NPASS drugs

Drug Information

Drug ID:	NPD3765
Drug Name:	Etravirine
Molecular Formula:	C20H15BrN6O
Canonical SMILES:	N#Cc1ccc(cc1)Nc1nc(N)c(c(n1)Oc1c(C)cc(cc1C)C#N)Br
Standard InCHI:	InChI=1S/C20H15BrN6O/c1-11-7-14(10-23)8-12(2)17(11)28-19-16(21)18(24)26-20(27-19)25-15-5-3-13(9-22)4-6-15/h3-8H,1-2H3,(H3,24,25,26,27)
Standard InCHIKey:	PYGWGZALEOIKDF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3765

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	609
0.1-0.2	4744
0.2-0.3	8127
0.3-0.4	7520
0.4-0.5	8374
0.5-0.6	1362
0.6-0.7	149
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	0.7172	NPC144114
Intermediate Similarity	0.7041	NPC208060
Intermediate Similarity	0.7039	NPC43787
Intermediate Similarity	0.7039	NPC205934
Intermediate Similarity	0.7005	NPC70259
Remote Similarity	0.6974	NPC278874
Remote Similarity	0.6964	NPC187145
Remote Similarity	0.6938	NPC72211
Remote Similarity	0.6919	NPC476044
Remote Similarity	0.6919	NPC267423
Remote Similarity	0.6915	NPC477891
Remote Similarity	0.6904	NPC476686
Remote Similarity	0.6904	NPC476688
Remote Similarity	0.6904	NPC105758
Remote Similarity	0.6903	NPC115595
Remote Similarity	0.6875	NPC26850
Remote Similarity	0.6856	NPC224632
Remote Similarity	0.6808	NPC475112
Remote Similarity	0.6808	NPC475085
Remote Similarity	0.6808	NPC291535
Remote Similarity	0.6776	NPC162484
Remote Similarity	0.6714	NPC11017
Remote Similarity	0.6713	NPC476106
Remote Similarity	0.6695	NPC56271
Remote Similarity	0.6683	NPC164664
Remote Similarity	0.6667	NPC254762
Remote Similarity	0.6651	NPC243834
Remote Similarity	0.6651	NPC70956
Remote Similarity	0.6635	NPC131017
Remote Similarity	0.6632	NPC26872
Remote Similarity	0.6621	NPC201697
Remote Similarity	0.6558	NPC329747
Remote Similarity	0.6532	NPC48353
Remote Similarity	0.6515	NPC177404
Remote Similarity	0.6514	NPC470930
Remote Similarity	0.6509	NPC160666
Remote Similarity	0.6507	NPC471615
Remote Similarity	0.6502	NPC312872
Remote Similarity	0.65	NPC470931
Remote Similarity	0.6476	NPC230805
Remote Similarity	0.6473	NPC470549
Remote Similarity	0.6471	NPC288943
Remote Similarity	0.6462	NPC141915
Remote Similarity	0.6462	NPC280964
Remote Similarity	0.6462	NPC114335
Remote Similarity	0.6444	NPC170114
Remote Similarity	0.6439	NPC283152
Remote Similarity	0.6415	NPC475411
Remote Similarity	0.6404	NPC86078
Remote Similarity	0.6396	NPC209769
Remote Similarity	0.6381	NPC204385
Remote Similarity	0.638	NPC193777
Remote Similarity	0.6376	NPC477532
Remote Similarity	0.6376	NPC111492
Remote Similarity	0.6364	NPC84478
Remote Similarity	0.6364	NPC190007
Remote Similarity	0.636	NPC48317
Remote Similarity	0.6345	NPC30540
Remote Similarity	0.6337	NPC9729
Remote Similarity	0.6336	NPC2497
Remote Similarity	0.6333	NPC94943
Remote Similarity	0.6332	NPC477533
Remote Similarity	0.6326	NPC280638
Remote Similarity	0.6321	NPC242928
Remote Similarity	0.632	NPC130570
Remote Similarity	0.6316	NPC212535
Remote Similarity	0.6311	NPC51854
Remote Similarity	0.6311	NPC471603
Remote Similarity	0.6304	NPC198503
Remote Similarity	0.6303	NPC61350
Remote Similarity	0.6296	NPC13880
Remote Similarity	0.6295	NPC113369
Remote Similarity	0.6295	NPC11464
Remote Similarity	0.629	NPC285558
Remote Similarity	0.6278	NPC475910
Remote Similarity	0.6268	NPC206201
Remote Similarity	0.6267	NPC242923
Remote Similarity	0.6266	NPC227908
Remote Similarity	0.6262	NPC469390
Remote Similarity	0.6244	NPC469440
Remote Similarity	0.6233	NPC243850
Remote Similarity	0.6217	NPC473179
Remote Similarity	0.6217	NPC250178
Remote Similarity	0.6213	NPC252251
Remote Similarity	0.6213	NPC471762
Remote Similarity	0.6197	NPC66083
Remote Similarity	0.6186	NPC209174
Remote Similarity	0.6182	NPC329793
Remote Similarity	0.6178	NPC473181
Remote Similarity	0.6171	NPC223427
Remote Similarity	0.6168	NPC472289
Remote Similarity	0.6167	NPC310211
Remote Similarity	0.6167	NPC308137
Remote Similarity	0.6161	NPC4687
Remote Similarity	0.6161	NPC249583
Remote Similarity	0.616	NPC475253
Remote Similarity	0.616	NPC477531
Remote Similarity	0.6158	NPC118511
Remote Similarity	0.6154	NPC232727
Remote Similarity	0.6154	NPC470586
Remote Similarity	0.615	NPC167860
Remote Similarity	0.615	NPC123976
Remote Similarity	0.615	NPC199667
Remote Similarity	0.6144	NPC66777
Remote Similarity	0.6143	NPC222592
Remote Similarity	0.6143	NPC168486
Remote Similarity	0.6143	NPC137929
Remote Similarity	0.6143	NPC164374
Remote Similarity	0.6132	NPC62069
Remote Similarity	0.613	NPC169402
Remote Similarity	0.6129	NPC475190
Remote Similarity	0.6123	NPC208284
Remote Similarity	0.6114	NPC118776
Remote Similarity	0.6114	NPC474798
Remote Similarity	0.6114	NPC116238
Remote Similarity	0.6109	NPC180504
Remote Similarity	0.6104	NPC473041
Remote Similarity	0.6098	NPC472068
Remote Similarity	0.6096	NPC473180
Remote Similarity	0.6095	NPC472168
Remote Similarity	0.6085	NPC176127
Remote Similarity	0.6083	NPC79213
Remote Similarity	0.6078	NPC308906
Remote Similarity	0.6076	NPC315822
Remote Similarity	0.6071	NPC16452
Remote Similarity	0.6071	NPC36229
Remote Similarity	0.6071	NPC476581
Remote Similarity	0.607	NPC478074
Remote Similarity	0.6063	NPC128823
Remote Similarity	0.6063	NPC287437
Remote Similarity	0.6063	NPC18487
Remote Similarity	0.6059	NPC285635
Remote Similarity	0.6058	NPC111624
Remote Similarity	0.6055	NPC79293
Remote Similarity	0.6055	NPC279401
Remote Similarity	0.6053	NPC87413
Remote Similarity	0.6052	NPC150239
Remote Similarity	0.6048	NPC472066
Remote Similarity	0.6048	NPC472067
Remote Similarity	0.6048	NPC472031
Remote Similarity	0.6045	NPC153042
Remote Similarity	0.6036	NPC19872
Remote Similarity	0.6036	NPC121772
Remote Similarity	0.6034	NPC247803
Remote Similarity	0.6034	NPC46561
Remote Similarity	0.6034	NPC473185
Remote Similarity	0.6026	NPC280799
Remote Similarity	0.6009	NPC31930
Remote Similarity	0.6009	NPC195268
Remote Similarity	0.6009	NPC133140
Remote Similarity	0.6009	NPC471304
Remote Similarity	0.6	NPC159319
Remote Similarity	0.6	NPC473053
Remote Similarity	0.6	NPC473432
Remote Similarity	0.5991	NPC476465
Remote Similarity	0.599	NPC315257
Remote Similarity	0.5983	NPC174760
Remote Similarity	0.5982	NPC199277
Remote Similarity	0.5982	NPC135887
Remote Similarity	0.5981	NPC474409
Remote Similarity	0.5973	NPC224928
Remote Similarity	0.5967	NPC6786
Remote Similarity	0.5966	NPC157931
Remote Similarity	0.5957	NPC94157
Remote Similarity	0.5951	NPC59779
Remote Similarity	0.5951	NPC124542
Remote Similarity	0.5951	NPC471177
Remote Similarity	0.595	NPC208898
Remote Similarity	0.5945	NPC246700
Remote Similarity	0.5945	NPC110741
Remote Similarity	0.5943	NPC88363
Remote Similarity	0.594	NPC193267
Remote Similarity	0.594	NPC213530
Remote Similarity	0.5931	NPC162530
Remote Similarity	0.5931	NPC469592
Remote Similarity	0.5931	NPC471080
Remote Similarity	0.5927	NPC475666
Remote Similarity	0.5922	NPC32028
Remote Similarity	0.5917	NPC471593
Remote Similarity	0.5913	NPC1527
Remote Similarity	0.5909	NPC473182
Remote Similarity	0.5907	NPC211416
Remote Similarity	0.5907	NPC322482
Remote Similarity	0.5905	NPC50562
Remote Similarity	0.5905	NPC259545
Remote Similarity	0.5903	NPC45190
Remote Similarity	0.5903	NPC323345
Remote Similarity	0.5903	NPC300156
Remote Similarity	0.5903	NPC470164
Remote Similarity	0.5903	NPC261388
Remote Similarity	0.5903	NPC304183
Remote Similarity	0.59	NPC257851
Remote Similarity	0.5897	NPC467439
Remote Similarity	0.5897	NPC473822
Remote Similarity	0.5897	NPC96321
Remote Similarity	0.5894	NPC471178
Remote Similarity	0.5893	NPC25897
Remote Similarity	0.5893	NPC315957
Remote Similarity	0.5893	NPC176538
Remote Similarity	0.5888	NPC470474

Drug Structure

NPD3765 OpenBabel08211704332D 31 33 0 0 0 0 0 0 0 0999 V2000 0.0000 1.0000 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 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 -1.7321 3.0000 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 -1.7321 1.0000 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 1.7321 1.0000 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 -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 Br 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 12 1 0 0 0 0 3 5 1 0 0 0 0 3 13 2 0 0 0 0 4 6 2 0 0 0 0 4 13 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 11 1 0 0 0 0 7 14 2 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 13 1 0 0 0 0 9 22 3 0 0 0 0 10 14 1 0 0 0 0 10 23 3 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 15 25 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 16 21 1 0 0 0 0 17 28 1 0 0 0 0 18 24 1 0 0 0 0 18 26 1 0 0 0 0 19 27 2 0 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 24 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001476
DrugBank	DB07191
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	193962
ChEBI
CAS Number

Drug Properties

Molecular Weight	434.05
ALogP	0.9178
MLogP	2.78
XLogP	3.868
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	120.64
RO5 Violation	0