NPASS drugs

Drug Information

Drug ID:	NPD4322
Drug Name:	PF-514273
Molecular Formula:	C21H17Cl2F2N3O2
Canonical SMILES:	Clc1ccc(cc1)c1c2OCCN(C(=O)c2nn1c1ccccc1Cl)CC(F)(F)C
Standard InCHI:	InChI=1S/C21H17Cl2F2N3O2/c1-21(24,25)12-27-10-11-30-19-17(20(27)29)26-28(16-5-3-2-4-15(16)23)18(19)13-6-8-14(22)9-7-13/h2-9H,10-12H2,1H3
Standard InCHIKey:	FJMQJSUOOGOWBD-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4322

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	473
0.1-0.2	3694
0.2-0.3	9051
0.3-0.4	7807
0.4-0.5	7634
0.5-0.6	1925
0.6-0.7	300
0.7-0.8	6
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	0.7558	NPC471593
Intermediate Similarity	0.7166	NPC477590
Intermediate Similarity	0.7166	NPC477585
Intermediate Similarity	0.7166	NPC477588
Intermediate Similarity	0.7166	NPC477586
Intermediate Similarity	0.7021	NPC146418
Remote Similarity	0.6948	NPC477589
Remote Similarity	0.6948	NPC477587
Remote Similarity	0.6855	NPC196718
Remote Similarity	0.6827	NPC329631
Remote Similarity	0.6787	NPC102593
Remote Similarity	0.6777	NPC131885
Remote Similarity	0.6765	NPC269367
Remote Similarity	0.6746	NPC240384
Remote Similarity	0.6735	NPC216612
Remote Similarity	0.6734	NPC194740
Remote Similarity	0.6722	NPC50562
Remote Similarity	0.6721	NPC323969
Remote Similarity	0.6694	NPC257851
Remote Similarity	0.6694	NPC67658
Remote Similarity	0.6681	NPC287208
Remote Similarity	0.6667	NPC478141
Remote Similarity	0.6653	NPC16066
Remote Similarity	0.6627	NPC323198
Remote Similarity	0.6612	NPC168209
Remote Similarity	0.6602	NPC161801
Remote Similarity	0.66	NPC471762
Remote Similarity	0.6585	NPC128115
Remote Similarity	0.6584	NPC477979
Remote Similarity	0.6573	NPC205372
Remote Similarity	0.6573	NPC314633
Remote Similarity	0.6571	NPC303658
Remote Similarity	0.6564	NPC72715
Remote Similarity	0.656	NPC140296
Remote Similarity	0.656	NPC157931
Remote Similarity	0.655	NPC316224
Remote Similarity	0.6545	NPC298436
Remote Similarity	0.6545	NPC288987
Remote Similarity	0.654	NPC295898
Remote Similarity	0.6534	NPC66777
Remote Similarity	0.6532	NPC175150
Remote Similarity	0.6532	NPC243633
Remote Similarity	0.6529	NPC187501
Remote Similarity	0.6522	NPC473186
Remote Similarity	0.6502	NPC264176
Remote Similarity	0.6496	NPC141053
Remote Similarity	0.6492	NPC198503
Remote Similarity	0.6482	NPC119006
Remote Similarity	0.6471	NPC39370
Remote Similarity	0.6463	NPC305984
Remote Similarity	0.6458	NPC472287
Remote Similarity	0.6458	NPC472286
Remote Similarity	0.6452	NPC225279
Remote Similarity	0.6448	NPC72905
Remote Similarity	0.6438	NPC469961
Remote Similarity	0.6434	NPC472098
Remote Similarity	0.6431	NPC180504
Remote Similarity	0.6429	NPC478078
Remote Similarity	0.642	NPC471304
Remote Similarity	0.642	NPC184680
Remote Similarity	0.6417	NPC315062
Remote Similarity	0.6417	NPC260434
Remote Similarity	0.6414	NPC97746
Remote Similarity	0.6411	NPC208084
Remote Similarity	0.641	NPC230403
Remote Similarity	0.6408	NPC151781
Remote Similarity	0.6408	NPC74562
Remote Similarity	0.6408	NPC39500
Remote Similarity	0.6408	NPC316181
Remote Similarity	0.6405	NPC41382
Remote Similarity	0.6398	NPC267928
Remote Similarity	0.6395	NPC470785
Remote Similarity	0.6392	NPC477516
Remote Similarity	0.6391	NPC472435
Remote Similarity	0.6381	NPC35042
Remote Similarity	0.6375	NPC322482
Remote Similarity	0.6371	NPC96321
Remote Similarity	0.6371	NPC473041
Remote Similarity	0.6367	NPC38237
Remote Similarity	0.6367	NPC310211
Remote Similarity	0.6367	NPC308137
Remote Similarity	0.6367	NPC474428
Remote Similarity	0.6364	NPC192712
Remote Similarity	0.6345	NPC313804
Remote Similarity	0.6345	NPC315804
Remote Similarity	0.6344	NPC28848
Remote Similarity	0.6344	NPC14325
Remote Similarity	0.6342	NPC34770
Remote Similarity	0.6342	NPC316411
Remote Similarity	0.634	NPC316110
Remote Similarity	0.634	NPC313587
Remote Similarity	0.634	NPC315893
Remote Similarity	0.634	NPC198673
Remote Similarity	0.6339	NPC311906
Remote Similarity	0.6335	NPC144452
Remote Similarity	0.6332	NPC474183
Remote Similarity	0.6332	NPC470784
Remote Similarity	0.6328	NPC244897
Remote Similarity	0.6322	NPC166712
Remote Similarity	0.6321	NPC196449
Remote Similarity	0.6321	NPC314222
Remote Similarity	0.632	NPC150239
Remote Similarity	0.632	NPC472436
Remote Similarity	0.632	NPC472099
Remote Similarity	0.631	NPC122436
Remote Similarity	0.6307	NPC475774
Remote Similarity	0.6306	NPC53534
Remote Similarity	0.6305	NPC309919
Remote Similarity	0.6305	NPC184408
Remote Similarity	0.6303	NPC168911
Remote Similarity	0.6299	NPC186351
Remote Similarity	0.6298	NPC142385
Remote Similarity	0.6296	NPC321428
Remote Similarity	0.6296	NPC249583
Remote Similarity	0.6293	NPC104712
Remote Similarity	0.629	NPC148183
Remote Similarity	0.629	NPC152768
Remote Similarity	0.6289	NPC474688
Remote Similarity	0.6289	NPC267853
Remote Similarity	0.6286	NPC123839
Remote Similarity	0.6284	NPC148889
Remote Similarity	0.6283	NPC258048
Remote Similarity	0.6278	NPC137353
Remote Similarity	0.6273	NPC477887
Remote Similarity	0.6269	NPC101350
Remote Similarity	0.6265	NPC169402
Remote Similarity	0.6261	NPC118776
Remote Similarity	0.6255	NPC45190
Remote Similarity	0.625	NPC58209
Remote Similarity	0.625	NPC116238
Remote Similarity	0.625	NPC19872
Remote Similarity	0.6245	NPC198401
Remote Similarity	0.6245	NPC475816
Remote Similarity	0.6245	NPC174758
Remote Similarity	0.6245	NPC471614
Remote Similarity	0.6245	NPC174672
Remote Similarity	0.6241	NPC165964
Remote Similarity	0.624	NPC247803
Remote Similarity	0.624	NPC46561
Remote Similarity	0.6239	NPC471648
Remote Similarity	0.6234	NPC472284
Remote Similarity	0.6234	NPC239954
Remote Similarity	0.6233	NPC118511
Remote Similarity	0.6231	NPC472061
Remote Similarity	0.6231	NPC235685
Remote Similarity	0.623	NPC53344
Remote Similarity	0.623	NPC4687
Remote Similarity	0.6226	NPC300114
Remote Similarity	0.6226	NPC14288
Remote Similarity	0.6226	NPC217176
Remote Similarity	0.6225	NPC322064
Remote Similarity	0.6224	NPC470586
Remote Similarity	0.6223	NPC311858
Remote Similarity	0.622	NPC470020
Remote Similarity	0.622	NPC473449
Remote Similarity	0.622	NPC179287
Remote Similarity	0.6216	NPC182222
Remote Similarity	0.6214	NPC472259
Remote Similarity	0.6212	NPC472434
Remote Similarity	0.6211	NPC274640
Remote Similarity	0.621	NPC476287
Remote Similarity	0.6204	NPC82548
Remote Similarity	0.6204	NPC266249
Remote Similarity	0.6203	NPC91868
Remote Similarity	0.6203	NPC63971
Remote Similarity	0.6203	NPC475190
Remote Similarity	0.6199	NPC26850
Remote Similarity	0.6198	NPC124300
Remote Similarity	0.6196	NPC24370
Remote Similarity	0.6196	NPC319232
Remote Similarity	0.6195	NPC477888
Remote Similarity	0.6192	NPC134657
Remote Similarity	0.6189	NPC300156
Remote Similarity	0.6188	NPC177404
Remote Similarity	0.6183	NPC329747
Remote Similarity	0.618	NPC26543
Remote Similarity	0.618	NPC241025
Remote Similarity	0.618	NPC203373
Remote Similarity	0.6175	NPC197141
Remote Similarity	0.6174	NPC75179
Remote Similarity	0.6174	NPC208364
Remote Similarity	0.6174	NPC160100
Remote Similarity	0.6174	NPC291609
Remote Similarity	0.6173	NPC317572
Remote Similarity	0.6172	NPC124920
Remote Similarity	0.6172	NPC34580
Remote Similarity	0.6172	NPC304307
Remote Similarity	0.6172	NPC118559
Remote Similarity	0.6171	NPC244543
Remote Similarity	0.6169	NPC118940
Remote Similarity	0.6168	NPC152620
Remote Similarity	0.6166	NPC280799
Remote Similarity	0.6164	NPC169716
Remote Similarity	0.6163	NPC270918
Remote Similarity	0.6157	NPC133609
Remote Similarity	0.6157	NPC471944
Remote Similarity	0.6157	NPC286195
Remote Similarity	0.6148	NPC327592
Remote Similarity	0.6148	NPC100547
Remote Similarity	0.6145	NPC236668

Drug Structure

NPD4322 OpenBabel08211705262D 30 33 0 0 0 0 0 0 0 0999 V2000 5.0196 -3.5357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8667 0.8843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1337 1.5644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6442 -0.0907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1781 1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6436 2.1126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0882 2.0867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6287 3.1125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1032 3.0866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5638 -1.0993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4148 -0.1105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2490 -2.7632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7852 1.5997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7553 3.5995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6886 -0.3854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9556 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3231 -0.9314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8001 0.5998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6179 0.0242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8864 -1.7576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2378 -2.9123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7403 4.5994 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.4661 -1.3603 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.0888 -3.9011 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.8613 -2.1304 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.3232 -0.9463 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8836 -1.8323 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 1.3864 -2.6236 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5487 0.3895 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 15 2 0 0 0 0 5 16 2 0 0 0 0 6 8 1 0 0 0 0 6 13 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 27 1 0 0 0 0 11 30 1 0 0 0 0 12 21 1 0 0 0 0 12 27 1 0 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 23 1 0 0 0 0 16 28 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 17 26 2 0 0 0 0 18 19 2 0 0 0 0 18 28 1 0 0 0 0 19 30 1 0 0 0 0 20 27 1 0 0 0 0 20 29 2 0 0 0 0 21 24 1 0 0 0 0 21 25 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005906
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	451.07
ALogP	1.2906
MLogP	2.78
XLogP	5.277
HDA	4
HBD	0
Rotatable Bonds	9
TPSA	46.84
RO5 Violation	1