NPASS drugs

Drug Information

Drug ID:	NPD8378
Drug Name:	Beta-Acetyldigoxin
Molecular Formula:	C43H66O15
Canonical SMILES:	CC(=O)O[C@H]1C[C@H](O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3C[C@@H](O)[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@H]1O)C
Standard InCHI:	"InChI=1S/C43H66O15/c1-20-38(49)32(55-23(4)44)18-37(52-20)58-40-22(3)54-36(17-31(40)46)57-39-21(2)53-35(16-30(39)45)56-26-9-11-41(5)25(14-26)7-8-28-29(41)15-33(47)42(6)27(10-12-43(28,42)50)24-13-34(48)51-19-24/h13,20-22,25-33,35-40,45-47,49-50H,7-12,14-19H2,1-6H3/t20-,21-,22-,25-,26+,27-,28-,29+,30+,31+,32+,33-,35+,36+,37+,38-,39-,40-,41+,42+,43+/m1/s1"
Standard InCHIKey:	HWKJSYYYURVNQU-DXJNJSHLSA-N
Max Developmental Stage:	Pre-clinical
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8378

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	65227
0.1-0.2	127810
0.2-0.3	17491
0.3-0.4	621
0.4-0.5	319
0.5-0.6	121
0.6-0.7	51
0.7-0.8	16
0.8-0.85	7
0.85-0.9	5
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	0.871	NPC537701
High Similarity	0.8506	NPC222736
High Similarity	0.8506	NPC41586
High Similarity	0.8506	NPC118715
High Similarity	0.8506	NPC198909
Intermediate Similarity	0.8353	NPC312977
Intermediate Similarity	0.8353	NPC173555
Intermediate Similarity	0.8353	NPC60091
Intermediate Similarity	0.8353	NPC236993
Intermediate Similarity	0.8353	NPC535419
Intermediate Similarity	0.8353	NPC561796
Intermediate Similarity	0.8353	NPC611686
Intermediate Similarity	0.7526	NPC307150
Intermediate Similarity	0.7526	NPC117445
Intermediate Similarity	0.7526	NPC60450
Intermediate Similarity	0.7526	NPC308262
Intermediate Similarity	0.7526	NPC264741
Intermediate Similarity	0.7526	NPC292379
Intermediate Similarity	0.7526	NPC611633
Intermediate Similarity	0.75	NPC97027
Intermediate Similarity	0.75	NPC208193
Intermediate Similarity	0.75	NPC611890
Intermediate Similarity	0.7368	NPC183529
Intermediate Similarity	0.7033	NPC72260
Intermediate Similarity	0.7033	NPC71838
Intermediate Similarity	0.7033	NPC531292
Intermediate Similarity	0.7033	NPC564438
Intermediate Similarity	0.7033	NPC611742
Remote Similarity	0.6882	NPC147543
Remote Similarity	0.6848	NPC574959
Remote Similarity	0.6848	NPC596953
Remote Similarity	0.6778	NPC84949
Remote Similarity	0.6778	NPC277628
Remote Similarity	0.6778	NPC480562
Remote Similarity	0.6778	NPC74945
Remote Similarity	0.6778	NPC31354
Remote Similarity	0.6778	NPC69576
Remote Similarity	0.6778	NPC143797
Remote Similarity	0.6778	NPC174052
Remote Similarity	0.6598	NPC55532
Remote Similarity	0.6408	NPC74259
Remote Similarity	0.6408	NPC146414
Remote Similarity	0.6408	NPC203375
Remote Similarity	0.6408	NPC58848
Remote Similarity	0.6383	NPC193893
Remote Similarity	0.6383	NPC4949
Remote Similarity	0.6383	NPC70897
Remote Similarity	0.6383	NPC138660
Remote Similarity	0.6383	NPC585498
Remote Similarity	0.6327	NPC253997
Remote Similarity	0.6296	NPC55777
Remote Similarity	0.6286	NPC308492
Remote Similarity	0.6277	NPC260365
Remote Similarity	0.6264	NPC471633
Remote Similarity	0.62	NPC138125
Remote Similarity	0.617	NPC263072
Remote Similarity	0.617	NPC90945
Remote Similarity	0.617	NPC140887
Remote Similarity	0.617	NPC493492
Remote Similarity	0.617	NPC574113
Remote Similarity	0.617	NPC593625
Remote Similarity	0.6129	NPC235842
Remote Similarity	0.6129	NPC99080
Remote Similarity	0.6129	NPC163982
Remote Similarity	0.6129	NPC74840
Remote Similarity	0.6105	NPC197872
Remote Similarity	0.6105	NPC179412
Remote Similarity	0.6105	NPC471356
Remote Similarity	0.6105	NPC471353
Remote Similarity	0.6082	NPC103534
Remote Similarity	0.6082	NPC44899
Remote Similarity	0.6082	NPC289445
Remote Similarity	0.6082	NPC107041
Remote Similarity	0.6082	NPC304260
Remote Similarity	0.6082	NPC29639
Remote Similarity	0.6082	NPC225163
Remote Similarity	0.6082	NPC150403
Remote Similarity	0.6082	NPC611408
Remote Similarity	0.6042	NPC302864
Remote Similarity	0.5943	NPC120390
Remote Similarity	0.5941	NPC149410
Remote Similarity	0.5938	NPC483822
Remote Similarity	0.5905	NPC475590
Remote Similarity	0.5859	NPC91601
Remote Similarity	0.5849	NPC172644
Remote Similarity	0.5849	NPC28024
Remote Similarity	0.5849	NPC60056
Remote Similarity	0.5849	NPC242031
Remote Similarity	0.5849	NPC295558
Remote Similarity	0.5842	NPC93973
Remote Similarity	0.5773	NPC20281
Remote Similarity	0.5773	NPC93883
Remote Similarity	0.5773	NPC220735
Remote Similarity	0.5773	NPC579803
Remote Similarity	0.5766	NPC53288
Remote Similarity	0.5755	NPC329636
Remote Similarity	0.5755	NPC585533
Remote Similarity	0.5743	NPC581084
Remote Similarity	0.5714	NPC475219
Remote Similarity	0.5714	NPC562580
Remote Similarity	0.5686	NPC543980
Remote Similarity	0.5673	NPC4192
Remote Similarity	0.5657	NPC146787
Remote Similarity	0.5631	NPC125077
Remote Similarity	0.5612	NPC484202
Remote Similarity	0.5612	NPC297498
Remote Similarity	0.5607	NPC586189
Remote Similarity	0.56	NPC233712
Remote Similarity	0.5586	NPC566190
Remote Similarity	0.5579	NPC64235
Remote Similarity	0.5579	NPC99620
Remote Similarity	0.5579	NPC571074
Remote Similarity	0.5579	NPC579794
Remote Similarity	0.5577	NPC304259
Remote Similarity	0.5577	NPC2509
Remote Similarity	0.5577	NPC74221
Remote Similarity	0.5577	NPC549357
Remote Similarity	0.5567	NPC199428
Remote Similarity	0.5567	NPC81423
Remote Similarity	0.5567	NPC112630
Remote Similarity	0.5567	NPC109448
Remote Similarity	0.5567	NPC310341
Remote Similarity	0.5567	NPC253568
Remote Similarity	0.5567	NPC149375
Remote Similarity	0.5567	NPC497390
Remote Similarity	0.5567	NPC503503
Remote Similarity	0.5567	NPC570645
Remote Similarity	0.5567	NPC583210
Remote Similarity	0.5567	NPC607739
Remote Similarity	0.5517	NPC189588
Remote Similarity	0.5517	NPC558927
Remote Similarity	0.5517	NPC600289
Remote Similarity	0.5455	NPC216693
Remote Similarity	0.5455	NPC208343
Remote Similarity	0.5455	NPC196134
Remote Similarity	0.5455	NPC474908
Remote Similarity	0.5455	NPC558996
Remote Similarity	0.5455	NPC570813
Remote Similarity	0.5455	NPC592129
Remote Similarity	0.5413	NPC567125
Remote Similarity	0.5413	NPC577173
Remote Similarity	0.5408	NPC152615
Remote Similarity	0.537	NPC539423
Remote Similarity	0.5354	NPC77319
Remote Similarity	0.5354	NPC471351
Remote Similarity	0.5354	NPC471355
Remote Similarity	0.5354	NPC568691
Remote Similarity	0.5347	NPC200719
Remote Similarity	0.5347	NPC501651
Remote Similarity	0.5347	NPC579188
Remote Similarity	0.534	NPC236973
Remote Similarity	0.534	NPC481206
Remote Similarity	0.534	NPC143842
Remote Similarity	0.534	NPC587232
Remote Similarity	0.5306	NPC5311
Remote Similarity	0.5306	NPC158768
Remote Similarity	0.5306	NPC264639
Remote Similarity	0.5306	NPC34390
Remote Similarity	0.5306	NPC88631
Remote Similarity	0.5306	NPC139929
Remote Similarity	0.5306	NPC78367
Remote Similarity	0.5306	NPC52324
Remote Similarity	0.5306	NPC47885
Remote Similarity	0.5306	NPC505575
Remote Similarity	0.53	NPC9499
Remote Similarity	0.53	NPC471360
Remote Similarity	0.53	NPC469751
Remote Similarity	0.53	NPC63703
Remote Similarity	0.53	NPC471361
Remote Similarity	0.53	NPC86159
Remote Similarity	0.53	NPC469752
Remote Similarity	0.53	NPC310768
Remote Similarity	0.53	NPC469754
Remote Similarity	0.53	NPC302930
Remote Similarity	0.53	NPC70542
Remote Similarity	0.53	NPC511665
Remote Similarity	0.5294	NPC551286
Remote Similarity	0.5294	NPC598369
Remote Similarity	0.5283	NPC563540
Remote Similarity	0.5258	NPC473852
Remote Similarity	0.5254	NPC527194
Remote Similarity	0.5248	NPC51044
Remote Similarity	0.5248	NPC471354
Remote Similarity	0.5248	NPC27507
Remote Similarity	0.5248	NPC324938
Remote Similarity	0.5248	NPC512214
Remote Similarity	0.5234	NPC105339
Remote Similarity	0.5234	NPC184044
Remote Similarity	0.5234	NPC486146
Remote Similarity	0.5234	NPC170291
Remote Similarity	0.5234	NPC579251
Remote Similarity	0.5234	NPC596281
Remote Similarity	0.5225	NPC259960
Remote Similarity	0.5225	NPC5785
Remote Similarity	0.5225	NPC475419
Remote Similarity	0.5225	NPC227900
Remote Similarity	0.52	NPC161171
Remote Similarity	0.52	NPC159730
Remote Similarity	0.52	NPC103619
Remote Similarity	0.52	NPC327216

Drug Structure

NPD8378 OpenBabel08211713012D 63 70 0 0 1 0 0 0 0 0999 V2000 3.5123 -6.7148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3714 -0.1257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0260 -5.3765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8886 -9.6492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4423 3.8380 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2249 6.3589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0875 3.8891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8796 4.8673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8581 1.8817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7206 7.7724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6502 2.8599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3084 6.9634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0394 9.0512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5523 2.2418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2343 4.8162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4818 -1.0527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2034 -3.3691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6591 -7.6418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9905 7.7422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5612 -7.0238 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4203 -0.4347 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2829 -4.7074 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9375 -9.9583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0394 8.0512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3444 3.2200 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8091 1.5727 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7696 7.4634 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9285 5.1763 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1854 4.5071 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7387 -1.7219 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4113 -4.3473 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4023 -8.3110 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0264 5.7943 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9905 9.3602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2739 -0.0746 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7476 -3.0601 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8670 -6.6637 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3533 -8.0020 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2124 -1.4128 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3318 -5.0164 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3933 3.5290 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7696 6.4634 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7206 6.1544 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7296 -10.9364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9466 -2.7000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3624 -4.6563 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9246 6.1033 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2995 10.3113 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0965 -8.6711 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 1.5783 8.5512 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8181 -6.3547 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3228 0.2344 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4908 -3.7293 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1944 -9.2891 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0170 0.5945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9555 -2.0820 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1239 -5.9946 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2034 -3.3691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5703 -5.6345 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1325 7.0815 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8886 -9.6492 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 4 23 1 0 0 0 0 6 42 1 0 0 0 0 7 8 1 0 0 0 0 7 25 1 0 0 0 0 8 28 1 0 0 0 0 9 11 1 0 0 0 0 9 26 1 0 0 0 0 10 12 1 0 0 0 0 10 27 1 0 0 0 0 11 41 1 0 0 0 0 12 43 1 0 0 0 0 13 24 2 0 0 0 0 13 34 1 0 0 0 0 14 25 1 0 0 0 0 14 26 1 0 0 0 0 15 29 1 0 0 0 0 15 33 1 0 0 0 0 16 30 1 0 0 0 0 16 35 1 0 0 0 0 17 31 1 0 0 0 0 17 36 1 0 0 0 0 18 32 1 0 0 0 0 18 37 1 0 0 0 0 19 24 1 0 0 0 0 19 51 1 0 0 0 0 20 1 1 6 0 0 0 20 38 1 0 0 0 0 20 52 1 0 0 0 0 21 2 1 6 0 0 0 21 39 1 0 0 0 0 21 53 1 0 0 0 0 22 3 1 6 0 0 0 22 40 1 0 0 0 0 22 54 1 0 0 0 0 23 44 2 0 0 0 0 23 55 1 0 0 0 0 24 27 1 0 0 0 0 25 41 1 1 0 0 0 26 56 1 6 0 0 0 27 42 1 6 0 0 0 28 29 1 0 0 0 0 28 43 1 1 0 0 0 29 41 1 6 0 0 0 30 39 1 0 0 0 0 30 45 1 1 0 0 0 31 40 1 0 0 0 0 31 46 1 1 0 0 0 32 38 1 0 0 0 0 32 55 1 1 0 0 0 33 42 1 6 0 0 0 33 47 1 0 0 0 0 34 48 2 0 0 0 0 34 51 1 0 0 0 0 35 53 1 0 0 0 0 35 56 1 6 0 0 0 36 54 1 0 0 0 0 36 57 1 6 0 0 0 37 52 1 0 0 0 0 37 58 1 6 0 0 0 38 49 1 1 0 0 0 39 57 1 1 0 0 0 40 58 1 1 0 0 0 41 5 1 6 0 0 0 42 43 1 6 0 0 0 43 50 1 6 0 0 0 45 59 1 0 0 0 0 46 60 1 0 0 0 0 47 61 1 0 0 0 0 49 62 1 0 0 0 0 50 63 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	822.44
ALogP	-3.2991
MLogP	4.54
XLogP	2.485
HDA	15
HBD	5
Rotatable Bonds	20
TPSA	209.13
RO5 Violation	1