NPASS drugs

Drug Information

Drug ID:	NPD4414
Drug Name:	HCV therapy, BMS/Axys
Molecular Formula:	C21H21N6O7P
Canonical SMILES:	OC(=O)C(CP(=O)(O)O)N=C(c1ccc2c(c1)n(C)c(n2)Cc1nc2c([nH]1)cc(cc2)C(=N)O)O
Standard InCHI:	InChI=1S/C21H21N6O7P/c1-27-16-7-11(20(29)26-15(21(30)31)9-35(32,33)34)3-5-13(16)25-18(27)8-17-23-12-4-2-10(19(22)28)6-14(12)24-17/h2-7,15H,8-9H2,1H3,(H2,22,28)(H,23,24)(H,26,29)(H,30,31)(H2,32,33,34)
Standard InCHIKey:	PEXFKSJDXSBOLP-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4414

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	349
0.1-0.2	3390
0.2-0.3	11865
0.3-0.4	10751
0.4-0.5	2210
0.5-0.6	1746
0.6-0.7	566
0.7-0.8	13
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	0.7479	NPC171393
Intermediate Similarity	0.7479	NPC295452
Intermediate Similarity	0.7421	NPC282247
Intermediate Similarity	0.7412	NPC187145
Intermediate Similarity	0.7186	NPC323244
Intermediate Similarity	0.7124	NPC69843
Intermediate Similarity	0.7117	NPC71238
Intermediate Similarity	0.7116	NPC195314
Intermediate Similarity	0.7085	NPC74619
Intermediate Similarity	0.7067	NPC471603
Intermediate Similarity	0.7064	NPC328924
Intermediate Similarity	0.7022	NPC54981
Intermediate Similarity	0.7009	NPC156003
Remote Similarity	0.6983	NPC130570
Remote Similarity	0.6971	NPC39092
Remote Similarity	0.6966	NPC107160
Remote Similarity	0.6954	NPC114209
Remote Similarity	0.6933	NPC158055
Remote Similarity	0.6908	NPC63109
Remote Similarity	0.6906	NPC473376
Remote Similarity	0.688	NPC313884
Remote Similarity	0.688	NPC98371
Remote Similarity	0.6878	NPC21461
Remote Similarity	0.6822	NPC15102
Remote Similarity	0.681	NPC250178
Remote Similarity	0.6806	NPC321708
Remote Similarity	0.6798	NPC242923
Remote Similarity	0.6797	NPC238945
Remote Similarity	0.678	NPC477633
Remote Similarity	0.6765	NPC300238
Remote Similarity	0.6752	NPC473317
Remote Similarity	0.6746	NPC150447
Remote Similarity	0.6739	NPC31700
Remote Similarity	0.6723	NPC33949
Remote Similarity	0.6696	NPC294620
Remote Similarity	0.6681	NPC475070
Remote Similarity	0.6667	NPC476118
Remote Similarity	0.6667	NPC160666
Remote Similarity	0.6667	NPC125597
Remote Similarity	0.6667	NPC54744
Remote Similarity	0.6667	NPC193761
Remote Similarity	0.6667	NPC141454
Remote Similarity	0.6653	NPC94428
Remote Similarity	0.6653	NPC263937
Remote Similarity	0.6652	NPC82370
Remote Similarity	0.6638	NPC272174
Remote Similarity	0.6624	NPC229893
Remote Similarity	0.6622	NPC54537
Remote Similarity	0.661	NPC474896
Remote Similarity	0.6607	NPC293917
Remote Similarity	0.6586	NPC107836
Remote Similarity	0.6583	NPC42483
Remote Similarity	0.6582	NPC31097
Remote Similarity	0.6581	NPC304926
Remote Similarity	0.6581	NPC476041
Remote Similarity	0.6581	NPC267811
Remote Similarity	0.658	NPC320968
Remote Similarity	0.6575	NPC213629
Remote Similarity	0.6567	NPC478157
Remote Similarity	0.6565	NPC77101
Remote Similarity	0.656	NPC62749
Remote Similarity	0.6553	NPC473310
Remote Similarity	0.655	NPC473362
Remote Similarity	0.655	NPC166492
Remote Similarity	0.6542	NPC476491
Remote Similarity	0.6542	NPC59269
Remote Similarity	0.6538	NPC147983
Remote Similarity	0.6538	NPC177996
Remote Similarity	0.6531	NPC216159
Remote Similarity	0.6531	NPC28945
Remote Similarity	0.6528	NPC477891
Remote Similarity	0.6528	NPC314394
Remote Similarity	0.6526	NPC317054
Remote Similarity	0.6526	NPC469938
Remote Similarity	0.6525	NPC308906
Remote Similarity	0.6522	NPC314957
Remote Similarity	0.6522	NPC116555
Remote Similarity	0.6512	NPC219336
Remote Similarity	0.6502	NPC89987
Remote Similarity	0.6502	NPC282531
Remote Similarity	0.6502	NPC280638
Remote Similarity	0.6502	NPC288445
Remote Similarity	0.65	NPC472289
Remote Similarity	0.6494	NPC478158
Remote Similarity	0.6491	NPC165599
Remote Similarity	0.6491	NPC476098
Remote Similarity	0.6489	NPC131887
Remote Similarity	0.6484	NPC478006
Remote Similarity	0.6481	NPC75634
Remote Similarity	0.6481	NPC91179
Remote Similarity	0.6478	NPC244741
Remote Similarity	0.6477	NPC477634
Remote Similarity	0.6465	NPC217372
Remote Similarity	0.6465	NPC15573
Remote Similarity	0.6465	NPC183662
Remote Similarity	0.6457	NPC314882
Remote Similarity	0.6447	NPC57398
Remote Similarity	0.6441	NPC312645
Remote Similarity	0.6438	NPC476341
Remote Similarity	0.6432	NPC105758
Remote Similarity	0.6432	NPC24370
Remote Similarity	0.6432	NPC2497
Remote Similarity	0.6432	NPC303820
Remote Similarity	0.6432	NPC106771
Remote Similarity	0.6432	NPC476688
Remote Similarity	0.6432	NPC23420
Remote Similarity	0.6432	NPC205254
Remote Similarity	0.6432	NPC319232
Remote Similarity	0.6432	NPC476686
Remote Similarity	0.6429	NPC8104
Remote Similarity	0.6426	NPC250835
Remote Similarity	0.6425	NPC141353
Remote Similarity	0.6422	NPC243058
Remote Similarity	0.6422	NPC48938
Remote Similarity	0.642	NPC326363
Remote Similarity	0.6416	NPC67288
Remote Similarity	0.6415	NPC278874
Remote Similarity	0.6415	NPC317430
Remote Similarity	0.6414	NPC475736
Remote Similarity	0.6409	NPC94752
Remote Similarity	0.6407	NPC243850
Remote Similarity	0.6405	NPC6215
Remote Similarity	0.6404	NPC94211
Remote Similarity	0.6404	NPC475935
Remote Similarity	0.6404	NPC52909
Remote Similarity	0.6403	NPC478030
Remote Similarity	0.6402	NPC208060
Remote Similarity	0.6398	NPC36405
Remote Similarity	0.6395	NPC5145
Remote Similarity	0.6393	NPC203635
Remote Similarity	0.6393	NPC472294
Remote Similarity	0.6388	NPC100321
Remote Similarity	0.6385	NPC280548
Remote Similarity	0.6383	NPC89508
Remote Similarity	0.6382	NPC325976
Remote Similarity	0.6381	NPC16667
Remote Similarity	0.6379	NPC253580
Remote Similarity	0.6371	NPC472285
Remote Similarity	0.6371	NPC477114
Remote Similarity	0.6371	NPC41679
Remote Similarity	0.6367	NPC132329
Remote Similarity	0.6364	NPC473189
Remote Similarity	0.6364	NPC471191
Remote Similarity	0.6364	NPC214142
Remote Similarity	0.636	NPC132642
Remote Similarity	0.6359	NPC469975
Remote Similarity	0.6359	NPC256268
Remote Similarity	0.6352	NPC472844
Remote Similarity	0.6352	NPC476116
Remote Similarity	0.6351	NPC162268
Remote Similarity	0.6351	NPC175474
Remote Similarity	0.6349	NPC64216
Remote Similarity	0.6346	NPC285469
Remote Similarity	0.6345	NPC477861
Remote Similarity	0.6345	NPC477714
Remote Similarity	0.6344	NPC102008
Remote Similarity	0.6344	NPC473640
Remote Similarity	0.6344	NPC306376
Remote Similarity	0.6344	NPC265576
Remote Similarity	0.6344	NPC474916
Remote Similarity	0.6344	NPC171317
Remote Similarity	0.6343	NPC267885
Remote Similarity	0.6341	NPC220852
Remote Similarity	0.634	NPC6865
Remote Similarity	0.634	NPC153980
Remote Similarity	0.6339	NPC324149
Remote Similarity	0.6337	NPC261251
Remote Similarity	0.6337	NPC470126
Remote Similarity	0.6337	NPC118559
Remote Similarity	0.6337	NPC124920
Remote Similarity	0.6337	NPC34580
Remote Similarity	0.6337	NPC304307
Remote Similarity	0.6336	NPC54420
Remote Similarity	0.6336	NPC477065
Remote Similarity	0.6335	NPC90415
Remote Similarity	0.6335	NPC235684
Remote Similarity	0.6332	NPC471944
Remote Similarity	0.6331	NPC285343
Remote Similarity	0.633	NPC469896
Remote Similarity	0.633	NPC16659
Remote Similarity	0.6329	NPC469928
Remote Similarity	0.6329	NPC62995
Remote Similarity	0.6327	NPC475859
Remote Similarity	0.6327	NPC475969
Remote Similarity	0.6327	NPC474877
Remote Similarity	0.6326	NPC34508
Remote Similarity	0.6323	NPC83111
Remote Similarity	0.6322	NPC35761
Remote Similarity	0.6318	NPC48317
Remote Similarity	0.6313	NPC219848
Remote Similarity	0.6312	NPC478009
Remote Similarity	0.6312	NPC478010
Remote Similarity	0.6311	NPC100547
Remote Similarity	0.6311	NPC237978
Remote Similarity	0.6311	NPC314954
Remote Similarity	0.6311	NPC106937
Remote Similarity	0.6306	NPC17059
Remote Similarity	0.6304	NPC476073
Remote Similarity	0.6304	NPC476874
Remote Similarity	0.6303	NPC477715

Drug Structure

NPD4414 OpenBabel08211705262D 42 45 0 0 1 0 0 0 0 0999 V2000 1.2708 0.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7054 1.4487 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 6.8394 1.9487 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 6.8394 -0.0513 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 3.4345 0.9487 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 7.7054 0.4487 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 5.9733 1.4487 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 5.9733 0.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 3 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 4.4345 0.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 0.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5714 -0.0513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -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 8.5714 -1.0513 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0223 1.7577 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0223 0.1397 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -0.8309 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 -0.0219 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.4374 0.4487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 O 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 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 9.4374 -1.5513 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7133 -0.8114 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3035 -0.0513 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 4 2 0 0 0 0 2 10 1 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 10 2 0 0 0 0 6 14 1 0 0 0 0 7 11 2 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 8 18 1 0 0 0 0 9 15 1 0 0 0 0 9 35 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 14 2 0 0 0 0 12 23 1 0 0 0 0 13 16 2 0 0 0 0 13 25 1 0 0 0 0 14 24 1 0 0 0 0 15 21 1 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 23 2 0 0 0 0 17 24 1 0 0 0 0 18 25 2 0 0 0 0 18 27 1 0 0 0 0 19 22 2 0 0 0 0 19 28 1 0 0 0 0 20 26 2 3 0 0 0 20 29 1 0 0 0 0 21 30 2 0 0 0 0 21 31 1 0 0 0 0 22 36 1 0 0 0 0 24 37 1 0 0 0 0 28 38 1 0 0 0 0 29 39 1 0 0 0 0 31 40 1 0 0 0 0 32 35 1 0 0 0 0 32 41 1 0 0 0 0 33 35 1 0 0 0 0 33 42 1 0 0 0 0 34 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011497
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	500.12
ALogP	-2.4136
MLogP	2.23
XLogP	0.799
HDA	13
HBD	7
Rotatable Bonds	14
TPSA	227.81
RO5 Violation	2