NPASS drugs

Drug Information

Drug ID:	NPD8107
Drug Name:	Simeprevir Sodium
Molecular Formula:	C38H47N5O7S2.Na
Canonical SMILES:	COc1ccc2c(c1C)nc(cc2O[C@@H]1C[C@@H]2[C@@H](C1)C(=O)N(C)CCCC/C=C[C@H]1[C@]([N-]C2=O)(C1)C(=NS(=O)(=O)C1CC1)O)c1scc(n1)C(C)C.[Na+]
Standard InCHI:	InChI=1S/C38H47N5O7S2.Na/c1-21(2)30-20-51-35(40-30)29-18-32(26-13-14-31(49-5)22(3)33(26)39-29)50-24-16-27-28(17-24)36(45)43(4)15-9-7-6-8-10-23-19-38(23,41-34(27)44)37(46)42-52(47,48)25-11-12-25;/h8,10,13-14,18,20-21,23-25,27-28H,6-7,9,11-12,15-17,19H2,1-5H3,(H2,41,42,44,46);/q;+1/p-1/b10-8-;/t23-,24-,27-,28-,38-;/m1./s1
Standard InCHIKey:	LLXQGDWGCCKOQP-MVZLLIIPSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8107

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	440
0.1-0.2	2351
0.2-0.3	10062
0.3-0.4	6716
0.4-0.5	8902
0.5-0.6	2016
0.6-0.7	403
0.7-0.8	0
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
Remote Similarity	0.6866	NPC474183
Remote Similarity	0.6861	NPC133609
Remote Similarity	0.686	NPC303658
Remote Similarity	0.6836	NPC189079
Remote Similarity	0.6828	NPC184680
Remote Similarity	0.6803	NPC470784
Remote Similarity	0.6803	NPC470785
Remote Similarity	0.6782	NPC310118
Remote Similarity	0.678	NPC110151
Remote Similarity	0.6768	NPC21638
Remote Similarity	0.6753	NPC99891
Remote Similarity	0.6745	NPC469589
Remote Similarity	0.6735	NPC315061
Remote Similarity	0.6732	NPC251036
Remote Similarity	0.6732	NPC264176
Remote Similarity	0.6724	NPC315411
Remote Similarity	0.6718	NPC60621
Remote Similarity	0.6716	NPC473105
Remote Similarity	0.6705	NPC473449
Remote Similarity	0.6692	NPC194740
Remote Similarity	0.6692	NPC305984
Remote Similarity	0.668	NPC145178
Remote Similarity	0.668	NPC174672
Remote Similarity	0.668	NPC475350
Remote Similarity	0.668	NPC14877
Remote Similarity	0.6679	NPC131486
Remote Similarity	0.6679	NPC128115
Remote Similarity	0.6667	NPC471303
Remote Similarity	0.6667	NPC469594
Remote Similarity	0.6656	NPC470900
Remote Similarity	0.6654	NPC152768
Remote Similarity	0.6654	NPC148183
Remote Similarity	0.6642	NPC97746
Remote Similarity	0.6631	NPC244543
Remote Similarity	0.6617	NPC153467
Remote Similarity	0.6615	NPC174758
Remote Similarity	0.6602	NPC472098
Remote Similarity	0.6596	NPC472436
Remote Similarity	0.6593	NPC475816
Remote Similarity	0.6585	NPC75609
Remote Similarity	0.6585	NPC140284
Remote Similarity	0.6582	NPC216507
Remote Similarity	0.6578	NPC298436
Remote Similarity	0.6577	NPC471080
Remote Similarity	0.6577	NPC469592
Remote Similarity	0.6576	NPC197881
Remote Similarity	0.6562	NPC115282
Remote Similarity	0.6559	NPC315893
Remote Similarity	0.6559	NPC316110
Remote Similarity	0.6559	NPC313587
Remote Similarity	0.6558	NPC78609
Remote Similarity	0.6556	NPC321592
Remote Similarity	0.6556	NPC475196
Remote Similarity	0.6556	NPC54803
Remote Similarity	0.6554	NPC24370
Remote Similarity	0.6554	NPC319232
Remote Similarity	0.6548	NPC472435
Remote Similarity	0.6543	NPC223409
Remote Similarity	0.6531	NPC284888
Remote Similarity	0.653	NPC304307
Remote Similarity	0.653	NPC118559
Remote Similarity	0.653	NPC34580
Remote Similarity	0.653	NPC124920
Remote Similarity	0.6512	NPC470931
Remote Similarity	0.6506	NPC100547
Remote Similarity	0.6502	NPC79386
Remote Similarity	0.6498	NPC81939
Remote Similarity	0.6498	NPC472434
Remote Similarity	0.6498	NPC472111
Remote Similarity	0.6494	NPC475720
Remote Similarity	0.6494	NPC474192
Remote Similarity	0.6481	NPC322135
Remote Similarity	0.6481	NPC88923
Remote Similarity	0.6481	NPC315634
Remote Similarity	0.6481	NPC100734
Remote Similarity	0.6481	NPC95240
Remote Similarity	0.6479	NPC284685
Remote Similarity	0.6478	NPC470901
Remote Similarity	0.6477	NPC153400
Remote Similarity	0.6475	NPC260909
Remote Similarity	0.6475	NPC475666
Remote Similarity	0.6468	NPC261251
Remote Similarity	0.6464	NPC274982
Remote Similarity	0.6462	NPC75179
Remote Similarity	0.6462	NPC188400
Remote Similarity	0.6458	NPC14288
Remote Similarity	0.6445	NPC295898
Remote Similarity	0.6444	NPC66777
Remote Similarity	0.6441	NPC67401
Remote Similarity	0.6431	NPC214142
Remote Similarity	0.6429	NPC477533
Remote Similarity	0.6416	NPC314176
Remote Similarity	0.6414	NPC478013
Remote Similarity	0.641	NPC323198
Remote Similarity	0.641	NPC323752
Remote Similarity	0.6406	NPC476044
Remote Similarity	0.6404	NPC313966
Remote Similarity	0.6404	NPC314254
Remote Similarity	0.6404	NPC477532
Remote Similarity	0.6401	NPC227824
Remote Similarity	0.6395	NPC237901
Remote Similarity	0.6395	NPC195788
Remote Similarity	0.6395	NPC257511
Remote Similarity	0.6391	NPC37957
Remote Similarity	0.6387	NPC245055
Remote Similarity	0.6387	NPC33064
Remote Similarity	0.6385	NPC287208
Remote Similarity	0.6385	NPC475910
Remote Similarity	0.6384	NPC471762
Remote Similarity	0.6382	NPC478011
Remote Similarity	0.6382	NPC478012
Remote Similarity	0.6377	NPC82472
Remote Similarity	0.6371	NPC476106
Remote Similarity	0.6367	NPC11017
Remote Similarity	0.6357	NPC122436
Remote Similarity	0.6357	NPC58209
Remote Similarity	0.6357	NPC200836
Remote Similarity	0.6353	NPC473041
Remote Similarity	0.635	NPC329631
Remote Similarity	0.635	NPC220852
Remote Similarity	0.6342	NPC232727
Remote Similarity	0.6341	NPC191489
Remote Similarity	0.6337	NPC260434
Remote Similarity	0.6337	NPC475253
Remote Similarity	0.6337	NPC217176
Remote Similarity	0.6335	NPC1608
Remote Similarity	0.6331	NPC62069
Remote Similarity	0.633	NPC193267
Remote Similarity	0.633	NPC213530
Remote Similarity	0.6324	NPC79293
Remote Similarity	0.6324	NPC279401
Remote Similarity	0.6322	NPC82548
Remote Similarity	0.632	NPC478141
Remote Similarity	0.6318	NPC291535
Remote Similarity	0.6318	NPC101350
Remote Similarity	0.6318	NPC475112
Remote Similarity	0.6318	NPC475085
Remote Similarity	0.6314	NPC477516
Remote Similarity	0.6314	NPC243834
Remote Similarity	0.6314	NPC70956
Remote Similarity	0.6312	NPC91868
Remote Similarity	0.6312	NPC63971
Remote Similarity	0.631	NPC314056
Remote Similarity	0.6308	NPC166712
Remote Similarity	0.6308	NPC124300
Remote Similarity	0.6306	NPC323969
Remote Similarity	0.6306	NPC472099
Remote Similarity	0.6306	NPC150239
Remote Similarity	0.6304	NPC473187
Remote Similarity	0.63	NPC326363
Remote Similarity	0.6293	NPC53144
Remote Similarity	0.6293	NPC223427
Remote Similarity	0.6291	NPC470889
Remote Similarity	0.629	NPC203373
Remote Similarity	0.629	NPC165964
Remote Similarity	0.6289	NPC72211
Remote Similarity	0.6288	NPC26679
Remote Similarity	0.6287	NPC473185
Remote Similarity	0.6286	NPC291609
Remote Similarity	0.6283	NPC198503
Remote Similarity	0.6282	NPC235685
Remote Similarity	0.6282	NPC285343
Remote Similarity	0.6279	NPC470586
Remote Similarity	0.6278	NPC170114
Remote Similarity	0.6275	NPC249662
Remote Similarity	0.6275	NPC222592
Remote Similarity	0.6275	NPC168486
Remote Similarity	0.6274	NPC269367
Remote Similarity	0.6272	NPC258048
Remote Similarity	0.6269	NPC153923
Remote Similarity	0.6268	NPC325976
Remote Similarity	0.6264	NPC311906
Remote Similarity	0.6263	NPC279589
Remote Similarity	0.626	NPC205926
Remote Similarity	0.6255	NPC469554
Remote Similarity	0.625	NPC146418
Remote Similarity	0.625	NPC267928
Remote Similarity	0.6242	NPC45048
Remote Similarity	0.6241	NPC310618
Remote Similarity	0.6241	NPC469734
Remote Similarity	0.6241	NPC470549
Remote Similarity	0.624	NPC329747
Remote Similarity	0.6237	NPC477585
Remote Similarity	0.6237	NPC477588
Remote Similarity	0.6237	NPC477586
Remote Similarity	0.6237	NPC168922
Remote Similarity	0.6237	NPC477590
Remote Similarity	0.6232	NPC141053
Remote Similarity	0.6232	NPC26543
Remote Similarity	0.6231	NPC247803
Remote Similarity	0.6231	NPC75498
Remote Similarity	0.6231	NPC162484
Remote Similarity	0.6228	NPC160100
Remote Similarity	0.6226	NPC477527
Remote Similarity	0.6224	NPC329982
Remote Similarity	0.6221	NPC53344
Remote Similarity	0.6218	NPC477531
Remote Similarity	0.6217	NPC470799
Remote Similarity	0.6217	NPC8022
Remote Similarity	0.6217	NPC74969

Drug Structure

NPD8107 OpenBabel08211713002D 54 59 0 0 1 0 0 0 0 0999 V2000 11.6818 -4.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0370 -2.8714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5949 -8.7696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6972 -2.5864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5301 -10.5005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8710 -0.5374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8703 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9868 -1.0047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7868 -0.8999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3930 -1.8093 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4659 -1.0257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4659 -1.0257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5970 -8.6574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0643 -9.5416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4391 -1.6579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2053 -5.8635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6358 -5.1074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1938 -6.0799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.4989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1205 -3.7016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8953 -3.8613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5956 -8.7322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2071 -2.7918 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1952 -6.0051 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9659 -1.8917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1290 -7.8107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0341 -4.8782 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.9182 -4.4110 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1931 -6.1173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9672 -4.2336 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0636 -9.5790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6618 -6.9266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1283 -7.8481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0348 -4.9156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7251 -5.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5120 -3.6064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4659 -3.7577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4659 -3.7577 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6604 -7.0014 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.7229 -5.2033 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1182 -4.5157 0.0000 N 0 5 0 0 0 0 0 0 0 0 0 0 2.9659 -2.8917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6979 -2.6238 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8489 -5.8982 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4286 -4.0062 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9659 -4.6238 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9659 -3.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9659 -2.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5308 -10.4631 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6625 -6.8892 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3528 -4.3424 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.9659 -2.8917 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.6155 -2.4224 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 2.4659 -5.4898 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 43 1 0 0 0 0 5 49 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 15 1 0 0 0 0 10 23 1 0 0 0 0 11 12 1 0 0 0 0 11 25 1 0 0 0 0 12 25 1 0 0 0 0 13 14 2 0 0 0 0 13 26 1 0 0 0 0 14 31 1 0 0 0 0 15 43 1 0 0 0 0 16 24 1 0 0 0 0 17 24 1 0 0 0 0 18 29 2 0 0 0 0 18 32 1 0 0 0 0 19 23 1 0 0 0 0 19 38 1 0 0 0 0 20 30 2 0 0 0 0 20 51 1 0 0 0 0 21 30 1 0 0 0 0 22 31 2 0 0 0 0 22 33 1 0 0 0 0 23 38 1 1 0 0 0 24 50 1 6 0 0 0 25 52 1 0 0 0 0 26 32 2 0 0 0 0 26 33 1 0 0 0 0 27 16 1 1 0 0 0 27 28 1 0 0 0 0 27 34 1 0 0 0 0 28 17 1 6 0 0 0 28 36 1 0 0 0 0 29 35 1 0 0 0 0 29 39 1 0 0 0 0 30 40 1 0 0 0 0 31 49 1 0 0 0 0 32 50 1 0 0 0 0 33 39 2 0 0 0 0 34 41 1 0 0 0 0 34 44 2 0 0 0 0 35 40 2 0 0 0 0 35 51 1 0 0 0 0 36 43 1 0 0 0 0 36 45 2 0 0 0 0 37 42 2 3 0 0 0 37 46 1 0 0 0 0 38 37 1 1 0 0 0 38 41 1 0 0 0 0 42 52 1 0 0 0 0 46 54 1 0 0 0 0 47 52 2 0 0 0 0 48 52 2 0 0 0 0 M CHG 2 41 -1 53 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	748.28
ALogP	-1.5453
MLogP	4.1
XLogP	4.43
HDA	10
HBD	1
Rotatable Bonds	14
TPSA	184.97
RO5 Violation	0