NPASS drugs

Drug Information

Drug ID:	NPD7963
Drug Name:	Asunaprevir
Molecular Formula:	C35H46ClN5O9S
Canonical SMILES:	C=C[C@@H]1C[C@]1(N=C([C@@H]1C[C@H](CN1C(=O)[C@H](C(C)(C)C)N=C(OC(C)(C)C)O)Oc1ncc(c2c1cc(Cl)cc2)OC)O)C(=NS(=O)(=O)C1CC1)O
Standard InCHI:	InChI=1S/C35H46ClN5O9S/c1-9-19-16-35(19,31(44)40-51(46,47)22-11-12-22)39-28(42)25-15-21(49-29-24-14-20(36)10-13-23(24)26(48-8)17-37-29)18-41(25)30(43)27(33(2,3)4)38-32(45)50-34(5,6)7/h9-10,13-14,17,19,21-22,25,27H,1,11-12,15-16,18H2,2-8H3,(H,38,45)(H,39,42)(H,40,44)/t19-,21-,25+,27-,35-/m1/s1
Standard InCHIKey:	XRWSZZJLZRKHHD-WVWIJVSJSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7963

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	355
0.1-0.2	1924
0.2-0.3	10304
0.3-0.4	9094
0.4-0.5	6739
0.5-0.6	2200
0.6-0.7	271
0.7-0.8	3
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	0.7119	NPC313804
Intermediate Similarity	0.7119	NPC315804
Intermediate Similarity	0.7098	NPC75179
Remote Similarity	0.6875	NPC316403
Remote Similarity	0.6808	NPC472434
Remote Similarity	0.6792	NPC472435
Remote Similarity	0.6779	NPC472436
Remote Similarity	0.6772	NPC300114
Remote Similarity	0.6719	NPC186351
Remote Similarity	0.6654	NPC471614
Remote Similarity	0.6614	NPC319232
Remote Similarity	0.6614	NPC24370
Remote Similarity	0.6589	NPC323198
Remote Similarity	0.6578	NPC316224
Remote Similarity	0.6571	NPC287208
Remote Similarity	0.6534	NPC197141
Remote Similarity	0.6527	NPC477590
Remote Similarity	0.6527	NPC477586
Remote Similarity	0.6527	NPC477588
Remote Similarity	0.6527	NPC477585
Remote Similarity	0.6525	NPC323752
Remote Similarity	0.6513	NPC177056
Remote Similarity	0.6468	NPC314270
Remote Similarity	0.6464	NPC314176
Remote Similarity	0.6462	NPC478013
Remote Similarity	0.6462	NPC220852
Remote Similarity	0.6459	NPC244536
Remote Similarity	0.6454	NPC288349
Remote Similarity	0.645	NPC477587
Remote Similarity	0.645	NPC477589
Remote Similarity	0.6444	NPC289786
Remote Similarity	0.6439	NPC99891
Remote Similarity	0.6432	NPC267928
Remote Similarity	0.6429	NPC478012
Remote Similarity	0.6429	NPC478011
Remote Similarity	0.6398	NPC141053
Remote Similarity	0.639	NPC315467
Remote Similarity	0.6388	NPC285343
Remote Similarity	0.6388	NPC254700
Remote Similarity	0.637	NPC316110
Remote Similarity	0.637	NPC313587
Remote Similarity	0.637	NPC315893
Remote Similarity	0.637	NPC133609
Remote Similarity	0.6364	NPC474183
Remote Similarity	0.6354	NPC314056
Remote Similarity	0.6346	NPC326363
Remote Similarity	0.6341	NPC475774
Remote Similarity	0.6335	NPC26679
Remote Similarity	0.6322	NPC473053
Remote Similarity	0.6314	NPC116701
Remote Similarity	0.631	NPC476287
Remote Similarity	0.6302	NPC470785
Remote Similarity	0.6298	NPC470474
Remote Similarity	0.6292	NPC117244
Remote Similarity	0.6292	NPC473763
Remote Similarity	0.629	NPC472111
Remote Similarity	0.6289	NPC128115
Remote Similarity	0.6287	NPC189079
Remote Similarity	0.6287	NPC153400
Remote Similarity	0.6286	NPC19872
Remote Similarity	0.628	NPC469589
Remote Similarity	0.628	NPC174672
Remote Similarity	0.6264	NPC184680
Remote Similarity	0.6264	NPC28945
Remote Similarity	0.6264	NPC314882
Remote Similarity	0.626	NPC8022
Remote Similarity	0.626	NPC470799
Remote Similarity	0.625	NPC325976
Remote Similarity	0.625	NPC478009
Remote Similarity	0.625	NPC47059
Remote Similarity	0.625	NPC264166
Remote Similarity	0.625	NPC274291
Remote Similarity	0.625	NPC118832
Remote Similarity	0.625	NPC329708
Remote Similarity	0.625	NPC165349
Remote Similarity	0.625	NPC478010
Remote Similarity	0.6245	NPC180668
Remote Similarity	0.6245	NPC471013
Remote Similarity	0.6245	NPC148896
Remote Similarity	0.6241	NPC470784
Remote Similarity	0.624	NPC82548
Remote Similarity	0.624	NPC478141
Remote Similarity	0.6226	NPC274268
Remote Similarity	0.6222	NPC475533
Remote Similarity	0.622	NPC477019
Remote Similarity	0.6216	NPC64216
Remote Similarity	0.6215	NPC185782
Remote Similarity	0.6215	NPC174758
Remote Similarity	0.6213	NPC477635
Remote Similarity	0.6213	NPC477630
Remote Similarity	0.6212	NPC329631
Remote Similarity	0.6211	NPC303658
Remote Similarity	0.6211	NPC281049
Remote Similarity	0.6206	NPC472098
Remote Similarity	0.6204	NPC477527
Remote Similarity	0.62	NPC475835
Remote Similarity	0.6199	NPC475315
Remote Similarity	0.6199	NPC471891
Remote Similarity	0.6199	NPC324619
Remote Similarity	0.6199	NPC161801
Remote Similarity	0.6197	NPC321939
Remote Similarity	0.619	NPC290689
Remote Similarity	0.6187	NPC9482
Remote Similarity	0.6187	NPC17565
Remote Similarity	0.6183	NPC3715
Remote Similarity	0.6183	NPC314954
Remote Similarity	0.6182	NPC475301
Remote Similarity	0.6182	NPC326930
Remote Similarity	0.6174	NPC102593
Remote Similarity	0.6174	NPC196718
Remote Similarity	0.6173	NPC478006
Remote Similarity	0.6169	NPC155143
Remote Similarity	0.6169	NPC311357
Remote Similarity	0.6167	NPC4910
Remote Similarity	0.616	NPC95240
Remote Similarity	0.6159	NPC13603
Remote Similarity	0.6154	NPC10904
Remote Similarity	0.6154	NPC65277
Remote Similarity	0.6154	NPC26543
Remote Similarity	0.6145	NPC304307
Remote Similarity	0.6145	NPC124920
Remote Similarity	0.6145	NPC34580
Remote Similarity	0.6145	NPC476138
Remote Similarity	0.6145	NPC118559
Remote Similarity	0.6145	NPC245816
Remote Similarity	0.6145	NPC110151
Remote Similarity	0.6142	NPC110602
Remote Similarity	0.6142	NPC53069
Remote Similarity	0.6142	NPC31385
Remote Similarity	0.6142	NPC75726
Remote Similarity	0.6142	NPC202768
Remote Similarity	0.6142	NPC296482
Remote Similarity	0.6139	NPC60621
Remote Similarity	0.6139	NPC310118
Remote Similarity	0.6138	NPC239954
Remote Similarity	0.6136	NPC476999
Remote Similarity	0.6135	NPC313189
Remote Similarity	0.6132	NPC195268
Remote Similarity	0.6132	NPC133140
Remote Similarity	0.6132	NPC471448
Remote Similarity	0.613	NPC125597
Remote Similarity	0.6129	NPC475506
Remote Similarity	0.6124	NPC168209
Remote Similarity	0.6123	NPC85879
Remote Similarity	0.6123	NPC53255
Remote Similarity	0.6122	NPC100547
Remote Similarity	0.6119	NPC131486
Remote Similarity	0.6115	NPC155444
Remote Similarity	0.6113	NPC54803
Remote Similarity	0.6113	NPC321592
Remote Similarity	0.6113	NPC469554
Remote Similarity	0.6109	NPC320394
Remote Similarity	0.6107	NPC328928
Remote Similarity	0.6107	NPC198673
Remote Similarity	0.6102	NPC469442
Remote Similarity	0.6102	NPC277306
Remote Similarity	0.61	NPC329731
Remote Similarity	0.6098	NPC322135
Remote Similarity	0.6098	NPC223409
Remote Similarity	0.6097	NPC475816
Remote Similarity	0.6096	NPC475841
Remote Similarity	0.6096	NPC474145
Remote Similarity	0.6094	NPC478157
Remote Similarity	0.6093	NPC473833
Remote Similarity	0.6092	NPC219963
Remote Similarity	0.6091	NPC477526
Remote Similarity	0.609	NPC96584
Remote Similarity	0.609	NPC255800
Remote Similarity	0.6087	NPC471015
Remote Similarity	0.6087	NPC478158
Remote Similarity	0.6085	NPC469594
Remote Similarity	0.6084	NPC261251
Remote Similarity	0.6083	NPC315542
Remote Similarity	0.6082	NPC184933
Remote Similarity	0.6082	NPC476995
Remote Similarity	0.6082	NPC59827
Remote Similarity	0.6078	NPC251160
Remote Similarity	0.6078	NPC264176
Remote Similarity	0.6076	NPC172355
Remote Similarity	0.6075	NPC201508
Remote Similarity	0.6075	NPC14288
Remote Similarity	0.6074	NPC148889
Remote Similarity	0.6073	NPC168911
Remote Similarity	0.6073	NPC127085
Remote Similarity	0.6071	NPC219350
Remote Similarity	0.6071	NPC194699
Remote Similarity	0.607	NPC152768
Remote Similarity	0.607	NPC148183
Remote Similarity	0.607	NPC274982
Remote Similarity	0.6069	NPC314222
Remote Similarity	0.6069	NPC196449
Remote Similarity	0.6067	NPC170751
Remote Similarity	0.6063	NPC219664
Remote Similarity	0.6061	NPC194740
Remote Similarity	0.6056	NPC257511
Remote Similarity	0.6056	NPC289086
Remote Similarity	0.6056	NPC210256
Remote Similarity	0.6055	NPC326027
Remote Similarity	0.6055	NPC316181
Remote Similarity	0.6055	NPC25539

Drug Structure

NPD7963 OpenBabel08211712032D 54 58 0 0 1 0 0 0 0 0999 V2000 -1.5341 -1.3246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8193 5.8131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2949 4.9335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5564 5.4854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1950 4.0866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7194 3.2069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1674 5.0582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0999 5.4685 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 -6.2386 3.5882 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 -6.6707 4.4900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6766 4.3366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5902 4.2054 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 -5.9730 7.0421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1310 4.9046 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 -5.2416 3.5115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1146 5.0851 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 -6.1058 5.3152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1087 5.2385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9006 3.4813 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.5379 6.2170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2674 3.9618 0.0000 C 0 0 2 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 -4.5438 6.0636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1191 3.4378 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 1.4640 4.0102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2953 4.9614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1954 4.0586 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 -4.8094 2.6097 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.9759 6.9654 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6123 3.4862 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 -1.9988 3.9134 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0231 2.1622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0911 2.4382 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 1.4360 5.0098 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 -7.5350 6.2937 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5467 5.9869 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3437 3.5346 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 -4.2036 1.1786 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 2.2877 5.5338 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 2 0 0 0 0 2 33 1 0 0 0 0 3 33 1 0 0 0 0 4 33 1 0 0 0 0 5 34 1 0 0 0 0 6 34 1 0 0 0 0 7 34 1 0 0 0 0 8 48 1 0 0 0 0 9 19 1 0 0 0 0 10 13 2 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 22 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 20 2 0 0 0 0 14 24 1 0 0 0 0 15 21 1 0 0 0 0 15 25 1 0 0 0 0 16 19 1 0 0 0 0 16 35 1 0 0 0 0 17 26 2 0 0 0 0 17 37 1 0 0 0 0 18 21 1 0 0 0 0 18 41 1 0 0 0 0 19 35 1 6 0 0 0 20 36 1 0 0 0 0 21 49 1 1 0 0 0 22 51 1 0 0 0 0 23 24 2 0 0 0 0 23 26 1 0 0 0 0 24 29 1 0 0 0 0 25 28 1 6 0 0 0 25 41 1 0 0 0 0 26 48 1 0 0 0 0 27 30 1 6 0 0 0 27 33 1 0 0 0 0 27 38 1 0 0 0 0 28 39 2 3 0 0 0 28 42 1 0 0 0 0 29 37 2 0 0 0 0 29 49 1 0 0 0 0 30 41 1 0 0 0 0 30 43 2 0 0 0 0 31 40 2 3 0 0 0 31 44 1 0 0 0 0 32 38 2 3 0 0 0 32 45 1 0 0 0 0 32 50 1 0 0 0 0 34 50 1 0 0 0 0 35 31 1 6 0 0 0 35 39 1 0 0 0 0 40 51 1 0 0 0 0 42 52 1 0 0 0 0 44 53 1 0 0 0 0 45 54 1 0 0 0 0 46 51 2 0 0 0 0 47 51 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001160
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16076883
ChEBI
CAS Number

Drug Properties

Molecular Weight	747.27
ALogP	0.6395
MLogP	3.55
XLogP	4.682
HDA	12
HBD	3
Rotatable Bonds	26
TPSA	201.18
RO5 Violation	2