NPASS drugs

Drug Information

Drug ID:	NPD8523
Drug Name:	Ledipasvir
Molecular Formula:	C49H54F2N8O6
Canonical SMILES:	COC(=N[C@H](C(=O)N1CC2(C[C@H]1c1ncc([nH]1)c1ccc3c(c1)C(F)(F)c1c3ccc(c1)c1ccc3c(c1)[nH]c(n3)[C@@H]1[C@H]3CC[C@@H](N1C(=O)[C@H](C(C)C)N=C(OC)O)C3)CC2)C(C)C)O
Standard InCHI:	InChI=1S/C49H54F2N8O6/c1-24(2)39(56-46(62)64-5)44(60)58-23-48(15-16-48)21-38(58)42-52-22-37(55-42)28-9-13-32-31-12-8-26(18-33(31)49(50,51)34(32)19-28)27-10-14-35-36(20-27)54-43(53-35)41-29-7-11-30(17-29)59(41)45(61)40(25(3)4)57-47(63)65-6/h8-10,12-14,18-20,22,24-25,29-30,38-41H,7,11,15-17,21,23H2,1-6H3,(H,52,55)(H,53,54)(H,56,62)(H,57,63)/t29-,30+,38-,39-,40-,41-/m0/s1
Standard InCHIKey:	VRTWBAAJJOHBQU-KMWAZVGDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8523

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	535
0.1-0.2	3834
0.2-0.3	19050
0.3-0.4	4161
0.4-0.5	1742
0.5-0.6	1305
0.6-0.7	261
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	0.7542	NPC69843
Intermediate Similarity	0.7089	NPC54981
Remote Similarity	0.6962	NPC71238
Remote Similarity	0.6872	NPC238945
Remote Similarity	0.6872	NPC267811
Remote Similarity	0.687	NPC155444
Remote Similarity	0.6867	NPC191382
Remote Similarity	0.6867	NPC56109
Remote Similarity	0.6844	NPC477714
Remote Similarity	0.6787	NPC477633
Remote Similarity	0.6778	NPC54420
Remote Similarity	0.6765	NPC473376
Remote Similarity	0.6736	NPC320968
Remote Similarity	0.6735	NPC477715
Remote Similarity	0.6723	NPC171317
Remote Similarity	0.6722	NPC107077
Remote Similarity	0.6722	NPC223791
Remote Similarity	0.6722	NPC162860
Remote Similarity	0.6719	NPC478029
Remote Similarity	0.6708	NPC75634
Remote Similarity	0.6706	NPC478028
Remote Similarity	0.6694	NPC470731
Remote Similarity	0.6694	NPC470732
Remote Similarity	0.668	NPC54744
Remote Similarity	0.668	NPC282247
Remote Similarity	0.6652	NPC16659
Remote Similarity	0.6621	NPC300238
Remote Similarity	0.6612	NPC116555
Remote Similarity	0.6608	NPC265710
Remote Similarity	0.6595	NPC213629
Remote Similarity	0.6585	NPC478157
Remote Similarity	0.658	NPC94752
Remote Similarity	0.6571	NPC110602
Remote Similarity	0.6571	NPC75726
Remote Similarity	0.6571	NPC31385
Remote Similarity	0.6564	NPC473380
Remote Similarity	0.6564	NPC240088
Remote Similarity	0.6549	NPC317054
Remote Similarity	0.6523	NPC935
Remote Similarity	0.6523	NPC267078
Remote Similarity	0.6516	NPC478158
Remote Similarity	0.6513	NPC473640
Remote Similarity	0.65	NPC469308
Remote Similarity	0.65	NPC472207
Remote Similarity	0.65	NPC475506
Remote Similarity	0.6498	NPC474357
Remote Similarity	0.6496	NPC476491
Remote Similarity	0.6485	NPC100321
Remote Similarity	0.6484	NPC470323
Remote Similarity	0.6481	NPC472846
Remote Similarity	0.6473	NPC155143
Remote Similarity	0.6466	NPC99939
Remote Similarity	0.6466	NPC308931
Remote Similarity	0.6443	NPC64216
Remote Similarity	0.6441	NPC315617
Remote Similarity	0.6441	NPC314058
Remote Similarity	0.6441	NPC316359
Remote Similarity	0.6441	NPC316018
Remote Similarity	0.6431	NPC323244
Remote Similarity	0.642	NPC475859
Remote Similarity	0.642	NPC474877
Remote Similarity	0.642	NPC475969
Remote Similarity	0.6417	NPC293917
Remote Similarity	0.6381	NPC477175
Remote Similarity	0.6381	NPC470729
Remote Similarity	0.6381	NPC477176
Remote Similarity	0.6381	NPC470730
Remote Similarity	0.6379	NPC317701
Remote Similarity	0.6371	NPC471603
Remote Similarity	0.6371	NPC63279
Remote Similarity	0.6368	NPC215584
Remote Similarity	0.6368	NPC44773
Remote Similarity	0.6357	NPC477177
Remote Similarity	0.6353	NPC19170
Remote Similarity	0.6352	NPC228835
Remote Similarity	0.6348	NPC68354
Remote Similarity	0.6346	NPC297642
Remote Similarity	0.6346	NPC325976
Remote Similarity	0.6344	NPC194411
Remote Similarity	0.6342	NPC156003
Remote Similarity	0.634	NPC17059
Remote Similarity	0.6339	NPC470203
Remote Similarity	0.6337	NPC193761
Remote Similarity	0.6332	NPC165743
Remote Similarity	0.6332	NPC37423
Remote Similarity	0.6332	NPC328924
Remote Similarity	0.6332	NPC89987
Remote Similarity	0.6332	NPC275305
Remote Similarity	0.633	NPC114209
Remote Similarity	0.6323	NPC41257
Remote Similarity	0.632	NPC215795
Remote Similarity	0.632	NPC176199
Remote Similarity	0.632	NPC11126
Remote Similarity	0.631	NPC473310
Remote Similarity	0.631	NPC281049
Remote Similarity	0.6307	NPC474389
Remote Similarity	0.6304	NPC475258
Remote Similarity	0.6304	NPC280852
Remote Similarity	0.6299	NPC474896
Remote Similarity	0.6296	NPC300183
Remote Similarity	0.6295	NPC470204
Remote Similarity	0.6284	NPC158055
Remote Similarity	0.628	NPC473547
Remote Similarity	0.628	NPC475602
Remote Similarity	0.6279	NPC297862
Remote Similarity	0.6278	NPC216643
Remote Similarity	0.6275	NPC31097
Remote Similarity	0.6275	NPC312942
Remote Similarity	0.6275	NPC327095
Remote Similarity	0.6268	NPC125181
Remote Similarity	0.6268	NPC263117
Remote Similarity	0.6268	NPC242872
Remote Similarity	0.6265	NPC909
Remote Similarity	0.6265	NPC475338
Remote Similarity	0.6264	NPC171393
Remote Similarity	0.6264	NPC295452
Remote Similarity	0.6255	NPC97388
Remote Similarity	0.625	NPC318065
Remote Similarity	0.625	NPC284102
Remote Similarity	0.625	NPC206819
Remote Similarity	0.625	NPC195314
Remote Similarity	0.625	NPC40455
Remote Similarity	0.625	NPC56765
Remote Similarity	0.6245	NPC321708
Remote Similarity	0.624	NPC153980
Remote Similarity	0.624	NPC265576
Remote Similarity	0.624	NPC6865
Remote Similarity	0.6236	NPC28945
Remote Similarity	0.6235	NPC473362
Remote Similarity	0.6235	NPC471506
Remote Similarity	0.6235	NPC166492
Remote Similarity	0.623	NPC472027
Remote Similarity	0.6229	NPC476527
Remote Similarity	0.6227	NPC63109
Remote Similarity	0.6225	NPC475165
Remote Similarity	0.6215	NPC473757
Remote Similarity	0.6211	NPC253987
Remote Similarity	0.6208	NPC474180
Remote Similarity	0.6208	NPC188821
Remote Similarity	0.6206	NPC477634
Remote Similarity	0.6205	NPC286427
Remote Similarity	0.62	NPC250129
Remote Similarity	0.62	NPC72956
Remote Similarity	0.6198	NPC229332
Remote Similarity	0.6196	NPC272174
Remote Similarity	0.6192	NPC326363
Remote Similarity	0.6189	NPC475151
Remote Similarity	0.6187	NPC476817
Remote Similarity	0.6186	NPC280290
Remote Similarity	0.618	NPC477109
Remote Similarity	0.618	NPC213468
Remote Similarity	0.618	NPC477107
Remote Similarity	0.618	NPC477108
Remote Similarity	0.6178	NPC135141
Remote Similarity	0.6178	NPC92796
Remote Similarity	0.6175	NPC471193
Remote Similarity	0.6175	NPC471194
Remote Similarity	0.6173	NPC473747
Remote Similarity	0.6169	NPC477065
Remote Similarity	0.6168	NPC472843
Remote Similarity	0.6167	NPC47190
Remote Similarity	0.6167	NPC90723
Remote Similarity	0.6166	NPC471192
Remote Similarity	0.6162	NPC472845
Remote Similarity	0.616	NPC475422
Remote Similarity	0.6151	NPC31700
Remote Similarity	0.615	NPC122141
Remote Similarity	0.6147	NPC161861
Remote Similarity	0.6147	NPC42483
Remote Similarity	0.6145	NPC87755
Remote Similarity	0.6145	NPC478006
Remote Similarity	0.6142	NPC201831
Remote Similarity	0.6142	NPC17487
Remote Similarity	0.614	NPC476493
Remote Similarity	0.6138	NPC476073
Remote Similarity	0.6137	NPC59269
Remote Similarity	0.6129	NPC475288
Remote Similarity	0.6126	NPC250835
Remote Similarity	0.6126	NPC53947
Remote Similarity	0.6125	NPC476460
Remote Similarity	0.6117	NPC314882
Remote Similarity	0.6116	NPC195239
Remote Similarity	0.6116	NPC157828
Remote Similarity	0.6114	NPC49217
Remote Similarity	0.6113	NPC285343
Remote Similarity	0.6113	NPC321939
Remote Similarity	0.6109	NPC473317
Remote Similarity	0.6107	NPC478010
Remote Similarity	0.6107	NPC478009
Remote Similarity	0.6102	NPC251936
Remote Similarity	0.6102	NPC470205
Remote Similarity	0.61	NPC125597
Remote Similarity	0.61	NPC471386
Remote Similarity	0.6096	NPC472587
Remote Similarity	0.6096	NPC317105
Remote Similarity	0.6091	NPC11445
Remote Similarity	0.6087	NPC201700
Remote Similarity	0.6085	NPC477042
Remote Similarity	0.6085	NPC91179
Remote Similarity	0.6085	NPC300688

Drug Structure

NPD8523 OpenBabel08211713032D 69 78 0 0 1 0 0 0 0 0999 V2000 -3.2926 7.2048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5701 7.3859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2425 -5.0735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4235 -6.7960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1706 6.1657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2033 -9.5367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6383 -2.7598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7576 -2.3782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6313 0.8133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1396 -3.5538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0428 -3.4604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5667 -1.7904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1313 -0.0528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6694 -4.1416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1995 7.7052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0656 7.2052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7428 -3.1665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7396 -0.9770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1313 1.6793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8785 -2.1525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6063 5.7916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6258 2.6498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2050 6.6007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3791 6.7981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8357 -5.9870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8441 -1.9715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0351 -2.5593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1313 1.6793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8293 -2.7598 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6383 -4.1611 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4621 -0.7959 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1313 -0.0528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5486 -0.3892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6313 0.8133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5830 -3.7348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6875 -2.7403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6313 2.5453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8631 5.1225 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2746 5.8036 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8412 -6.0915 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1602 -3.5030 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.9677 4.1280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1656 -3.3984 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0836 5.2158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2534 -5.2825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5520 5.9846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0223 -7.8141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1995 6.7052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6531 0.6054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3441 1.5564 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.6750 0.8133 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.8337 3.6280 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4965 -4.1416 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6656 -2.5324 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2245 3.4589 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3610 5.3968 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4345 -7.0051 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9971 5.6225 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6602 -4.3690 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9790 4.2213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2589 -5.3871 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6565 6.9791 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0168 -7.7096 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3616 5.5779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6155 -8.7276 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0724 -1.6189 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2464 3.6668 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1525 7.5669 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6046 -8.5186 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 25 1 0 0 0 0 5 64 1 0 0 0 0 6 65 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 8 26 1 0 0 0 0 9 13 2 0 0 0 0 9 28 1 0 0 0 0 10 14 2 0 0 0 0 10 27 1 0 0 0 0 12 31 1 0 0 0 0 13 32 1 0 0 0 0 14 35 1 0 0 0 0 15 16 1 0 0 0 0 15 48 1 0 0 0 0 16 48 1 0 0 0 0 17 29 1 0 0 0 0 17 30 1 0 0 0 0 18 26 2 0 0 0 0 18 33 1 0 0 0 0 19 28 2 0 0 0 0 19 34 1 0 0 0 0 20 27 2 0 0 0 0 20 36 1 0 0 0 0 21 38 1 0 0 0 0 21 48 1 0 0 0 0 22 37 2 0 0 0 0 22 52 1 0 0 0 0 23 48 1 0 0 0 0 23 58 1 0 0 0 0 26 27 1 0 0 0 0 28 37 1 0 0 0 0 29 7 1 1 0 0 0 29 41 1 0 0 0 0 30 11 1 1 0 0 0 30 59 1 0 0 0 0 31 32 1 0 0 0 0 31 33 2 0 0 0 0 32 34 2 0 0 0 0 33 49 1 0 0 0 0 34 49 1 0 0 0 0 35 36 2 0 0 0 0 35 53 1 0 0 0 0 36 54 1 0 0 0 0 37 55 1 0 0 0 0 38 42 1 6 0 0 0 38 58 1 0 0 0 0 39 24 1 6 0 0 0 39 44 1 0 0 0 0 39 56 1 0 0 0 0 40 25 1 6 0 0 0 40 45 1 0 0 0 0 40 57 1 0 0 0 0 41 43 1 6 0 0 0 41 59 1 0 0 0 0 42 52 2 0 0 0 0 42 55 1 0 0 0 0 43 53 2 0 0 0 0 43 54 1 0 0 0 0 44 58 1 0 0 0 0 44 60 2 0 0 0 0 45 59 1 0 0 0 0 45 61 2 0 0 0 0 46 56 2 3 0 0 0 46 62 1 0 0 0 0 46 64 1 0 0 0 0 47 57 2 3 0 0 0 47 63 1 0 0 0 0 47 65 1 0 0 0 0 49 50 1 0 0 0 0 49 51 1 0 0 0 0 54 66 1 0 0 0 0 55 67 1 0 0 0 0 62 68 1 0 0 0 0 63 69 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013220
DrugBank	DB09027
ChEMBL	CHEMBL2374220
IUPHAR/BPS
PharmaGKB
KEGG Drug	D10442
PubChem CID
ChEBI	85089
CAS Number	1256388-51-8

Drug Properties

Molecular Weight	888.41
ALogP	-0.0493
MLogP	5.09
XLogP	8.723
HDA	14
HBD	4
Rotatable Bonds	24
TPSA	181.62
RO5 Violation	3