NPASS drugs

Drug Information

Drug ID:	NPD5985
Drug Name:	Presatovir
Molecular Formula:	C24H30ClN7O3S
Canonical SMILES:	N[C@H]1CCN(C1)c1nc2cc(nn2cc1C)[C@@H]1CCCCN1C(=O)c1cc(Cl)ccc1NS(=O)(=O)C
Standard InCHI:	InChI=1S/C24H30ClN7O3S/c1-15-13-32-22(27-23(15)30-10-8-17(26)14-30)12-20(28-32)21-5-3-4-9-31(21)24(33)18-11-16(25)6-7-19(18)29-36(2,34)35/h6-7,11-13,17,21,29H,3-5,8-10,14,26H2,1-2H3/t17-,21-/m0/s1
Standard InCHIKey:	GOFXWTVKPWJNGD-UWJYYQICSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5985

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	684
0.1-0.2	10694
0.2-0.3	14038
0.3-0.4	2307
0.4-0.5	1853
0.5-0.6	1155
0.6-0.7	157
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	0.7082	NPC116555
Intermediate Similarity	0.7059	NPC267811
Remote Similarity	0.6844	NPC135601
Remote Similarity	0.6844	NPC141612
Remote Similarity	0.6844	NPC17273
Remote Similarity	0.6766	NPC317701
Remote Similarity	0.675	NPC153980
Remote Similarity	0.675	NPC6865
Remote Similarity	0.6708	NPC72956
Remote Similarity	0.6693	NPC935
Remote Similarity	0.6693	NPC267078
Remote Similarity	0.6681	NPC21429
Remote Similarity	0.6667	NPC474357
Remote Similarity	0.6653	NPC470323
Remote Similarity	0.6622	NPC16659
Remote Similarity	0.6613	NPC476817
Remote Similarity	0.6612	NPC471194
Remote Similarity	0.6612	NPC471193
Remote Similarity	0.6598	NPC471192
Remote Similarity	0.658	NPC476460
Remote Similarity	0.6578	NPC265710
Remote Similarity	0.6531	NPC62995
Remote Similarity	0.6518	NPC469529
Remote Similarity	0.6507	NPC308931
Remote Similarity	0.6507	NPC99939
Remote Similarity	0.6507	NPC133003
Remote Similarity	0.6491	NPC470205
Remote Similarity	0.6463	NPC477003
Remote Similarity	0.6463	NPC470731
Remote Similarity	0.646	NPC473380
Remote Similarity	0.646	NPC240088
Remote Similarity	0.6453	NPC326422
Remote Similarity	0.6444	NPC317054
Remote Similarity	0.6417	NPC116622
Remote Similarity	0.6408	NPC470702
Remote Similarity	0.6408	NPC473218
Remote Similarity	0.6393	NPC477887
Remote Similarity	0.6389	NPC19170
Remote Similarity	0.6388	NPC284775
Remote Similarity	0.6382	NPC282247
Remote Similarity	0.6382	NPC470703
Remote Similarity	0.6375	NPC312942
Remote Similarity	0.6375	NPC327095
Remote Similarity	0.6367	NPC54981
Remote Similarity	0.6352	NPC103119
Remote Similarity	0.6349	NPC40455
Remote Similarity	0.6337	NPC243850
Remote Similarity	0.6332	NPC40530
Remote Similarity	0.6332	NPC314281
Remote Similarity	0.6331	NPC470732
Remote Similarity	0.6331	NPC177996
Remote Similarity	0.6331	NPC147983
Remote Similarity	0.6327	NPC161861
Remote Similarity	0.6325	NPC324091
Remote Similarity	0.632	NPC467063
Remote Similarity	0.6314	NPC297862
Remote Similarity	0.6314	NPC304203
Remote Similarity	0.6304	NPC191415
Remote Similarity	0.6303	NPC167710
Remote Similarity	0.6295	NPC114637
Remote Similarity	0.6293	NPC476341
Remote Similarity	0.6289	NPC69843
Remote Similarity	0.6271	NPC216550
Remote Similarity	0.6266	NPC469308
Remote Similarity	0.6261	NPC88110
Remote Similarity	0.6259	NPC63109
Remote Similarity	0.6255	NPC473376
Remote Similarity	0.6245	NPC71238
Remote Similarity	0.623	NPC471191
Remote Similarity	0.6228	NPC471579
Remote Similarity	0.6222	NPC56233
Remote Similarity	0.6216	NPC477591
Remote Similarity	0.6213	NPC255909
Remote Similarity	0.621	NPC472260
Remote Similarity	0.6208	NPC474389
Remote Similarity	0.6207	NPC471609
Remote Similarity	0.6207	NPC102755
Remote Similarity	0.6205	NPC478184
Remote Similarity	0.6205	NPC478182
Remote Similarity	0.6203	NPC316359
Remote Similarity	0.6203	NPC315617
Remote Similarity	0.6199	NPC476464
Remote Similarity	0.6197	NPC476527
Remote Similarity	0.619	NPC73994
Remote Similarity	0.619	NPC314919
Remote Similarity	0.6181	NPC253987
Remote Similarity	0.6178	NPC165743
Remote Similarity	0.6174	NPC157583
Remote Similarity	0.617	NPC17059
Remote Similarity	0.6167	NPC471943
Remote Similarity	0.6163	NPC477175
Remote Similarity	0.6163	NPC470730
Remote Similarity	0.6157	NPC121327
Remote Similarity	0.6147	NPC11126
Remote Similarity	0.6139	NPC475859
Remote Similarity	0.6139	NPC315062
Remote Similarity	0.6139	NPC475969
Remote Similarity	0.6134	NPC272458
Remote Similarity	0.6134	NPC316018
Remote Similarity	0.6134	NPC314058
Remote Similarity	0.6117	NPC74619
Remote Similarity	0.6116	NPC220797
Remote Similarity	0.6116	NPC153123
Remote Similarity	0.6116	NPC477004
Remote Similarity	0.6116	NPC474318
Remote Similarity	0.6116	NPC268744
Remote Similarity	0.6116	NPC201266
Remote Similarity	0.6116	NPC475914
Remote Similarity	0.6111	NPC228835
Remote Similarity	0.6109	NPC188821
Remote Similarity	0.6109	NPC474180
Remote Similarity	0.6107	NPC143977
Remote Similarity	0.61	NPC134657
Remote Similarity	0.6096	NPC91895
Remote Similarity	0.6096	NPC116961
Remote Similarity	0.6094	NPC130570
Remote Similarity	0.6094	NPC470677
Remote Similarity	0.6091	NPC77241
Remote Similarity	0.6091	NPC13456
Remote Similarity	0.6091	NPC166209
Remote Similarity	0.6091	NPC269203
Remote Similarity	0.6085	NPC192712
Remote Similarity	0.6081	NPC120070
Remote Similarity	0.6077	NPC267853
Remote Similarity	0.6071	NPC293487
Remote Similarity	0.6069	NPC316411
Remote Similarity	0.6068	NPC270834
Remote Similarity	0.6062	NPC156003
Remote Similarity	0.6059	NPC94752
Remote Similarity	0.6058	NPC102592
Remote Similarity	0.6058	NPC128244
Remote Similarity	0.6058	NPC79356
Remote Similarity	0.6057	NPC88115
Remote Similarity	0.6056	NPC54744
Remote Similarity	0.6054	NPC244897
Remote Similarity	0.6038	NPC477176
Remote Similarity	0.6038	NPC470729
Remote Similarity	0.6035	NPC42372
Remote Similarity	0.6034	NPC83774
Remote Similarity	0.6033	NPC174281
Remote Similarity	0.6033	NPC475286
Remote Similarity	0.6031	NPC63279
Remote Similarity	0.6025	NPC210123
Remote Similarity	0.6023	NPC476491
Remote Similarity	0.6018	NPC470203
Remote Similarity	0.6018	NPC242116
Remote Similarity	0.6017	NPC294693
Remote Similarity	0.6017	NPC293216
Remote Similarity	0.6016	NPC31385
Remote Similarity	0.6016	NPC75726
Remote Similarity	0.6016	NPC110602
Remote Similarity	0.6015	NPC477177
Remote Similarity	0.6015	NPC474877
Remote Similarity	0.6009	NPC476219
Remote Similarity	0.6009	NPC478183
Remote Similarity	0.6008	NPC474916
Remote Similarity	0.6008	NPC297642
Remote Similarity	0.6008	NPC473666
Remote Similarity	0.6008	NPC213629
Remote Similarity	0.5993	NPC295452
Remote Similarity	0.5993	NPC171393
Remote Similarity	0.5991	NPC151635
Remote Similarity	0.5991	NPC117032
Remote Similarity	0.5984	NPC237414
Remote Similarity	0.5984	NPC19696
Remote Similarity	0.5984	NPC81535
Remote Similarity	0.5984	NPC136957
Remote Similarity	0.5983	NPC61011
Remote Similarity	0.5977	NPC272174
Remote Similarity	0.5976	NPC106757
Remote Similarity	0.5976	NPC320968
Remote Similarity	0.5976	NPC471617
Remote Similarity	0.5974	NPC252572
Remote Similarity	0.5973	NPC470204
Remote Similarity	0.5972	NPC77101
Remote Similarity	0.5966	NPC237188
Remote Similarity	0.5957	NPC32534
Remote Similarity	0.5953	NPC65408
Remote Similarity	0.5947	NPC478185
Remote Similarity	0.5947	NPC194881
Remote Similarity	0.5946	NPC40070
Remote Similarity	0.5944	NPC54420
Remote Similarity	0.5943	NPC34837
Remote Similarity	0.594	NPC178664
Remote Similarity	0.5926	NPC476526
Remote Similarity	0.5926	NPC329765
Remote Similarity	0.5926	NPC48117
Remote Similarity	0.5925	NPC477549
Remote Similarity	0.5923	NPC280852
Remote Similarity	0.5922	NPC238945
Remote Similarity	0.5921	NPC271797
Remote Similarity	0.5921	NPC317105
Remote Similarity	0.5921	NPC21174
Remote Similarity	0.5918	NPC106118
Remote Similarity	0.5907	NPC46895
Remote Similarity	0.5907	NPC285923
Remote Similarity	0.5904	NPC472064
Remote Similarity	0.5902	NPC104712
Remote Similarity	0.5902	NPC227582
Remote Similarity	0.5897	NPC64436

Drug Structure

NPD5985 OpenBabel08211708292D 39 43 0 0 1 0 0 0 0 0999 V2000 -3.2024 -2.3506 0.0000 C 0 0 0 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 -1.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5172 -1.6870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8480 -0.9439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9945 1.6275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3364 -0.8506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0390 -2.3451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2024 -1.3506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0172 -2.5531 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0000 1.7321 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 -2.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2024 0.6494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0685 -0.8506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 3.4641 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.4239 -3.4666 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0685 0.1494 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5933 0.8185 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 -4.9345 -1.3506 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3364 0.1494 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 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 0.0000 -1.0000 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 -7.4184 -3.5711 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8361 -4.2756 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 36 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 9 1 0 0 0 0 5 21 1 0 0 0 0 6 7 2 0 0 0 0 6 16 1 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 17 1 0 0 0 0 9 31 1 0 0 0 0 10 30 1 0 0 0 0 11 16 2 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 12 22 2 0 0 0 0 13 15 2 0 0 0 0 13 32 1 0 0 0 0 14 17 1 0 0 0 0 14 30 1 0 0 0 0 15 23 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 1 0 0 0 18 19 2 0 0 0 0 18 24 1 0 0 0 0 19 29 1 0 0 0 0 20 28 2 0 0 0 0 21 20 1 6 0 0 0 21 31 1 0 0 0 0 22 27 1 0 0 0 0 22 32 1 0 0 0 0 23 27 2 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 24 33 2 0 0 0 0 26 37 1 0 0 0 0 26 38 1 0 0 0 0 28 32 1 0 0 0 0 29 36 1 0 0 0 0 29 39 1 0 0 0 0 34 36 2 0 0 0 0 35 36 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	531.18
ALogP	-2.0242
MLogP	2.78
XLogP	2.53
HDA	10
HBD	2
Rotatable Bonds	10
TPSA	134.31
RO5 Violation	0