	0.6226	NPC475085
Remote Similarity	0.6226	NPC291535
Remote Similarity	0.6221	NPC187501
Remote Similarity	0.622	NPC243834
Remote Similarity	0.622	NPC70956
Remote Similarity	0.6219	NPC206201
Remote Similarity	0.6215	NPC304183
Remote Similarity	0.6211	NPC63562
Remote Similarity	0.6209	NPC329747
Remote Similarity	0.6193	NPC472098
Remote Similarity	0.6193	NPC474428
Remote Similarity	0.6193	NPC158129
Remote Similarity	0.619	NPC473183
Remote Similarity	0.6185	NPC471314
Remote Similarity	0.6185	NPC471315
Remote Similarity	0.6181	NPC288943
Remote Similarity	0.6176	NPC61350
Remote Similarity	0.6175	NPC189724
Remote Similarity	0.6175	NPC83289
Remote Similarity	0.6175	NPC471304
Remote Similarity	0.6175	NPC212850
Remote Similarity	0.6174	NPC39370
Remote Similarity	0.6174	NPC473184
Remote Similarity	0.6172	NPC473053
Remote Similarity	0.6172	NPC70259
Remote Similarity	0.6169	NPC222592
Remote Similarity	0.6169	NPC168486
Remote Similarity	0.6166	NPC63338
Remote Similarity	0.6166	NPC322976
Remote Similarity	0.6166	NPC324203
Remote Similarity	0.6164	NPC266931
Remote Similarity	0.6162	NPC470394
Remote Similarity	0.6162	NPC470403
Remote Similarity	0.6162	NPC470404
Remote Similarity	0.6157	NPC477111
Remote Similarity	0.6157	NPC470931
Remote Similarity	0.6157	NPC469554
Remote Similarity	0.6154	NPC84853
Remote Similarity	0.6147	NPC208284
Remote Similarity	0.6146	NPC269919
Remote Similarity	0.6146	NPC132680
Remote Similarity	0.6143	NPC225279
Remote Similarity	0.6142	NPC473764
Remote Similarity	0.6142	NPC314940
Remote Similarity	0.614	NPC472286
Remote Similarity	0.614	NPC472287
Remote Similarity	0.614	NPC475841
Remote Similarity	0.614	NPC474145
Remote Similarity	0.614	NPC323345
Remote Similarity	0.614	NPC470164
Remote Similarity	0.6139	NPC270301
Remote Similarity	0.6139	NPC219963
Remote Similarity	0.6134	NPC315498
Remote Similarity	0.6134	NPC230942
Remote Similarity	0.6132	NPC477019
Remote Similarity	0.6132	NPC176538
Remote Similarity	0.6126	NPC184408
Remote Similarity	0.6126	NPC469594
Remote Similarity	0.6124	NPC205934
Remote Similarity	0.6124	NPC43787
Remote Similarity	0.6124	NPC131017
Remote Similarity	0.6121	NPC476995
Remote Similarity	0.6121	NPC477589
Remote Similarity	0.6121	NPC223427
Remote Similarity	0.6121	NPC477587
Remote Similarity	0.6119	NPC316981
Remote Similarity	0.6119	NPC48353
Remote Similarity	0.6119	NPC38237
Remote Similarity	0.6114	NPC476999
Remote Similarity	0.6111	NPC193777
Remote Similarity	0.6111	NPC85482
Remote Similarity	0.6111	NPC252590
Remote Similarity	0.6105	NPC17388
Remote Similarity	0.6105	NPC289330
Remote Similarity	0.6105	NPC160120
Remote Similarity	0.6105	NPC471308
Remote Similarity	0.6105	NPC53596
Remote Similarity	0.6103	NPC470586
Remote Similarity	0.6101	NPC290689
Remote Similarity	0.6096	NPC470395
Remote Similarity	0.6094	NPC477889
Remote Similarity	0.6091	NPC162530
Remote Similarity	0.6091	NPC39500
Remote Similarity	0.6089	NPC216612
Remote Similarity	0.6087	NPC101543
Remote Similarity	0.6085	NPC476578
Remote Similarity	0.6085	NPC476582
Remote Similarity	0.6085	NPC4071
Remote Similarity	0.6081	NPC314552
Remote Similarity	0.608	NPC111624
Remote Similarity	0.608	NPC471294
Remote Similarity	0.6077	NPC226202
Remote Similarity	0.6077	NPC289786

Drug Structure

NPD2444 OpenBabel08211702172D 24 25 0 0 0 0 0 0 0 0999 V2000 0.9898 -2.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5134 1.4394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0388 -2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 2.2976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 -2.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 1.8080 1.9316 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -1.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8025 2.0361 0.0000 H 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 15 1 0 0 0 0 4 16 1 0 0 0 0 5 6 1 0 0 0 0 5 21 1 0 0 0 0 6 22 1 0 0 0 0 7 12 2 0 0 0 0 7 13 1 0 0 0 0 8 12 1 0 0 0 0 8 14 2 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 18 3 0 0 0 0 11 13 1 0 0 0 0 11 19 3 0 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 15 20 2 0 0 0 0 16 17 2 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 20 21 1 0 0 0 0 22 24 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	310.14
ALogP	-0.982
MLogP	2.67
XLogP	1.782
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	94.86
RO5 Violation	0