NPASS drugs

Drug Information

Drug ID:	NPD8294
Drug Name:	Digitoxin
Molecular Formula:	C41H64O13
Canonical SMILES:	O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O)O
Standard InCHI:	"InChI=1S/C41H64O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h14,20-22,24-31,33-38,42-44,46-47H,6-13,15-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1"
Standard InCHIKey:	WDJUZGPOPHTGOT-XUDUSOBPSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8294

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	53368
0.1-0.2	136527
0.2-0.3	20526
0.3-0.4	618
0.4-0.5	246
0.5-0.6	14
0.6-0.7	135
0.7-0.8	30
0.8-0.85	15
0.85-0.9	0
0.9-0.95	1
0.95-1	5

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	1.0	NPC72260
High Similarity	1.0	NPC71838
High Similarity	1.0	NPC531292
High Similarity	1.0	NPC564438
High Similarity	1.0	NPC611742
High Similarity	0.9054	NPC471633
Intermediate Similarity	0.8395	NPC312977
Intermediate Similarity	0.8395	NPC173555
Intermediate Similarity	0.8395	NPC60091
Intermediate Similarity	0.8395	NPC236993
Intermediate Similarity	0.8395	NPC535419
Intermediate Similarity	0.8395	NPC561796
Intermediate Similarity	0.8395	NPC611686
Intermediate Similarity	0.8375	NPC193893
Intermediate Similarity	0.8375	NPC4949
Intermediate Similarity	0.8375	NPC585498
Intermediate Similarity	0.8333	NPC222736
Intermediate Similarity	0.8333	NPC41586
Intermediate Similarity	0.8333	NPC118715
Intermediate Similarity	0.8333	NPC198909
Intermediate Similarity	0.8214	NPC253997
Intermediate Similarity	0.7907	NPC55532
Intermediate Similarity	0.7701	NPC149410
Intermediate Similarity	0.7625	NPC64235
Intermediate Similarity	0.7625	NPC99620
Intermediate Similarity	0.7625	NPC571074
Intermediate Similarity	0.7625	NPC579794
Intermediate Similarity	0.7609	NPC120390
Intermediate Similarity	0.7609	NPC74259
Intermediate Similarity	0.7609	NPC146414
Intermediate Similarity	0.7609	NPC203375
Intermediate Similarity	0.7609	NPC58848
Intermediate Similarity	0.7582	NPC475590
Intermediate Similarity	0.7412	NPC146787
Intermediate Similarity	0.7412	NPC574959
Intermediate Similarity	0.7412	NPC596953
Intermediate Similarity	0.7195	NPC473852
Intermediate Similarity	0.7176	NPC579803
Intermediate Similarity	0.7143	NPC84949
Intermediate Similarity	0.7143	NPC277628
Intermediate Similarity	0.7143	NPC480562
Intermediate Similarity	0.7143	NPC74945
Intermediate Similarity	0.7143	NPC31354
Intermediate Similarity	0.7143	NPC69576
Intermediate Similarity	0.7143	NPC143797
Intermediate Similarity	0.7143	NPC174052
Intermediate Similarity	0.7111	NPC125077
Intermediate Similarity	0.7071	NPC55777
Intermediate Similarity	0.7045	NPC147543
Intermediate Similarity	0.7024	NPC5311
Intermediate Similarity	0.7024	NPC505575
Remote Similarity	0.6966	NPC236973
Remote Similarity	0.6966	NPC143842
Remote Similarity	0.6966	NPC587232
Remote Similarity	0.6923	NPC97027
Remote Similarity	0.6923	NPC208193
Remote Similarity	0.6923	NPC611890
Remote Similarity	0.6889	NPC581084
Remote Similarity	0.6867	NPC474418
Remote Similarity	0.6848	NPC304259
Remote Similarity	0.6848	NPC2509
Remote Similarity	0.6848	NPC74221
Remote Similarity	0.6848	NPC549357
Remote Similarity	0.6813	NPC543980
Remote Similarity	0.6782	NPC93883
Remote Similarity	0.6744	NPC199428
Remote Similarity	0.6744	NPC81423
Remote Similarity	0.6744	NPC112630
Remote Similarity	0.6744	NPC109448
Remote Similarity	0.6744	NPC310341
Remote Similarity	0.6744	NPC253568
Remote Similarity	0.6744	NPC149375
Remote Similarity	0.6744	NPC497390
Remote Similarity	0.6744	NPC503503
Remote Similarity	0.6744	NPC570645
Remote Similarity	0.6744	NPC583210
Remote Similarity	0.6744	NPC607739
Remote Similarity	0.6739	NPC486143
Remote Similarity	0.6739	NPC190120
Remote Similarity	0.6739	NPC486142
Remote Similarity	0.6739	NPC115721
Remote Similarity	0.6739	NPC486149
Remote Similarity	0.6706	NPC139489
Remote Similarity	0.6706	NPC16920
Remote Similarity	0.6706	NPC93361
Remote Similarity	0.6706	NPC234796
Remote Similarity	0.6706	NPC27613
Remote Similarity	0.6706	NPC101638
Remote Similarity	0.6706	NPC59541
Remote Similarity	0.6706	NPC294540
Remote Similarity	0.6706	NPC528731
Remote Similarity	0.6706	NPC576313
Remote Similarity	0.6632	NPC475219
Remote Similarity	0.6632	NPC562580
Remote Similarity	0.6628	NPC469750
Remote Similarity	0.6628	NPC210121
Remote Similarity	0.6628	NPC57795
Remote Similarity	0.6628	NPC95062
Remote Similarity	0.6628	NPC106071
Remote Similarity	0.6628	NPC509241
Remote Similarity	0.6628	NPC560725
Remote Similarity	0.6628	NPC597833
Remote Similarity	0.6596	NPC579251
Remote Similarity	0.6591	NPC484202
Remote Similarity	0.6591	NPC216693
Remote Similarity	0.6591	NPC208343
Remote Similarity	0.6591	NPC196134
Remote Similarity	0.6591	NPC558996
Remote Similarity	0.6591	NPC570813
Remote Similarity	0.6591	NPC592129
Remote Similarity	0.6552	NPC76572
Remote Similarity	0.6552	NPC193382
Remote Similarity	0.6552	NPC271482
Remote Similarity	0.6552	NPC511596
Remote Similarity	0.6552	NPC552901
Remote Similarity	0.6489	NPC563540
Remote Similarity	0.6484	NPC79068
Remote Similarity	0.6484	NPC30483
Remote Similarity	0.6484	NPC470897
Remote Similarity	0.6484	NPC513498
Remote Similarity	0.6465	NPC307150
Remote Similarity	0.6465	NPC117445
Remote Similarity	0.6465	NPC474908
Remote Similarity	0.6465	NPC60450
Remote Similarity	0.6465	NPC308262
Remote Similarity	0.6465	NPC264741
Remote Similarity	0.6465	NPC292379
Remote Similarity	0.6465	NPC611633
Remote Similarity	0.6458	NPC183529
Remote Similarity	0.6436	NPC474423
Remote Similarity	0.6429	NPC172644
Remote Similarity	0.6429	NPC28024
Remote Similarity	0.6429	NPC60056
Remote Similarity	0.6429	NPC242031
Remote Similarity	0.6429	NPC295558
Remote Similarity	0.6421	NPC105339
Remote Similarity	0.6421	NPC184044
Remote Similarity	0.6421	NPC486146
Remote Similarity	0.6421	NPC170291
Remote Similarity	0.6421	NPC596281
Remote Similarity	0.6413	NPC292467
Remote Similarity	0.6392	NPC539423
Remote Similarity	0.6364	NPC259960
Remote Similarity	0.6364	NPC475419
Remote Similarity	0.6364	NPC227900
Remote Similarity	0.6344	NPC475556
Remote Similarity	0.6344	NPC311706
Remote Similarity	0.6344	NPC609198
Remote Similarity	0.6333	NPC512214
Remote Similarity	0.6327	NPC486144
Remote Similarity	0.6327	NPC486145
Remote Similarity	0.6327	NPC486147
Remote Similarity	0.6327	NPC327974
Remote Similarity	0.6327	NPC486148
Remote Similarity	0.6327	NPC500281
Remote Similarity	0.6327	NPC581039
Remote Similarity	0.6322	NPC288328
Remote Similarity	0.6322	NPC197963
Remote Similarity	0.6322	NPC94659
Remote Similarity	0.6322	NPC73483
Remote Similarity	0.6322	NPC534493
Remote Similarity	0.6322	NPC552261
Remote Similarity	0.6214	NPC537701
Remote Similarity	0.6211	NPC132888
Remote Similarity	0.6211	NPC182502
Remote Similarity	0.6136	NPC196429
Remote Similarity	0.6117	NPC566190
Remote Similarity	0.6105	NPC255569
Remote Similarity	0.6067	NPC77299
Remote Similarity	0.6067	NPC480906
Remote Similarity	0.6067	NPC327622
Remote Similarity	0.6064	NPC11897
Remote Similarity	0.6064	NPC32177
Remote Similarity	0.6064	NPC469756
Remote Similarity	0.6064	NPC275901
Remote Similarity	0.6064	NPC289897
Remote Similarity	0.6064	NPC495513
Remote Similarity	0.6044	NPC483822
Remote Similarity	0.6044	NPC135733
Remote Similarity	0.6	NPC188234
Remote Similarity	0.6	NPC53288
Remote Similarity	0.6	NPC196844
Remote Similarity	0.6	NPC240070
Remote Similarity	0.6	NPC206259
Remote Similarity	0.6	NPC480914
Remote Similarity	0.6	NPC608063
Remote Similarity	0.598	NPC81566
Remote Similarity	0.598	NPC486134
Remote Similarity	0.598	NPC157033
Remote Similarity	0.598	NPC486141
Remote Similarity	0.5955	NPC484211
Remote Similarity	0.5934	NPC263072
Remote Similarity	0.5934	NPC90945
Remote Similarity	0.5934	NPC140887
Remote Similarity	0.5934	NPC493492
Remote Similarity	0.5934	NPC574113
Remote Similarity	0.5934	NPC593625
Remote Similarity	0.5918	NPC329986
Remote Similarity	0.5918	NPC140092
Remote Similarity	0.5918	NPC536399

Drug Structure

NPD8294 OpenBabel08211713002D 59 66 0 0 1 0 0 0 0 0999 V2000 3.6254 -6.8402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4845 -0.2511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1391 -5.5020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3291 3.7126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3381 6.2335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9744 3.7637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7665 4.7418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7449 1.7563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1212 4.6907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6075 7.6470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5370 2.7344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0867 5.6689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1953 6.8380 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1526 8.9258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4391 2.1164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7723 -7.7673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3687 -1.1782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0903 -3.4946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1036 7.6168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6744 -7.1492 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5334 -0.5601 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3960 -4.8328 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1526 7.9258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2312 3.0945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6960 1.4473 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6564 7.3380 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0723 4.3817 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8154 5.0508 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5154 -8.4364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6255 -1.8473 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2982 -4.4727 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1036 9.2348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1608 -0.2000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9802 -6.7891 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8608 -3.1856 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4665 -8.1274 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3255 -1.5383 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4449 -5.1419 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2802 3.4036 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6564 6.3380 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6075 6.0290 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3075 -9.4146 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8334 -2.8254 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2493 -4.7817 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4127 10.1859 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2096 -8.7965 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 1.6914 8.4258 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9312 -6.4801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2097 0.1090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6039 -3.8547 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9039 0.4691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2370 -6.1200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0687 -2.2074 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0506 -10.0837 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0903 -3.4946 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4572 -5.7599 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0017 -9.7747 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 40 1 0 0 0 0 6 7 1 0 0 0 0 6 24 1 0 0 0 0 7 28 1 0 0 0 0 8 11 1 0 0 0 0 8 25 1 0 0 0 0 9 12 1 0 0 0 0 9 27 1 0 0 0 0 10 13 1 0 0 0 0 10 26 1 0 0 0 0 11 39 1 0 0 0 0 12 40 1 0 0 0 0 13 41 1 0 0 0 0 14 23 2 0 0 0 0 14 32 1 0 0 0 0 15 24 1 0 0 0 0 15 25 1 0 0 0 0 16 29 1 0 0 0 0 16 34 1 0 0 0 0 17 30 1 0 0 0 0 17 33 1 0 0 0 0 18 31 1 0 0 0 0 18 35 1 0 0 0 0 19 23 1 0 0 0 0 19 48 1 0 0 0 0 20 1 1 6 0 0 0 20 36 1 0 0 0 0 20 49 1 0 0 0 0 21 2 1 6 0 0 0 21 37 1 0 0 0 0 21 50 1 0 0 0 0 22 3 1 6 0 0 0 22 38 1 0 0 0 0 22 51 1 0 0 0 0 23 26 1 0 0 0 0 24 39 1 1 0 0 0 25 52 1 6 0 0 0 26 40 1 6 0 0 0 27 28 1 0 0 0 0 27 39 1 6 0 0 0 28 41 1 1 0 0 0 29 36 1 0 0 0 0 29 42 1 1 0 0 0 30 37 1 0 0 0 0 30 43 1 1 0 0 0 31 38 1 0 0 0 0 31 44 1 1 0 0 0 32 45 2 0 0 0 0 32 48 1 0 0 0 0 33 50 1 0 0 0 0 33 52 1 6 0 0 0 34 49 1 0 0 0 0 34 53 1 6 0 0 0 35 51 1 0 0 0 0 35 54 1 6 0 0 0 36 46 1 1 0 0 0 37 54 1 1 0 0 0 38 53 1 1 0 0 0 39 4 1 6 0 0 0 40 41 1 6 0 0 0 41 47 1 6 0 0 0 42 55 1 0 0 0 0 43 56 1 0 0 0 0 44 57 1 0 0 0 0 46 58 1 0 0 0 0 47 59 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000120
DrugBank	DB01396
ChEMBL	CHEMBL254219
IUPHAR/BPS	6782
PharmaGKB	PA449316
KEGG Drug	D00297
PubChem CID	441207
ChEBI	28544
CAS Number	71-63-6

Drug Properties

Molecular Weight	764.43
ALogP	-3.1051
MLogP	4.54
XLogP	3.415
HDA	13
HBD	5
Rotatable Bonds	17
TPSA	182.83
RO5 Violation	1