NPASS drugs

Drug Information

Drug ID:	NPD2835
Drug Name:	Pleconaril
Molecular Formula:	C18H18F3N3O3
Canonical SMILES:	Cc1noc(c1)CCCOc1c(C)cc(cc1C)c1noc(n1)C(F)(F)F
Standard InCHI:	InChI=1S/C18H18F3N3O3/c1-10-7-13(16-22-17(27-24-16)18(19,20)21)8-11(2)15(10)25-6-4-5-14-9-12(3)23-26-14/h7-9H,4-6H2,1-3H3
Standard InCHIKey:	KQOXLKOJHVFTRN-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2835

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	442
0.1-0.2	3173
0.2-0.3	9694
0.3-0.4	4837
0.4-0.5	10822
0.5-0.6	1682
0.6-0.7	238
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC471615
Intermediate Similarity	0.7435	NPC315822
Remote Similarity	0.6878	NPC187145
Remote Similarity	0.6778	NPC471762
Remote Similarity	0.6749	NPC473187
Remote Similarity	0.6708	NPC66777
Remote Similarity	0.6667	NPC269367
Remote Similarity	0.6667	NPC198503
Remote Similarity	0.6653	NPC298436
Remote Similarity	0.6652	NPC295898
Remote Similarity	0.6622	NPC72211
Remote Similarity	0.6587	NPC51854
Remote Similarity	0.6567	NPC242923
Remote Similarity	0.6553	NPC16066
Remote Similarity	0.6548	NPC9729
Remote Similarity	0.6538	NPC308137
Remote Similarity	0.6538	NPC310211
Remote Similarity	0.6537	NPC249583
Remote Similarity	0.6537	NPC243850
Remote Similarity	0.6533	NPC70259
Remote Similarity	0.6529	NPC157931
Remote Similarity	0.6525	NPC274982
Remote Similarity	0.6515	NPC97746
Remote Similarity	0.6494	NPC476106
Remote Similarity	0.649	NPC196718
Remote Similarity	0.6489	NPC205934
Remote Similarity	0.6489	NPC43787
Remote Similarity	0.6485	NPC150239
Remote Similarity	0.6485	NPC477533
Remote Similarity	0.6478	NPC162484
Remote Similarity	0.6466	NPC4687
Remote Similarity	0.6458	NPC477532
Remote Similarity	0.6437	NPC208898
Remote Similarity	0.6435	NPC475112
Remote Similarity	0.6435	NPC291535
Remote Similarity	0.6435	NPC475085
Remote Similarity	0.6434	NPC194740
Remote Similarity	0.6432	NPC70956
Remote Similarity	0.6432	NPC243834
Remote Similarity	0.6429	NPC169402
Remote Similarity	0.6423	NPC102593
Remote Similarity	0.6417	NPC323969
Remote Similarity	0.6416	NPC280638
Remote Similarity	0.6414	NPC116238
Remote Similarity	0.6402	NPC247803
Remote Similarity	0.6402	NPC46561
Remote Similarity	0.6393	NPC257851
Remote Similarity	0.6391	NPC476044
Remote Similarity	0.6387	NPC62995
Remote Similarity	0.6375	NPC308906
Remote Similarity	0.6368	NPC177404
Remote Similarity	0.636	NPC305984
Remote Similarity	0.636	NPC101350
Remote Similarity	0.6357	NPC303374
Remote Similarity	0.6356	NPC87413
Remote Similarity	0.6349	NPC128115
Remote Similarity	0.6348	NPC11017
Remote Similarity	0.6345	NPC50562
Remote Similarity	0.6344	NPC131017
Remote Similarity	0.634	NPC174758
Remote Similarity	0.634	NPC174672
Remote Similarity	0.6337	NPC122436
Remote Similarity	0.6333	NPC303658
Remote Similarity	0.633	NPC56618
Remote Similarity	0.6329	NPC264176
Remote Similarity	0.6322	NPC280799
Remote Similarity	0.632	NPC267423
Remote Similarity	0.632	NPC470022
Remote Similarity	0.632	NPC477589
Remote Similarity	0.632	NPC477587
Remote Similarity	0.632	NPC235685
Remote Similarity	0.6318	NPC67658
Remote Similarity	0.6318	NPC170114
Remote Similarity	0.6316	NPC26872
Remote Similarity	0.6316	NPC160666
Remote Similarity	0.6316	NPC217176
Remote Similarity	0.6307	NPC48317
Remote Similarity	0.6307	NPC208084
Remote Similarity	0.6304	NPC67401
Remote Similarity	0.6303	NPC26850
Remote Similarity	0.6301	NPC252251
Remote Similarity	0.6301	NPC283152
Remote Similarity	0.6298	NPC470931
Remote Similarity	0.629	NPC144114
Remote Similarity	0.6282	NPC45190
Remote Similarity	0.6281	NPC174760
Remote Similarity	0.6276	NPC470549
Remote Similarity	0.6275	NPC115595
Remote Similarity	0.6271	NPC201697
Remote Similarity	0.627	NPC477590
Remote Similarity	0.627	NPC168922
Remote Similarity	0.627	NPC477586
Remote Similarity	0.627	NPC477588
Remote Similarity	0.627	NPC477585
Remote Similarity	0.6266	NPC131885
Remote Similarity	0.6265	NPC329631
Remote Similarity	0.6265	NPC141053
Remote Similarity	0.626	NPC185197
Remote Similarity	0.6256	NPC114335
Remote Similarity	0.6256	NPC141915
Remote Similarity	0.6256	NPC280964
Remote Similarity	0.6255	NPC244543
Remote Similarity	0.6255	NPC6786
Remote Similarity	0.625	NPC477531
Remote Similarity	0.625	NPC1608
Remote Similarity	0.6245	NPC470020
Remote Similarity	0.624	NPC473179
Remote Similarity	0.624	NPC473188
Remote Similarity	0.624	NPC168209
Remote Similarity	0.6239	NPC470930
Remote Similarity	0.6234	NPC18487
Remote Similarity	0.6233	NPC84478
Remote Similarity	0.623	NPC144452
Remote Similarity	0.6218	NPC146418
Remote Similarity	0.6214	NPC225279
Remote Similarity	0.6214	NPC469439
Remote Similarity	0.6213	NPC300156
Remote Similarity	0.6211	NPC469390
Remote Similarity	0.621	NPC209174
Remote Similarity	0.6204	NPC314633
Remote Similarity	0.6198	NPC467439
Remote Similarity	0.6196	NPC188400
Remote Similarity	0.6192	NPC472098
Remote Similarity	0.6192	NPC48353
Remote Similarity	0.6186	NPC193777
Remote Similarity	0.6185	NPC475253
Remote Similarity	0.6185	NPC474688
Remote Similarity	0.6183	NPC63109
Remote Similarity	0.6179	NPC179287
Remote Similarity	0.6178	NPC204385
Remote Similarity	0.6175	NPC39370
Remote Similarity	0.6172	NPC78609
Remote Similarity	0.6167	NPC39500
Remote Similarity	0.6163	NPC243633
Remote Similarity	0.6163	NPC175150
Remote Similarity	0.6163	NPC220851
Remote Similarity	0.616	NPC39679
Remote Similarity	0.6157	NPC79293
Remote Similarity	0.6157	NPC279401
Remote Similarity	0.6151	NPC187501
Remote Similarity	0.6151	NPC23294
Remote Similarity	0.6151	NPC470017
Remote Similarity	0.6138	NPC205372
Remote Similarity	0.6138	NPC322482
Remote Similarity	0.6136	NPC312872
Remote Similarity	0.6134	NPC469589
Remote Similarity	0.6133	NPC473189
Remote Similarity	0.6129	NPC74575
Remote Similarity	0.6128	NPC317572
Remote Similarity	0.6128	NPC469440
Remote Similarity	0.6125	NPC471603
Remote Similarity	0.6125	NPC38237
Remote Similarity	0.6122	NPC17305
Remote Similarity	0.612	NPC260434
Remote Similarity	0.6119	NPC476688
Remote Similarity	0.6119	NPC105758
Remote Similarity	0.6119	NPC476686
Remote Similarity	0.6116	NPC152768
Remote Similarity	0.6116	NPC148183
Remote Similarity	0.6116	NPC3207
Remote Similarity	0.6111	NPC253675
Remote Similarity	0.6109	NPC199667
Remote Similarity	0.6109	NPC303951
Remote Similarity	0.6106	NPC61350
Remote Similarity	0.6104	NPC237978
Remote Similarity	0.6104	NPC274640
Remote Similarity	0.6101	NPC278874
Remote Similarity	0.61	NPC91868
Remote Similarity	0.61	NPC63971
Remote Similarity	0.6096	NPC473186
Remote Similarity	0.6096	NPC49547
Remote Similarity	0.6092	NPC287208
Remote Similarity	0.6092	NPC82548
Remote Similarity	0.6089	NPC62069
Remote Similarity	0.6083	NPC220337
Remote Similarity	0.6079	NPC473177
Remote Similarity	0.6078	NPC267928
Remote Similarity	0.6077	NPC165964
Remote Similarity	0.6075	NPC89549
Remote Similarity	0.6074	NPC146976
Remote Similarity	0.6071	NPC477891
Remote Similarity	0.6068	NPC329747
Remote Similarity	0.6067	NPC473181
Remote Similarity	0.6067	NPC209769
Remote Similarity	0.6066	NPC473041
Remote Similarity	0.6066	NPC184408
Remote Similarity	0.6064	NPC473185
Remote Similarity	0.6064	NPC478078
Remote Similarity	0.6064	NPC140296
Remote Similarity	0.6061	NPC198401
Remote Similarity	0.6059	NPC134848
Remote Similarity	0.6059	NPC475774
Remote Similarity	0.6058	NPC473180
Remote Similarity	0.6055	NPC99891
Remote Similarity	0.6054	NPC56271
Remote Similarity	0.6048	NPC35761
Remote Similarity	0.6048	NPC473449
Remote Similarity	0.6047	NPC34770
Remote Similarity	0.6047	NPC81939
Remote Similarity	0.6042	NPC471304

Drug Structure

NPD2835 OpenBabel08211702562D 27 29 0 0 0 0 0 0 0 0999 V2000 -4.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1910 0.8546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 4.2024 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 -1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4698 2.6146 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 -2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7788 1.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 2.7024 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 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3035 1.5583 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.3900 1.9651 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.0823 0.1615 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 1.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 3.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0878 2.6146 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 14 1 0 0 0 0 6 25 1 0 0 0 0 7 10 1 0 0 0 0 7 13 2 0 0 0 0 8 11 2 0 0 0 0 8 13 1 0 0 0 0 9 12 1 0 0 0 0 9 14 2 0 0 0 0 10 15 2 0 0 0 0 11 15 1 0 0 0 0 12 23 2 0 0 0 0 13 16 1 0 0 0 0 14 26 1 0 0 0 0 15 25 1 0 0 0 0 16 22 1 0 0 0 0 16 24 2 0 0 0 0 17 18 1 0 0 0 0 17 22 2 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002003
DrugBank	DB05105
ChEMBL	CHEMBL29609
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	153168-05-9

Drug Properties

Molecular Weight	381.13
ALogP	2.3385
MLogP	2.45
XLogP	5.455
HDA	1
HBD	0
Rotatable Bonds	13
TPSA	74.18
RO5 Violation	1