NPASS drugs

Drug Information

Drug ID:	NPD8324
Drug Name:	Voxilaprevir
Molecular Formula:	C42H58F2N6O9S
Canonical SMILES:	CC[C@@H]1[C@@H]2CN([C@@H]1C(=N[C@@]1(C[C@H]1C(C)C)C(=NS(=O)(=O)C1(C)CC1)O)O)C(=O)[C@@H](N=C(O)O[C@@H]1C[C@H]1CCCCC(c1c(O2)nc2cc(OC)ccc2n1)(F)F)C(C)(C)C
Standard InCHI:	InChI=1S/C42H58F2N6O9S/c1-9-25-30-21-50(31(25)34(51)48-41(20-26(41)22(2)3)37(53)49-60(55,56)40(7)16-17-40)36(52)33(39(4,5)6)47-38(54)59-29-18-23(29)12-10-11-15-42(43,44)32-35(58-30)46-28-19-24(57-8)13-14-27(28)45-32/h13-14,19,22-23,25-26,29-31,33H,9-12,15-18,20-21H2,1-8H3,(H,47,54)(H,48,51)(H,49,53)/t23-,25-,26+,29-,30+,31+,33-,41-/m1/s1
Standard InCHIKey:	MKDALIOACIEUJM-XCFCBFDASA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8324

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	356
0.1-0.2	1789
0.2-0.3	10361
0.3-0.4	9382
0.4-0.5	6275
0.5-0.6	2153
0.6-0.7	572
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	0.7012	NPC184680
Intermediate Similarity	0.7004	NPC469589
Remote Similarity	0.6984	NPC474183
Remote Similarity	0.6984	NPC470785
Remote Similarity	0.6983	NPC303658
Remote Similarity	0.698	NPC472434
Remote Similarity	0.6962	NPC472435
Remote Similarity	0.696	NPC110741
Remote Similarity	0.6955	NPC315804
Remote Similarity	0.6955	NPC313804
Remote Similarity	0.6949	NPC471736
Remote Similarity	0.6949	NPC472111
Remote Similarity	0.6947	NPC472436
Remote Similarity	0.6929	NPC99891
Remote Similarity	0.6926	NPC128115
Remote Similarity	0.6923	NPC470586
Remote Similarity	0.692	NPC118776
Remote Similarity	0.6917	NPC470784
Remote Similarity	0.6891	NPC308392
Remote Similarity	0.689	NPC477590
Remote Similarity	0.689	NPC477585
Remote Similarity	0.689	NPC477588
Remote Similarity	0.689	NPC477586
Remote Similarity	0.6849	NPC316403
Remote Similarity	0.6846	NPC472098
Remote Similarity	0.6846	NPC133609
Remote Similarity	0.682	NPC287208
Remote Similarity	0.6818	NPC469592
Remote Similarity	0.6818	NPC471080
Remote Similarity	0.6811	NPC477587
Remote Similarity	0.6811	NPC477589
Remote Similarity	0.6803	NPC305984
Remote Similarity	0.68	NPC194740
Remote Similarity	0.6777	NPC264176
Remote Similarity	0.6776	NPC469594
Remote Similarity	0.677	NPC124300
Remote Similarity	0.6762	NPC148183
Remote Similarity	0.6762	NPC152768
Remote Similarity	0.6758	NPC475816
Remote Similarity	0.6757	NPC310618
Remote Similarity	0.6756	NPC189079
Remote Similarity	0.6751	NPC295898
Remote Similarity	0.6744	NPC291609
Remote Similarity	0.6736	NPC474145
Remote Similarity	0.6736	NPC475841
Remote Similarity	0.6722	NPC174758
Remote Similarity	0.6722	NPC174672
Remote Similarity	0.672	NPC24370
Remote Similarity	0.672	NPC319232
Remote Similarity	0.6711	NPC320394
Remote Similarity	0.6706	NPC95240
Remote Similarity	0.6693	NPC124920
Remote Similarity	0.6693	NPC34580
Remote Similarity	0.6693	NPC118559
Remote Similarity	0.6693	NPC304307
Remote Similarity	0.6681	NPC267928
Remote Similarity	0.668	NPC82548
Remote Similarity	0.6667	NPC100547
Remote Similarity	0.6667	NPC227824
Remote Similarity	0.6667	NPC311906
Remote Similarity	0.6654	NPC474192
Remote Similarity	0.6654	NPC321592
Remote Similarity	0.6654	NPC54803
Remote Similarity	0.6654	NPC475720
Remote Similarity	0.6653	NPC472099
Remote Similarity	0.664	NPC322135
Remote Similarity	0.664	NPC223409
Remote Similarity	0.6627	NPC186351
Remote Similarity	0.6627	NPC60621
Remote Similarity	0.6627	NPC261251
Remote Similarity	0.6627	NPC141053
Remote Similarity	0.6627	NPC473105
Remote Similarity	0.6627	NPC323752
Remote Similarity	0.6627	NPC323198
Remote Similarity	0.6626	NPC219664
Remote Similarity	0.6624	NPC79293
Remote Similarity	0.6624	NPC279401
Remote Similarity	0.6615	NPC316224
Remote Similarity	0.6614	NPC21638
Remote Similarity	0.6614	NPC14288
Remote Similarity	0.6612	NPC316181
Remote Similarity	0.6612	NPC151781
Remote Similarity	0.6612	NPC475910
Remote Similarity	0.6612	NPC74562
Remote Similarity	0.6612	NPC476287
Remote Similarity	0.6592	NPC1527
Remote Similarity	0.6591	NPC316110
Remote Similarity	0.6591	NPC313587
Remote Similarity	0.6591	NPC315893
Remote Similarity	0.6589	NPC131486
Remote Similarity	0.6587	NPC214142
Remote Similarity	0.6573	NPC473041
Remote Similarity	0.6573	NPC96321
Remote Similarity	0.6571	NPC26679
Remote Similarity	0.6571	NPC203168
Remote Similarity	0.6562	NPC284888
Remote Similarity	0.6561	NPC244536
Remote Similarity	0.6561	NPC110151
Remote Similarity	0.656	NPC310118
Remote Similarity	0.6559	NPC274982
Remote Similarity	0.6552	NPC75179
Remote Similarity	0.6537	NPC33064
Remote Similarity	0.6537	NPC245055
Remote Similarity	0.6527	NPC19872
Remote Similarity	0.6527	NPC315957
Remote Similarity	0.6525	NPC82472
Remote Similarity	0.6516	NPC285635
Remote Similarity	0.6515	NPC223427
Remote Similarity	0.6512	NPC272549
Remote Similarity	0.6502	NPC53344
Remote Similarity	0.65	NPC260909
Remote Similarity	0.6498	NPC220852
Remote Similarity	0.6492	NPC470799
Remote Similarity	0.6492	NPC8022
Remote Similarity	0.6491	NPC211997
Remote Similarity	0.6491	NPC26543
Remote Similarity	0.649	NPC471304
Remote Similarity	0.6485	NPC18487
Remote Similarity	0.6484	NPC260434
Remote Similarity	0.6479	NPC244543
Remote Similarity	0.6478	NPC219963
Remote Similarity	0.6471	NPC314954
Remote Similarity	0.6468	NPC478141
Remote Similarity	0.6459	NPC469554
Remote Similarity	0.6458	NPC329747
Remote Similarity	0.6449	NPC185782
Remote Similarity	0.6447	NPC134586
Remote Similarity	0.6446	NPC245816
Remote Similarity	0.6446	NPC476138
Remote Similarity	0.6436	NPC478013
Remote Similarity	0.6434	NPC329631
Remote Similarity	0.6432	NPC232727
Remote Similarity	0.6429	NPC165964
Remote Similarity	0.6426	NPC316756
Remote Similarity	0.6426	NPC288349
Remote Similarity	0.6423	NPC285343
Remote Similarity	0.642	NPC165349
Remote Similarity	0.642	NPC264166
Remote Similarity	0.642	NPC329708
Remote Similarity	0.642	NPC274291
Remote Similarity	0.642	NPC118832
Remote Similarity	0.642	NPC47059
Remote Similarity	0.6419	NPC283152
Remote Similarity	0.6416	NPC237901
Remote Similarity	0.6416	NPC195788
Remote Similarity	0.6414	NPC213530
Remote Similarity	0.6414	NPC193267
Remote Similarity	0.6414	NPC17565
Remote Similarity	0.6414	NPC226202
Remote Similarity	0.641	NPC66083
Remote Similarity	0.6408	NPC470931
Remote Similarity	0.6407	NPC161887
Remote Similarity	0.6407	NPC266551
Remote Similarity	0.6405	NPC311357
Remote Similarity	0.6404	NPC473800
Remote Similarity	0.6395	NPC42591
Remote Similarity	0.639	NPC329793
Remote Similarity	0.639	NPC249040
Remote Similarity	0.639	NPC176538
Remote Similarity	0.6388	NPC258773
Remote Similarity	0.6381	NPC326363
Remote Similarity	0.6379	NPC476098
Remote Similarity	0.6379	NPC473460
Remote Similarity	0.6379	NPC53144
Remote Similarity	0.6379	NPC200836
Remote Similarity	0.6379	NPC475774
Remote Similarity	0.6378	NPC65277
Remote Similarity	0.6375	NPC239954
Remote Similarity	0.6375	NPC197141
Remote Similarity	0.6375	NPC314270
Remote Similarity	0.6371	NPC204970
Remote Similarity	0.6368	NPC314573
Remote Similarity	0.6364	NPC315467
Remote Similarity	0.636	NPC330009
Remote Similarity	0.636	NPC469928
Remote Similarity	0.6357	NPC476999
Remote Similarity	0.6357	NPC329982
Remote Similarity	0.6357	NPC475253
Remote Similarity	0.6356	NPC5145
Remote Similarity	0.6356	NPC254700
Remote Similarity	0.6356	NPC174629
Remote Similarity	0.6353	NPC473449
Remote Similarity	0.6353	NPC471891
Remote Similarity	0.6353	NPC97746
Remote Similarity	0.6352	NPC14339
Remote Similarity	0.6347	NPC258048
Remote Similarity	0.6345	NPC198673
Remote Similarity	0.6345	NPC478074
Remote Similarity	0.6344	NPC471303
Remote Similarity	0.6342	NPC471762
Remote Similarity	0.634	NPC81939
Remote Similarity	0.6339	NPC280272
Remote Similarity	0.6337	NPC211813
Remote Similarity	0.6335	NPC312645
Remote Similarity	0.6333	NPC478080
Remote Similarity	0.6332	NPC101543
Remote Similarity	0.6331	NPC146418
Remote Similarity	0.6329	NPC117244
Remote Similarity	0.6329	NPC473763
Remote Similarity	0.6327	NPC277350

Drug Structure

NPD8324 OpenBabel08211713012D 63 69 0 0 1 0 0 0 0 0999 V2000 -4.3273 -0.5760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6560 3.9297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2373 2.3670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0439 4.5561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6042 3.7320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3306 4.2571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4670 0.8089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0207 -2.4263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8378 0.2195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4906 0.1290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9136 -0.1780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1903 0.5568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5834 -1.5182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0928 -1.3379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4134 -0.3311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8681 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4011 -0.8089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6059 1.3421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8958 -0.6686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5672 4.1715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3765 2.0835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9956 3.2692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0451 1.0588 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9849 -1.1836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2821 1.0412 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0933 3.5110 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0037 -0.8229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4052 -0.4882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0708 1.5809 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2079 1.1647 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8785 1.8835 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4241 -0.1275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5690 2.8297 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.9597 2.0521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8256 0.2072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0871 2.7609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8089 1.4011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6056 2.4624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5378 3.7632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9341 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8089 3.2692 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9357 -0.3136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6377 -1.1989 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.1709 -1.7151 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.5132 -0.6425 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3162 0.0268 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0566 2.7264 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6464 2.9321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9341 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5549 2.5277 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3544 1.3408 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3607 3.6541 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6179 0.9341 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4094 3.8974 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9341 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9341 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8615 -1.5059 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0967 0.6541 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2646 2.0663 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.6677 0.4608 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6179 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7318 4.7741 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 39 1 0 0 0 0 5 39 1 0 0 0 0 6 39 1 0 0 0 0 7 40 1 0 0 0 0 8 57 1 0 0 0 0 10 11 1 0 0 0 0 10 12 1 0 0 0 0 11 15 1 0 0 0 0 13 14 2 0 0 0 0 13 24 1 0 0 0 0 14 27 1 0 0 0 0 15 42 1 0 0 0 0 16 17 1 0 0 0 0 16 40 1 0 0 0 0 17 40 1 0 0 0 0 18 23 1 0 0 0 0 19 24 2 0 0 0 0 19 28 1 0 0 0 0 20 26 1 0 0 0 0 20 41 1 0 0 0 0 21 50 1 0 0 0 0 22 26 1 0 0 0 0 23 12 1 1 0 0 0 23 29 1 0 0 0 0 24 57 1 0 0 0 0 25 9 1 6 0 0 0 25 30 1 0 0 0 0 25 31 1 0 0 0 0 26 41 1 1 0 0 0 27 28 1 0 0 0 0 27 45 2 0 0 0 0 28 46 2 0 0 0 0 29 18 1 6 0 0 0 29 59 1 0 0 0 0 30 21 1 1 0 0 0 30 58 1 0 0 0 0 31 34 1 6 0 0 0 31 50 1 0 0 0 0 32 35 2 0 0 0 0 32 42 1 0 0 0 0 32 45 1 0 0 0 0 33 36 1 0 0 0 0 33 39 1 6 0 0 0 33 47 1 0 0 0 0 34 48 2 3 0 0 0 34 51 1 0 0 0 0 35 46 1 0 0 0 0 35 58 1 0 0 0 0 36 50 1 0 0 0 0 36 52 2 0 0 0 0 37 49 2 3 0 0 0 37 53 1 0 0 0 0 38 47 2 3 0 0 0 38 54 1 0 0 0 0 38 59 1 0 0 0 0 40 60 1 0 0 0 0 41 37 1 1 0 0 0 41 48 1 0 0 0 0 42 43 1 0 0 0 0 42 44 1 0 0 0 0 49 60 1 0 0 0 0 51 61 1 0 0 0 0 53 62 1 0 0 0 0 54 63 1 0 0 0 0 55 60 2 0 0 0 0 56 60 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	860.40
ALogP	-0.4533
MLogP	4.1
XLogP	7.604
HDA	13
HBD	3
Rotatable Bonds	22
TPSA	214.07
RO5 Violation	2