NPASS drugs

Drug Information

Drug ID:	NPD8359
Drug Name:	Sovaprevir
Molecular Formula:	C43H53N5O8S
Canonical SMILES:	C=C[C@@H]1C[C@]1(N=C([C@@H]1C[C@H](CN1C(=O)[C@H](C(C)(C)C)CC(=O)N1CCCCC1)Oc1cc(nc2c1ccc(c2)OC)c1ccccc1)O)C(=NS(=O)(=O)C1CC1)O
Standard InCHI:	InChI=1S/C43H53N5O8S/c1-6-28-25-43(28,41(52)46-57(53,54)31-16-17-31)45-39(50)36-22-30(26-48(36)40(51)33(42(2,3)4)23-38(49)47-19-11-8-12-20-47)56-37-24-34(27-13-9-7-10-14-27)44-35-21-29(55-5)15-18-32(35)37/h6-7,9-10,13-15,18,21,24,28,30-31,33,36H,1,8,11-12,16-17,19-20,22-23,25-26H2,2-5H3,(H,45,50)(H,46,52)/t28-,30-,33-,36+,43-/m1/s1
Standard InCHIKey:	MHFMTUBUVQZIRE-WINRQGAFSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8359

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	344
0.1-0.2	1591
0.2-0.3	8210
0.3-0.4	5919
0.4-0.5	11128
0.5-0.6	2573
0.6-0.7	1050
0.7-0.8	75
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	0.7511	NPC469589
Intermediate Similarity	0.751	NPC473105
Intermediate Similarity	0.749	NPC184680
Intermediate Similarity	0.7489	NPC264176
Intermediate Similarity	0.7459	NPC470785
Intermediate Similarity	0.7459	NPC474183
Intermediate Similarity	0.7437	NPC21638
Intermediate Similarity	0.7404	NPC469594
Intermediate Similarity	0.7388	NPC470784
Intermediate Similarity	0.738	NPC472111
Intermediate Similarity	0.7364	NPC473449
Intermediate Similarity	0.7362	NPC305984
Intermediate Similarity	0.7331	NPC303658
Intermediate Similarity	0.7328	NPC99891
Intermediate Similarity	0.7316	NPC475910
Intermediate Similarity	0.7308	NPC469592
Intermediate Similarity	0.7308	NPC471080
Intermediate Similarity	0.7302	NPC133609
Intermediate Similarity	0.7269	NPC128115
Intermediate Similarity	0.7241	NPC470931
Intermediate Similarity	0.7218	NPC475816
Intermediate Similarity	0.7205	NPC189079
Intermediate Similarity	0.7197	NPC471303
Intermediate Similarity	0.7185	NPC473041
Intermediate Similarity	0.7184	NPC321592
Intermediate Similarity	0.7184	NPC54803
Intermediate Similarity	0.7173	NPC148183
Intermediate Similarity	0.7173	NPC152768
Intermediate Similarity	0.7132	NPC284685
Intermediate Similarity	0.7131	NPC194740
Intermediate Similarity	0.7119	NPC24370
Intermediate Similarity	0.7119	NPC319232
Intermediate Similarity	0.7119	NPC472098
Intermediate Similarity	0.7114	NPC475720
Intermediate Similarity	0.7114	NPC474192
Intermediate Similarity	0.7108	NPC131486
Intermediate Similarity	0.7103	NPC81939
Intermediate Similarity	0.7102	NPC223409
Intermediate Similarity	0.7102	NPC95240
Intermediate Similarity	0.71	NPC295898
Intermediate Similarity	0.709	NPC124920
Intermediate Similarity	0.709	NPC118559
Intermediate Similarity	0.709	NPC34580
Intermediate Similarity	0.709	NPC304307
Intermediate Similarity	0.7087	NPC329747
Intermediate Similarity	0.7087	NPC11017
Intermediate Similarity	0.7082	NPC472435
Intermediate Similarity	0.7078	NPC97746
Intermediate Similarity	0.7075	NPC475666
Intermediate Similarity	0.7072	NPC62069
Intermediate Similarity	0.7066	NPC472436
Intermediate Similarity	0.7061	NPC100547
Intermediate Similarity	0.7048	NPC279401
Intermediate Similarity	0.7048	NPC79293
Intermediate Similarity	0.7043	NPC244543
Intermediate Similarity	0.7039	NPC165349
Intermediate Similarity	0.7039	NPC264166
Intermediate Similarity	0.7039	NPC329708
Intermediate Similarity	0.7039	NPC47059
Intermediate Similarity	0.7039	NPC274291
Intermediate Similarity	0.7039	NPC118832
Intermediate Similarity	0.7037	NPC260909
Intermediate Similarity	0.7036	NPC472434
Intermediate Similarity	0.7033	NPC322135
Intermediate Similarity	0.7031	NPC313587
Intermediate Similarity	0.7031	NPC315893
Intermediate Similarity	0.7031	NPC316110
Intermediate Similarity	0.7026	NPC311357
Intermediate Similarity	0.702	NPC261251
Intermediate Similarity	0.7016	NPC323752
Intermediate Similarity	0.7016	NPC323198
Intermediate Similarity	0.7012	NPC298436
Intermediate Similarity	0.7009	NPC476106
Intermediate Similarity	0.7004	NPC476999
Intermediate Similarity	0.7004	NPC14288
Remote Similarity	0.6996	NPC100734
Remote Similarity	0.6996	NPC88923
Remote Similarity	0.6996	NPC188400
Remote Similarity	0.6996	NPC75179
Remote Similarity	0.6996	NPC315634
Remote Similarity	0.6992	NPC471762
Remote Similarity	0.6992	NPC174758
Remote Similarity	0.6992	NPC311906
Remote Similarity	0.698	NPC214142
Remote Similarity	0.6964	NPC476996
Remote Similarity	0.6964	NPC326363
Remote Similarity	0.6964	NPC476998
Remote Similarity	0.6962	NPC219664
Remote Similarity	0.6958	NPC330009
Remote Similarity	0.6952	NPC195788
Remote Similarity	0.6952	NPC237901
Remote Similarity	0.6948	NPC284888
Remote Similarity	0.6948	NPC329631
Remote Similarity	0.6932	NPC476995
Remote Similarity	0.6923	NPC476997
Remote Similarity	0.6923	NPC476994
Remote Similarity	0.6923	NPC66777
Remote Similarity	0.692	NPC477160
Remote Similarity	0.692	NPC33064
Remote Similarity	0.692	NPC245055
Remote Similarity	0.6914	NPC472099
Remote Similarity	0.6914	NPC477533
Remote Similarity	0.6904	NPC203168
Remote Similarity	0.6894	NPC285558
Remote Similarity	0.6888	NPC74969
Remote Similarity	0.6885	NPC477532
Remote Similarity	0.688	NPC291535
Remote Similarity	0.688	NPC475085
Remote Similarity	0.688	NPC475112
Remote Similarity	0.6875	NPC473006
Remote Similarity	0.6873	NPC153400
Remote Similarity	0.6872	NPC193267
Remote Similarity	0.6872	NPC213530
Remote Similarity	0.6862	NPC146418
Remote Similarity	0.6857	NPC280272
Remote Similarity	0.6856	NPC473004
Remote Similarity	0.6853	NPC325976
Remote Similarity	0.6853	NPC72211
Remote Similarity	0.6849	NPC174672
Remote Similarity	0.6847	NPC283152
Remote Similarity	0.6846	NPC329982
Remote Similarity	0.6844	NPC191489
Remote Similarity	0.6838	NPC470586
Remote Similarity	0.6838	NPC82472
Remote Similarity	0.6831	NPC96321
Remote Similarity	0.6824	NPC124300
Remote Similarity	0.6822	NPC14339
Remote Similarity	0.682	NPC123976
Remote Similarity	0.682	NPC167860
Remote Similarity	0.682	NPC471304
Remote Similarity	0.682	NPC478080
Remote Similarity	0.6818	NPC274982
Remote Similarity	0.6816	NPC60621
Remote Similarity	0.6813	NPC220852
Remote Similarity	0.681	NPC70956
Remote Similarity	0.681	NPC243834
Remote Similarity	0.6809	NPC469734
Remote Similarity	0.6809	NPC58209
Remote Similarity	0.6809	NPC473005
Remote Similarity	0.6809	NPC310618
Remote Similarity	0.68	NPC201508
Remote Similarity	0.68	NPC475253
Remote Similarity	0.6798	NPC285343
Remote Similarity	0.6797	NPC291609
Remote Similarity	0.679	NPC314176
Remote Similarity	0.678	NPC469440
Remote Similarity	0.6773	NPC469554
Remote Similarity	0.6771	NPC211997
Remote Similarity	0.677	NPC84478
Remote Similarity	0.677	NPC78609
Remote Similarity	0.6767	NPC70259
Remote Similarity	0.6766	NPC267423
Remote Similarity	0.6759	NPC272549
Remote Similarity	0.6758	NPC166712
Remote Similarity	0.6753	NPC478011
Remote Similarity	0.6749	NPC183407
Remote Similarity	0.6747	NPC186351
Remote Similarity	0.6747	NPC473185
Remote Similarity	0.6746	NPC96584
Remote Similarity	0.6746	NPC255800
Remote Similarity	0.6739	NPC469390
Remote Similarity	0.6737	NPC66815
Remote Similarity	0.6736	NPC287208
Remote Similarity	0.6733	NPC217176
Remote Similarity	0.6732	NPC477587
Remote Similarity	0.6732	NPC477589
Remote Similarity	0.6729	NPC478013
Remote Similarity	0.6726	NPC134586
Remote Similarity	0.6724	NPC43787
Remote Similarity	0.6724	NPC205934
Remote Similarity	0.6723	NPC329793
Remote Similarity	0.6723	NPC67904
Remote Similarity	0.6723	NPC475841
Remote Similarity	0.6723	NPC474145
Remote Similarity	0.672	NPC33949
Remote Similarity	0.6718	NPC17437
Remote Similarity	0.6716	NPC315467
Remote Similarity	0.6713	NPC26850
Remote Similarity	0.6709	NPC162484
Remote Similarity	0.6706	NPC477516
Remote Similarity	0.6705	NPC67401
Remote Similarity	0.6696	NPC320394
Remote Similarity	0.6695	NPC473053
Remote Similarity	0.6695	NPC476044
Remote Similarity	0.6694	NPC202605
Remote Similarity	0.6694	NPC112206
Remote Similarity	0.6693	NPC473540
Remote Similarity	0.6681	NPC289786
Remote Similarity	0.6681	NPC36229
Remote Similarity	0.6681	NPC164374
Remote Similarity	0.6681	NPC16452
Remote Similarity	0.6681	NPC476581
Remote Similarity	0.6681	NPC470930
Remote Similarity	0.6681	NPC137929
Remote Similarity	0.668	NPC477585
Remote Similarity	0.668	NPC477590
Remote Similarity	0.668	NPC198503
Remote Similarity	0.668	NPC477588
Remote Similarity	0.668	NPC110151
Remote Similarity	0.668	NPC269367

Drug Structure

NPD8359 OpenBabel08211713012D 59 65 0 0 1 0 0 0 0 0999 V2000 -3.2071 -1.7729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6072 3.6504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1316 4.5301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5796 2.6787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5925 4.1105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -1.0658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1239 -2.7973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7473 8.6764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1268 -2.8740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5560 -1.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8677 8.2008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5990 8.1524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5619 -2.0489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9910 -1.0704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1663 3.0553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7342 2.1535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8397 7.2012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5711 7.1528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7283 2.3068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3054 1.2029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7838 5.2020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4320 -0.3986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4659 0.6072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6405 2.1170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9940 -1.1471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7588 -0.0999 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.1634 3.1320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3050 1.1749 0.0000 C 0 0 2 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 -7.2991 1.3283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7559 4.2024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.4290 -0.3219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2962 1.4050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0231 2.1622 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.8670 0.4265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6635 5.6776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0811 2.4977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8762 3.7268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6076 3.6784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.8611 0.5799 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3195 1.8496 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.6914 6.6772 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.8482 2.7272 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.5152 5.1536 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9006 3.4813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0245 4.2508 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 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 -8.5955 4.0338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8700 0.3498 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 -1.9585 3.8168 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 2 0 0 0 0 2 42 1 0 0 0 0 3 42 1 0 0 0 0 4 42 1 0 0 0 0 5 55 1 0 0 0 0 6 28 1 0 0 0 0 7 9 2 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 13 27 2 0 0 0 0 14 27 1 0 0 0 0 15 18 2 0 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 31 1 0 0 0 0 17 31 1 0 0 0 0 18 32 1 0 0 0 0 19 47 1 0 0 0 0 20 47 1 0 0 0 0 21 29 2 0 0 0 0 21 35 1 0 0 0 0 22 30 1 0 0 0 0 22 36 1 0 0 0 0 23 38 1 0 0 0 0 24 34 1 0 0 0 0 24 37 2 0 0 0 0 25 28 1 0 0 0 0 25 43 1 0 0 0 0 26 30 1 0 0 0 0 26 48 1 0 0 0 0 27 34 1 0 0 0 0 28 43 1 6 0 0 0 29 55 1 0 0 0 0 30 56 1 1 0 0 0 31 57 1 0 0 0 0 32 35 2 0 0 0 0 32 37 1 0 0 0 0 33 23 1 6 0 0 0 33 40 1 0 0 0 0 33 42 1 0 0 0 0 34 44 2 0 0 0 0 35 44 1 0 0 0 0 36 39 1 6 0 0 0 36 48 1 0 0 0 0 37 56 1 0 0 0 0 38 47 1 0 0 0 0 38 49 2 0 0 0 0 39 45 2 3 0 0 0 39 50 1 0 0 0 0 40 48 1 0 0 0 0 40 51 2 0 0 0 0 41 46 2 3 0 0 0 41 52 1 0 0 0 0 43 41 1 6 0 0 0 43 45 1 0 0 0 0 46 57 1 0 0 0 0 50 58 1 0 0 0 0 52 59 1 0 0 0 0 53 57 2 0 0 0 0 54 57 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	799.36
ALogP	-3.036
MLogP	4.65
XLogP	7.196
HDA	11
HBD	2
Rotatable Bonds	22
TPSA	179.67
RO5 Violation	3