NPASS drugs

Drug Information

Drug ID:	NPD8335
Drug Name:	Metildigoxin
Molecular Formula:	C42H66O14
Canonical SMILES:	CO[C@H]1[C@@H](O)C[C@@H](O[C@@H]1C)O[C@H]1[C@@H](O)C[C@@H](O[C@@H]1C)O[C@H]1[C@@H](O)C[C@@H](O[C@@H]1C)O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2C[C@@H](O)[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C
Standard InCHI:	"InChI=1S/C42H66O14/c1-20-37(49-6)29(43)16-35(51-20)55-39-22(3)53-36(18-31(39)45)56-38-21(2)52-34(17-30(38)44)54-25-9-11-40(4)24(14-25)7-8-27-28(40)15-32(46)41(5)26(10-12-42(27,41)48)23-13-33(47)50-19-23/h13,20-22,24-32,34-39,43-46,48H,7-12,14-19H2,1-6H3/t20-,21-,22-,24-,25+,26-,27-,28+,29+,30+,31+,32-,34+,35+,36+,37-,38-,39-,40+,41+,42+/m1/s1"
Standard InCHIKey:	IYJMSDVSVHDVGT-PEQKVOOWSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8335

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	43523
0.1-0.2	146135
0.2-0.3	20976
0.3-0.4	457
0.4-0.5	341
0.5-0.6	116
0.6-0.7	56
0.7-0.8	18
0.8-0.85	3
0.85-0.9	7
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.8718	NPC312977
High Similarity	0.8718	NPC173555
High Similarity	0.8718	NPC60091
High Similarity	0.8718	NPC236993
High Similarity	0.8718	NPC535419
High Similarity	0.8718	NPC561796
High Similarity	0.8718	NPC611686
Intermediate Similarity	0.8193	NPC97027
Intermediate Similarity	0.8193	NPC208193
Intermediate Similarity	0.8193	NPC611890
Intermediate Similarity	0.7816	NPC183529
Intermediate Similarity	0.7391	NPC307150
Intermediate Similarity	0.7391	NPC117445
Intermediate Similarity	0.7391	NPC60450
Intermediate Similarity	0.7391	NPC308262
Intermediate Similarity	0.7391	NPC264741
Intermediate Similarity	0.7391	NPC292379
Intermediate Similarity	0.7391	NPC611633
Intermediate Similarity	0.7262	NPC72260
Intermediate Similarity	0.7262	NPC71838
Intermediate Similarity	0.7262	NPC531292
Intermediate Similarity	0.7262	NPC564438
Intermediate Similarity	0.7262	NPC611742
Intermediate Similarity	0.7159	NPC55532
Intermediate Similarity	0.7093	NPC147543
Intermediate Similarity	0.7083	NPC537701
Intermediate Similarity	0.7059	NPC574959
Intermediate Similarity	0.7059	NPC596953
Remote Similarity	0.6854	NPC253997
Remote Similarity	0.6778	NPC222736
Remote Similarity	0.6778	NPC41586
Remote Similarity	0.6778	NPC118715
Remote Similarity	0.6778	NPC198909
Remote Similarity	0.6703	NPC138125
Remote Similarity	0.6562	NPC120390
Remote Similarity	0.6552	NPC193893
Remote Similarity	0.6552	NPC4949
Remote Similarity	0.6552	NPC585498
Remote Similarity	0.6437	NPC197872
Remote Similarity	0.6437	NPC179412
Remote Similarity	0.6437	NPC471356
Remote Similarity	0.6437	NPC471353
Remote Similarity	0.6429	NPC471633
Remote Similarity	0.6354	NPC475590
Remote Similarity	0.6304	NPC93973
Remote Similarity	0.625	NPC579803
Remote Similarity	0.6234	NPC189588
Remote Similarity	0.6234	NPC558927
Remote Similarity	0.6234	NPC600289
Remote Similarity	0.6224	NPC74259
Remote Similarity	0.6224	NPC146414
Remote Similarity	0.6224	NPC203375
Remote Similarity	0.6224	NPC58848
Remote Similarity	0.6207	NPC84949
Remote Similarity	0.6207	NPC277628
Remote Similarity	0.6207	NPC480562
Remote Similarity	0.6207	NPC74945
Remote Similarity	0.6207	NPC31354
Remote Similarity	0.6207	NPC69576
Remote Similarity	0.6207	NPC143797
Remote Similarity	0.6207	NPC174052
Remote Similarity	0.6196	NPC581084
Remote Similarity	0.6186	NPC586189
Remote Similarity	0.6105	NPC4192
Remote Similarity	0.61	NPC308492
Remote Similarity	0.6067	NPC484202
Remote Similarity	0.6064	NPC125077
Remote Similarity	0.6064	NPC149410
Remote Similarity	0.6023	NPC199428
Remote Similarity	0.6023	NPC81423
Remote Similarity	0.6023	NPC112630
Remote Similarity	0.6023	NPC109448
Remote Similarity	0.6023	NPC310341
Remote Similarity	0.6023	NPC253568
Remote Similarity	0.6023	NPC149375
Remote Similarity	0.6023	NPC497390
Remote Similarity	0.6023	NPC503503
Remote Similarity	0.6023	NPC570645
Remote Similarity	0.6023	NPC583210
Remote Similarity	0.6023	NPC607739
Remote Similarity	0.6	NPC304259
Remote Similarity	0.6	NPC2509
Remote Similarity	0.6	NPC74221
Remote Similarity	0.6	NPC549357
Remote Similarity	0.5889	NPC216693
Remote Similarity	0.5889	NPC93883
Remote Similarity	0.5889	NPC208343
Remote Similarity	0.5889	NPC196134
Remote Similarity	0.5889	NPC558996
Remote Similarity	0.5889	NPC570813
Remote Similarity	0.5889	NPC592129
Remote Similarity	0.587	NPC233712
Remote Similarity	0.5862	NPC64235
Remote Similarity	0.5862	NPC99620
Remote Similarity	0.5862	NPC571074
Remote Similarity	0.5862	NPC579794
Remote Similarity	0.5854	NPC475030
Remote Similarity	0.5854	NPC287241
Remote Similarity	0.5824	NPC70897
Remote Similarity	0.5824	NPC138660
Remote Similarity	0.5824	NPC512214
Remote Similarity	0.5816	NPC475219
Remote Similarity	0.5816	NPC562580
Remote Similarity	0.5802	NPC196471
Remote Similarity	0.5761	NPC200719
Remote Similarity	0.5761	NPC146787
Remote Similarity	0.5761	NPC501651
Remote Similarity	0.5761	NPC579188
Remote Similarity	0.5758	NPC539423
Remote Similarity	0.5745	NPC236973
Remote Similarity	0.5745	NPC143842
Remote Similarity	0.5745	NPC587232
Remote Similarity	0.573	NPC5311
Remote Similarity	0.573	NPC505575
Remote Similarity	0.5729	NPC486143
Remote Similarity	0.5729	NPC190120
Remote Similarity	0.5729	NPC486142
Remote Similarity	0.5729	NPC115721
Remote Similarity	0.5729	NPC486149
Remote Similarity	0.5673	NPC566190
Remote Similarity	0.5644	NPC172644
Remote Similarity	0.5644	NPC28024
Remote Similarity	0.5644	NPC60056
Remote Similarity	0.5644	NPC242031
Remote Similarity	0.5644	NPC295558
Remote Similarity	0.5604	NPC77319
Remote Similarity	0.5604	NPC263072
Remote Similarity	0.5604	NPC471351
Remote Similarity	0.5604	NPC90945
Remote Similarity	0.5604	NPC140887
Remote Similarity	0.5604	NPC471355
Remote Similarity	0.5604	NPC493492
Remote Similarity	0.5604	NPC568691
Remote Similarity	0.5604	NPC574113
Remote Similarity	0.5604	NPC593625
Remote Similarity	0.5588	NPC259960
Remote Similarity	0.5588	NPC475419
Remote Similarity	0.5588	NPC227900
Remote Similarity	0.5556	NPC235842
Remote Similarity	0.5556	NPC99080
Remote Similarity	0.5556	NPC163982
Remote Similarity	0.5556	NPC74840
Remote Similarity	0.5543	NPC471359
Remote Similarity	0.5543	NPC9499
Remote Similarity	0.5543	NPC471360
Remote Similarity	0.5543	NPC469751
Remote Similarity	0.5543	NPC63703
Remote Similarity	0.5543	NPC471361
Remote Similarity	0.5543	NPC86159
Remote Similarity	0.5543	NPC469752
Remote Similarity	0.5543	NPC310768
Remote Similarity	0.5543	NPC469754
Remote Similarity	0.5543	NPC302930
Remote Similarity	0.5543	NPC70542
Remote Similarity	0.5543	NPC260365
Remote Similarity	0.5543	NPC511665
Remote Similarity	0.5524	NPC474423
Remote Similarity	0.5484	NPC469753
Remote Similarity	0.5484	NPC302864
Remote Similarity	0.5484	NPC471354
Remote Similarity	0.5484	NPC27507
Remote Similarity	0.5484	NPC550636
Remote Similarity	0.5464	NPC255569
Remote Similarity	0.5464	NPC543980
Remote Similarity	0.5455	NPC105339
Remote Similarity	0.5455	NPC184044
Remote Similarity	0.5455	NPC486146
Remote Similarity	0.5455	NPC170291
Remote Similarity	0.5455	NPC579251
Remote Similarity	0.5455	NPC596281
Remote Similarity	0.5417	NPC289897
Remote Similarity	0.5392	NPC486144
Remote Similarity	0.5392	NPC486145
Remote Similarity	0.5392	NPC486147
Remote Similarity	0.5392	NPC327974
Remote Similarity	0.5392	NPC486148
Remote Similarity	0.5392	NPC500281
Remote Similarity	0.5392	NPC581039
Remote Similarity	0.5385	NPC479356
Remote Similarity	0.5385	NPC288816
Remote Similarity	0.5385	NPC109571
Remote Similarity	0.5385	NPC143309
Remote Similarity	0.5385	NPC479355
Remote Similarity	0.5385	NPC239860
Remote Similarity	0.5385	NPC327622
Remote Similarity	0.5376	NPC483822
Remote Similarity	0.537	NPC55777
Remote Similarity	0.5361	NPC475556
Remote Similarity	0.5361	NPC196844
Remote Similarity	0.5361	NPC206259
Remote Similarity	0.5361	NPC311706
Remote Similarity	0.5361	NPC608063
Remote Similarity	0.5361	NPC609198
Remote Similarity	0.5333	NPC473852
Remote Similarity	0.5333	NPC283339
Remote Similarity	0.5333	NPC181580
Remote Similarity	0.5315	NPC527194
Remote Similarity	0.5312	NPC79068
Remote Similarity	0.5312	NPC30483
Remote Similarity	0.5312	NPC470897

Drug Structure

NPD8335 OpenBabel08211713012D 61 68 0 0 1 0 0 0 0 0999 V2000 3.5880 -7.0523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4471 -0.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1017 -5.7140 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3665 3.5005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3007 6.0214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9643 -9.9867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0118 3.5516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8039 4.5298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7824 1.5442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6449 7.4350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5745 2.5224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2327 6.6260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1151 8.7137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4766 1.9044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1586 4.4787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7348 -7.9793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4061 -1.3902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1277 -3.7066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0662 7.4047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6369 -7.3613 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4960 -0.7722 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3586 -5.0449 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1151 7.7137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2687 2.8825 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7334 1.2352 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6939 7.1260 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8528 4.8388 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1097 4.1697 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4780 -8.6484 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6630 -2.0593 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3356 -4.6848 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0493 5.4568 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0662 9.0228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1982 -0.4121 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9427 -7.0012 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8233 -3.3976 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4290 -8.3394 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2881 -1.7503 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4075 -5.3539 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3176 3.1915 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6939 6.1260 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6449 5.8169 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2701 -9.6266 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8709 -3.0375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2867 -4.9938 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0003 5.7658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3752 9.9738 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 3.1722 -9.0086 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6540 8.2137 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8938 -6.6921 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2471 -0.1030 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5665 -4.0667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9413 0.2571 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1996 -6.3320 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0312 -2.4194 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0132 -10.2957 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1277 -3.7066 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4946 -5.9719 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2082 6.7440 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5 41 1 0 0 0 0 6 49 1 0 0 0 0 7 8 1 0 0 0 0 7 24 1 0 0 0 0 8 27 1 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 12 1 0 0 0 0 10 26 1 0 0 0 0 11 40 1 0 0 0 0 12 42 1 0 0 0 0 13 23 2 0 0 0 0 13 33 1 0 0 0 0 14 24 1 0 0 0 0 14 25 1 0 0 0 0 15 28 1 0 0 0 0 15 32 1 0 0 0 0 16 29 1 0 0 0 0 16 35 1 0 0 0 0 17 30 1 0 0 0 0 17 34 1 0 0 0 0 18 31 1 0 0 0 0 18 36 1 0 0 0 0 19 23 1 0 0 0 0 19 50 1 0 0 0 0 20 1 1 6 0 0 0 20 37 1 0 0 0 0 20 51 1 0 0 0 0 21 2 1 6 0 0 0 21 38 1 0 0 0 0 21 52 1 0 0 0 0 22 3 1 6 0 0 0 22 39 1 0 0 0 0 22 53 1 0 0 0 0 23 26 1 0 0 0 0 24 40 1 1 0 0 0 25 54 1 6 0 0 0 26 41 1 6 0 0 0 27 28 1 0 0 0 0 27 42 1 1 0 0 0 28 40 1 6 0 0 0 29 37 1 0 0 0 0 29 43 1 1 0 0 0 30 38 1 0 0 0 0 30 44 1 1 0 0 0 31 39 1 0 0 0 0 31 45 1 1 0 0 0 32 41 1 6 0 0 0 32 46 1 0 0 0 0 33 47 2 0 0 0 0 33 50 1 0 0 0 0 34 52 1 0 0 0 0 34 54 1 6 0 0 0 35 51 1 0 0 0 0 35 55 1 6 0 0 0 36 53 1 0 0 0 0 36 56 1 6 0 0 0 37 49 1 1 0 0 0 38 56 1 1 0 0 0 39 55 1 1 0 0 0 40 4 1 6 0 0 0 41 42 1 6 0 0 0 42 48 1 6 0 0 0 43 57 1 0 0 0 0 44 58 1 0 0 0 0 45 59 1 0 0 0 0 46 60 1 0 0 0 0 48 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	794.45
ALogP	-3.2697
MLogP	4.54
XLogP	2.264
HDA	14
HBD	5
Rotatable Bonds	19
TPSA	192.06
RO5 Violation	1