NPASS drugs

Drug Information

Drug ID:	NPD8159
Drug Name:	XR-510
Molecular Formula:	C39H48FN5O6S
Canonical SMILES:	CCCC(=O)N(c1cccnc1)CCC(=O)c1c(CC)nc(n1Cc1ccc(cc1F)c1ccccc1S(=O)(=O)N=C(OCCC(C)C)[O-])CCC
Standard InCHI:	InChI=1S/C39H48FN5O6S/c1-6-12-36-42-33(8-3)38(34(46)19-22-44(37(47)13-7-2)30-14-11-21-41-25-30)45(36)26-29-18-17-28(24-32(29)40)31-15-9-10-16-35(31)52(49,50)43-39(48)51-23-20-27(4)5/h9-11,14-18,21,24-25,27H,6-8,12-13,19-20,22-23,26H2,1-5H3,(H,43,48)/p-1
Standard InCHIKey:	QBFKQSDMKSSMRE-UHFFFAOYSA-M
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8159

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	400
0.1-0.2	3318
0.2-0.3	15327
0.3-0.4	8207
0.4-0.5	1752
0.5-0.6	1661
0.6-0.7	222
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	0.7188	NPC469308
Intermediate Similarity	0.7149	NPC116555
Intermediate Similarity	0.7051	NPC267811
Remote Similarity	0.6974	NPC317701
Remote Similarity	0.6884	NPC317054
Remote Similarity	0.6798	NPC81535
Remote Similarity	0.6758	NPC73994
Remote Similarity	0.6741	NPC324091
Remote Similarity	0.6727	NPC191415
Remote Similarity	0.6714	NPC478182
Remote Similarity	0.6682	NPC61011
Remote Similarity	0.668	NPC935
Remote Similarity	0.668	NPC267078
Remote Similarity	0.6667	NPC91895
Remote Similarity	0.6667	NPC46895
Remote Similarity	0.6667	NPC83774
Remote Similarity	0.6667	NPC478185
Remote Similarity	0.6653	NPC474357
Remote Similarity	0.6652	NPC326422
Remote Similarity	0.664	NPC470323
Remote Similarity	0.6638	NPC143977
Remote Similarity	0.6623	NPC121327
Remote Similarity	0.6622	NPC102755
Remote Similarity	0.6599	NPC69843
Remote Similarity	0.6594	NPC79356
Remote Similarity	0.6594	NPC102592
Remote Similarity	0.6573	NPC293487
Remote Similarity	0.6564	NPC473763
Remote Similarity	0.6564	NPC117244
Remote Similarity	0.6562	NPC476341
Remote Similarity	0.6561	NPC12649
Remote Similarity	0.6558	NPC478184
Remote Similarity	0.6557	NPC253987
Remote Similarity	0.6537	NPC474916
Remote Similarity	0.6532	NPC116622
Remote Similarity	0.6498	NPC478183
Remote Similarity	0.6498	NPC114637
Remote Similarity	0.6498	NPC56233
Remote Similarity	0.6491	NPC476460
Remote Similarity	0.6463	NPC476817
Remote Similarity	0.6463	NPC64216
Remote Similarity	0.646	NPC135601
Remote Similarity	0.646	NPC17273
Remote Similarity	0.646	NPC141612
Remote Similarity	0.6458	NPC6865
Remote Similarity	0.6458	NPC471194
Remote Similarity	0.6458	NPC471193
Remote Similarity	0.6458	NPC153980
Remote Similarity	0.6457	NPC16659
Remote Similarity	0.6457	NPC24864
Remote Similarity	0.645	NPC128244
Remote Similarity	0.6446	NPC471192
Remote Similarity	0.6444	NPC21429
Remote Similarity	0.6438	NPC237414
Remote Similarity	0.6438	NPC32534
Remote Similarity	0.6437	NPC19170
Remote Similarity	0.6425	NPC469529
Remote Similarity	0.6417	NPC72956
Remote Similarity	0.6416	NPC133003
Remote Similarity	0.6413	NPC265710
Remote Similarity	0.639	NPC471603
Remote Similarity	0.6388	NPC94752
Remote Similarity	0.6387	NPC243850
Remote Similarity	0.6379	NPC470731
Remote Similarity	0.6379	NPC470732
Remote Similarity	0.6372	NPC477003
Remote Similarity	0.6371	NPC472259
Remote Similarity	0.6368	NPC313421
Remote Similarity	0.636	NPC475024
Remote Similarity	0.636	NPC297862
Remote Similarity	0.6356	NPC327095
Remote Similarity	0.6356	NPC312942
Remote Similarity	0.6351	NPC469938
Remote Similarity	0.634	NPC74619
Remote Similarity	0.6338	NPC472260
Remote Similarity	0.6331	NPC40455
Remote Similarity	0.6327	NPC281049
Remote Similarity	0.6323	NPC151635
Remote Similarity	0.6322	NPC110602
Remote Similarity	0.6322	NPC31385
Remote Similarity	0.6322	NPC75726
Remote Similarity	0.6318	NPC70949
Remote Similarity	0.6311	NPC177996
Remote Similarity	0.6311	NPC147983
Remote Similarity	0.6309	NPC472116
Remote Similarity	0.6308	NPC281094
Remote Similarity	0.6307	NPC123839
Remote Similarity	0.6302	NPC63109
Remote Similarity	0.6296	NPC54744
Remote Similarity	0.6296	NPC282247
Remote Similarity	0.6295	NPC240088
Remote Similarity	0.6295	NPC473380
Remote Similarity	0.6293	NPC198673
Remote Similarity	0.6292	NPC266249
Remote Similarity	0.6286	NPC238945
Remote Similarity	0.6282	NPC167710
Remote Similarity	0.6281	NPC242923
Remote Similarity	0.6281	NPC54981
Remote Similarity	0.6281	NPC320968
Remote Similarity	0.6276	NPC238457
Remote Similarity	0.6261	NPC255909
Remote Similarity	0.6255	NPC168911
Remote Similarity	0.6245	NPC475859
Remote Similarity	0.6245	NPC475969
Remote Similarity	0.6245	NPC474877
Remote Similarity	0.6234	NPC214827
Remote Similarity	0.6234	NPC473376
Remote Similarity	0.6234	NPC314930
Remote Similarity	0.6222	NPC284775
Remote Similarity	0.6222	NPC157583
Remote Similarity	0.622	NPC27041
Remote Similarity	0.6218	NPC182507
Remote Similarity	0.6218	NPC57398
Remote Similarity	0.6216	NPC65080
Remote Similarity	0.6214	NPC477633
Remote Similarity	0.621	NPC470203
Remote Similarity	0.621	NPC323969
Remote Similarity	0.6207	NPC477418
Remote Similarity	0.6207	NPC477420
Remote Similarity	0.6206	NPC477176
Remote Similarity	0.6206	NPC470730
Remote Similarity	0.6206	NPC477175
Remote Similarity	0.6206	NPC470729
Remote Similarity	0.6204	NPC478157
Remote Similarity	0.6198	NPC478158
Remote Similarity	0.6196	NPC63279
Remote Similarity	0.6189	NPC470702
Remote Similarity	0.6189	NPC75634
Remote Similarity	0.6189	NPC473218
Remote Similarity	0.6186	NPC470679
Remote Similarity	0.6186	NPC239954
Remote Similarity	0.6186	NPC217021
Remote Similarity	0.6186	NPC212213
Remote Similarity	0.6181	NPC477177
Remote Similarity	0.6179	NPC322064
Remote Similarity	0.6172	NPC297642
Remote Similarity	0.6167	NPC88110
Remote Similarity	0.6164	NPC470204
Remote Similarity	0.6163	NPC470703
Remote Similarity	0.616	NPC155444
Remote Similarity	0.6157	NPC165743
Remote Similarity	0.6157	NPC71238
Remote Similarity	0.6154	NPC304203
Remote Similarity	0.615	NPC28848
Remote Similarity	0.615	NPC478186
Remote Similarity	0.615	NPC237188
Remote Similarity	0.615	NPC14325
Remote Similarity	0.6138	NPC477979
Remote Similarity	0.6136	NPC242116
Remote Similarity	0.6135	NPC229893
Remote Similarity	0.6133	NPC141053
Remote Similarity	0.6132	NPC162860
Remote Similarity	0.6124	NPC285343
Remote Similarity	0.6123	NPC248462
Remote Similarity	0.6121	NPC470111
Remote Similarity	0.6121	NPC103119
Remote Similarity	0.6119	NPC80681
Remote Similarity	0.6118	NPC34837
Remote Similarity	0.6116	NPC54420
Remote Similarity	0.6111	NPC216550
Remote Similarity	0.6109	NPC265100
Remote Similarity	0.6104	NPC308906
Remote Similarity	0.6104	NPC476527
Remote Similarity	0.6102	NPC191382
Remote Similarity	0.6102	NPC56109
Remote Similarity	0.6098	NPC221100
Remote Similarity	0.6098	NPC234078
Remote Similarity	0.6096	NPC40530
Remote Similarity	0.6096	NPC314281
Remote Similarity	0.6094	NPC89987
Remote Similarity	0.6087	NPC228835
Remote Similarity	0.6074	NPC472064
Remote Similarity	0.6073	NPC469897
Remote Similarity	0.607	NPC220852
Remote Similarity	0.6065	NPC473878
Remote Similarity	0.6063	NPC476491
Remote Similarity	0.6063	NPC225018
Remote Similarity	0.6062	NPC28945
Remote Similarity	0.6061	NPC308931
Remote Similarity	0.6061	NPC99939
Remote Similarity	0.6059	NPC294693
Remote Similarity	0.6057	NPC318299
Remote Similarity	0.6057	NPC118940
Remote Similarity	0.6055	NPC476219
Remote Similarity	0.6052	NPC473666
Remote Similarity	0.6052	NPC213629
Remote Similarity	0.605	NPC171317
Remote Similarity	0.6044	NPC125181
Remote Similarity	0.6044	NPC242872
Remote Similarity	0.6044	NPC263117
Remote Similarity	0.6043	NPC272458
Remote Similarity	0.6043	NPC47190
Remote Similarity	0.6042	NPC475506
Remote Similarity	0.6038	NPC478029
Remote Similarity	0.6038	NPC101350
Remote Similarity	0.6037	NPC70406
Remote Similarity	0.6037	NPC470233
Remote Similarity	0.6034	NPC311858
Remote Similarity	0.6033	NPC88115
Remote Similarity	0.6032	NPC317752

Drug Structure

NPD8159 OpenBabel08211713002D 52 55 0 0 0 0 0 0 0 0999 V2000 2.0348 -3.4260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0808 3.4210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0112 -4.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8269 -2.4479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8729 2.4428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4179 -3.8479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0197 1.5158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5701 -1.7788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6160 1.7737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7629 0.8467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2981 -0.8006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2276 2.4939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2492 -0.4916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9218 2.1338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7139 1.1557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0902 -1.7788 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 3.5211 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4081 0.7956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1391 -2.0878 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 4.3301 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.1787 2.8030 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -3.0388 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 7.4571 0.4865 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.8333 -2.4479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1513 0.1264 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 O 0 5 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 -2.5000 -0.8660 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 6 1 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 27 1 0 0 0 0 5 27 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 33 1 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 14 2 0 0 0 0 11 21 1 0 0 0 0 12 36 1 0 0 0 0 13 37 1 0 0 0 0 14 30 1 0 0 0 0 15 31 2 0 0 0 0 16 35 2 0 0 0 0 17 18 2 0 0 0 0 17 28 1 0 0 0 0 18 29 1 0 0 0 0 19 22 1 0 0 0 0 19 34 1 0 0 0 0 20 23 1 0 0 0 0 20 27 1 0 0 0 0 21 41 2 0 0 0 0 22 44 1 0 0 0 0 23 51 1 0 0 0 0 24 28 2 0 0 0 0 24 32 1 0 0 0 0 25 30 2 0 0 0 0 25 41 1 0 0 0 0 26 29 1 0 0 0 0 26 45 1 0 0 0 0 28 31 1 0 0 0 0 29 32 2 0 0 0 0 30 44 1 0 0 0 0 31 35 1 0 0 0 0 32 40 1 0 0 0 0 33 38 2 0 0 0 0 33 42 1 0 0 0 0 34 38 1 0 0 0 0 34 46 2 0 0 0 0 35 52 1 0 0 0 0 36 42 2 0 0 0 0 36 45 1 0 0 0 0 37 44 1 0 0 0 0 37 47 2 0 0 0 0 38 45 1 0 0 0 0 39 43 2 3 0 0 0 39 48 1 0 0 0 0 39 51 1 0 0 0 0 43 52 1 0 0 0 0 49 52 2 0 0 0 0 50 52 2 0 0 0 0 M CHG 1 48 -1 M END $$$$

External Identifiers

TTD	DIB014983
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	732.32
ALogP	-2.2945
MLogP	4.32
XLogP	9.157
HDA	11
HBD	0
Rotatable Bonds	27
TPSA	155.26
RO5 Violation	3