NPASS drugs

Drug Information

Drug ID:	NPD8377
Drug Name:	Acetyldigitoxin
Molecular Formula:	C43H66O14
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]3CC[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/C43H66O14/c1-21-38(48)33(54-24(4)44)19-37(51-21)57-40-23(3)53-36(18-32(40)46)56-39-22(2)52-35(17-31(39)45)55-27-9-12-41(5)26(16-27)7-8-30-29(41)10-13-42(6)28(11-14-43(30,42)49)25-15-34(47)50-20-25/h15,21-23,26-33,35-40,45-46,48-49H,7-14,16-20H2,1-6H3/t21-,22-,23-,26-,27+,28-,29+,30-,31+,32+,33+,35+,36+,37+,38-,39-,40-,41+,42-,43+/m1/s1"
Standard InCHIKey:	HPMZBILYSWLILX-UMDUKNJSSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8377

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	60093
0.1-0.2	133529
0.2-0.3	16857
0.3-0.4	576
0.4-0.5	280
0.5-0.6	30
0.6-0.7	134
0.7-0.8	19
0.8-0.85	13
0.85-0.9	0
0.9-0.95	0
0.95-1	4

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	NPC222736
High Similarity	1.0	NPC41586
High Similarity	1.0	NPC118715
High Similarity	1.0	NPC198909
Intermediate Similarity	0.8333	NPC72260
Intermediate Similarity	0.8333	NPC71838
Intermediate Similarity	0.8333	NPC531292
Intermediate Similarity	0.8333	NPC564438
Intermediate Similarity	0.8333	NPC611742
Intermediate Similarity	0.8072	NPC84949
Intermediate Similarity	0.8072	NPC277628
Intermediate Similarity	0.8072	NPC480562
Intermediate Similarity	0.8072	NPC74945
Intermediate Similarity	0.8072	NPC31354
Intermediate Similarity	0.8072	NPC69576
Intermediate Similarity	0.8072	NPC143797
Intermediate Similarity	0.8072	NPC174052
Intermediate Similarity	0.7778	NPC55532
Intermediate Similarity	0.75	NPC74259
Intermediate Similarity	0.75	NPC146414
Intermediate Similarity	0.75	NPC203375
Intermediate Similarity	0.75	NPC471633
Intermediate Similarity	0.75	NPC58848
Intermediate Similarity	0.7475	NPC537701
Intermediate Similarity	0.7473	NPC253997
Intermediate Similarity	0.7157	NPC55777
Intermediate Similarity	0.7033	NPC312977
Intermediate Similarity	0.7033	NPC173555
Intermediate Similarity	0.7033	NPC60091
Intermediate Similarity	0.7033	NPC236993
Intermediate Similarity	0.7033	NPC535419
Intermediate Similarity	0.7033	NPC561796
Intermediate Similarity	0.7033	NPC611686
Intermediate Similarity	0.7	NPC193893
Intermediate Similarity	0.7	NPC4949
Intermediate Similarity	0.7	NPC585498
Remote Similarity	0.697	NPC120390
Remote Similarity	0.6939	NPC475590
Remote Similarity	0.6889	NPC483822
Remote Similarity	0.6889	NPC93883
Remote Similarity	0.6889	NPC579803
Remote Similarity	0.6778	NPC263072
Remote Similarity	0.6778	NPC90945
Remote Similarity	0.6778	NPC140887
Remote Similarity	0.6778	NPC493492
Remote Similarity	0.6778	NPC574113
Remote Similarity	0.6778	NPC593625
Remote Similarity	0.6742	NPC235842
Remote Similarity	0.6742	NPC99080
Remote Similarity	0.6742	NPC163982
Remote Similarity	0.6742	NPC74840
Remote Similarity	0.6705	NPC64235
Remote Similarity	0.6705	NPC99620
Remote Similarity	0.6705	NPC571074
Remote Similarity	0.6705	NPC579794
Remote Similarity	0.6703	NPC484202
Remote Similarity	0.6703	NPC260365
Remote Similarity	0.6667	NPC103534
Remote Similarity	0.6667	NPC44899
Remote Similarity	0.6667	NPC199428
Remote Similarity	0.6667	NPC289445
Remote Similarity	0.6667	NPC81423
Remote Similarity	0.6667	NPC112630
Remote Similarity	0.6667	NPC109448
Remote Similarity	0.6667	NPC107041
Remote Similarity	0.6667	NPC304260
Remote Similarity	0.6667	NPC29639
Remote Similarity	0.6667	NPC225163
Remote Similarity	0.6667	NPC310341
Remote Similarity	0.6667	NPC253568
Remote Similarity	0.6667	NPC150403
Remote Similarity	0.6667	NPC149375
Remote Similarity	0.6667	NPC497390
Remote Similarity	0.6667	NPC503503
Remote Similarity	0.6667	NPC570645
Remote Similarity	0.6667	NPC583210
Remote Similarity	0.6667	NPC607739
Remote Similarity	0.6667	NPC611408
Remote Similarity	0.66	NPC329636
Remote Similarity	0.66	NPC585533
Remote Similarity	0.6598	NPC304259
Remote Similarity	0.6598	NPC2509
Remote Similarity	0.6598	NPC74221
Remote Similarity	0.6598	NPC549357
Remote Similarity	0.6522	NPC216693
Remote Similarity	0.6522	NPC208343
Remote Similarity	0.6522	NPC196134
Remote Similarity	0.6522	NPC558996
Remote Similarity	0.6522	NPC570813
Remote Similarity	0.6522	NPC592129
Remote Similarity	0.6495	NPC125077
Remote Similarity	0.6495	NPC149410
Remote Similarity	0.6421	NPC91601
Remote Similarity	0.6408	NPC307150
Remote Similarity	0.6408	NPC117445
Remote Similarity	0.6408	NPC474908
Remote Similarity	0.6408	NPC60450
Remote Similarity	0.6408	NPC308262
Remote Similarity	0.6408	NPC264741
Remote Similarity	0.6408	NPC292379
Remote Similarity	0.6408	NPC611633
Remote Similarity	0.6374	NPC5311
Remote Similarity	0.6374	NPC505575
Remote Similarity	0.6373	NPC172644
Remote Similarity	0.6373	NPC28024
Remote Similarity	0.6373	NPC60056
Remote Similarity	0.6373	NPC242031
Remote Similarity	0.6373	NPC295558
Remote Similarity	0.6354	NPC236973
Remote Similarity	0.6354	NPC143842
Remote Similarity	0.6354	NPC587232
Remote Similarity	0.6327	NPC97027
Remote Similarity	0.6327	NPC208193
Remote Similarity	0.6327	NPC611890
Remote Similarity	0.6289	NPC581084
Remote Similarity	0.6277	NPC512214
Remote Similarity	0.6263	NPC563540
Remote Similarity	0.6238	NPC475219
Remote Similarity	0.6238	NPC183529
Remote Similarity	0.6238	NPC562580
Remote Similarity	0.6211	NPC146787
Remote Similarity	0.6211	NPC574959
Remote Similarity	0.6211	NPC596953
Remote Similarity	0.62	NPC105339
Remote Similarity	0.62	NPC184044
Remote Similarity	0.62	NPC486146
Remote Similarity	0.62	NPC170291
Remote Similarity	0.62	NPC579251
Remote Similarity	0.62	NPC596281
Remote Similarity	0.6196	NPC158768
Remote Similarity	0.6196	NPC264639
Remote Similarity	0.6196	NPC34390
Remote Similarity	0.6196	NPC88631
Remote Similarity	0.6196	NPC139929
Remote Similarity	0.6196	NPC78367
Remote Similarity	0.6196	NPC327622
Remote Similarity	0.6196	NPC52324
Remote Similarity	0.6196	NPC47885
Remote Similarity	0.617	NPC297498
Remote Similarity	0.6162	NPC486143
Remote Similarity	0.6162	NPC190120
Remote Similarity	0.6162	NPC486142
Remote Similarity	0.6162	NPC115721
Remote Similarity	0.6162	NPC486149
Remote Similarity	0.6154	NPC259960
Remote Similarity	0.6154	NPC475419
Remote Similarity	0.6154	NPC227900
Remote Similarity	0.6111	NPC53288
Remote Similarity	0.6105	NPC302864
Remote Similarity	0.6105	NPC70897
Remote Similarity	0.6105	NPC138660
Remote Similarity	0.6075	NPC474423
Remote Similarity	0.6075	NPC566190
Remote Similarity	0.6064	NPC161171
Remote Similarity	0.6064	NPC159730
Remote Similarity	0.6064	NPC103619
Remote Similarity	0.6064	NPC327216
Remote Similarity	0.6064	NPC34071
Remote Similarity	0.6064	NPC180079
Remote Similarity	0.6064	NPC263809
Remote Similarity	0.6064	NPC167114
Remote Similarity	0.6064	NPC322951
Remote Similarity	0.6064	NPC9465
Remote Similarity	0.6064	NPC288245
Remote Similarity	0.6064	NPC528259
Remote Similarity	0.6064	NPC529883
Remote Similarity	0.6061	NPC543980
Remote Similarity	0.6022	NPC477580
Remote Similarity	0.6	NPC20281
Remote Similarity	0.6	NPC220735
Remote Similarity	0.5978	NPC473852
Remote Similarity	0.5957	NPC152615
Remote Similarity	0.5938	NPC98996
Remote Similarity	0.5918	NPC79068
Remote Similarity	0.5918	NPC30483
Remote Similarity	0.5918	NPC470897
Remote Similarity	0.5918	NPC147543
Remote Similarity	0.5918	NPC513498
Remote Similarity	0.5865	NPC539423
Remote Similarity	0.5859	NPC292467
Remote Similarity	0.5851	NPC469750
Remote Similarity	0.5851	NPC210121
Remote Similarity	0.5851	NPC57795
Remote Similarity	0.5851	NPC95062
Remote Similarity	0.5851	NPC106071
Remote Similarity	0.5851	NPC509241
Remote Similarity	0.5851	NPC560725
Remote Similarity	0.5851	NPC597833
Remote Similarity	0.581	NPC486144
Remote Similarity	0.581	NPC486145
Remote Similarity	0.581	NPC486147
Remote Similarity	0.581	NPC327974
Remote Similarity	0.581	NPC486148
Remote Similarity	0.581	NPC500281
Remote Similarity	0.581	NPC581039
Remote Similarity	0.58	NPC475556
Remote Similarity	0.58	NPC311706
Remote Similarity	0.58	NPC609198
Remote Similarity	0.5794	NPC81566
Remote Similarity	0.5794	NPC486134

Drug Structure

NPD8377 OpenBabel08211713012D 61 68 0 0 1 0 0 0 0 0999 V2000 3.5460 -6.4986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4051 0.0905 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0597 -5.1604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9223 -9.4331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4085 4.0542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2587 6.5750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0538 4.1052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8459 5.0834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8244 2.0979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2006 5.0323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6869 7.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6164 3.0760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0073 6.0104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2747 7.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0732 9.2674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5186 2.4580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4481 -0.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1697 -3.1530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6928 -7.4257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0242 7.9583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5950 -6.8077 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4540 -0.2186 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3166 -4.4913 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9712 -9.7421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0732 8.2674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3106 3.4361 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7754 1.7888 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7359 7.6796 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1517 4.7233 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8948 5.3924 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7049 -1.5057 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3776 -4.1311 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4360 -8.0948 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0242 9.5764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2402 0.1416 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7813 -2.8440 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9008 -6.4476 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3870 -7.7858 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2461 -1.1967 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3655 -4.8003 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3596 3.7451 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7359 6.6796 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6869 6.3706 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7633 -10.7203 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9129 -2.4839 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3287 -4.4402 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3332 10.5274 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1302 -8.4549 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 1.6120 8.7674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8518 -6.1385 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2891 0.4506 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5245 -3.5131 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2281 -9.0730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9833 0.8107 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9893 -1.8658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1576 -5.7784 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1697 -3.1530 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5366 -5.4183 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9223 -9.4331 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 24 1 0 0 0 0 6 42 1 0 0 0 0 7 8 1 0 0 0 0 7 26 1 0 0 0 0 8 30 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 29 1 0 0 0 0 11 14 1 0 0 0 0 11 28 1 0 0 0 0 12 41 1 0 0 0 0 13 42 1 0 0 0 0 14 43 1 0 0 0 0 15 25 2 0 0 0 0 15 34 1 0 0 0 0 16 26 1 0 0 0 0 16 27 1 0 0 0 0 17 31 1 0 0 0 0 17 35 1 0 0 0 0 18 32 1 0 0 0 0 18 36 1 0 0 0 0 19 33 1 0 0 0 0 19 37 1 0 0 0 0 20 25 1 0 0 0 0 20 50 1 0 0 0 0 21 1 1 6 0 0 0 21 38 1 0 0 0 0 21 51 1 0 0 0 0 22 2 1 6 0 0 0 22 39 1 0 0 0 0 22 52 1 0 0 0 0 23 3 1 6 0 0 0 23 40 1 0 0 0 0 23 53 1 0 0 0 0 24 44 2 0 0 0 0 24 54 1 0 0 0 0 25 28 1 0 0 0 0 26 41 1 1 0 0 0 27 55 1 6 0 0 0 28 42 1 6 0 0 0 29 30 1 0 0 0 0 29 41 1 6 0 0 0 30 43 1 1 0 0 0 31 39 1 0 0 0 0 31 45 1 1 0 0 0 32 40 1 0 0 0 0 32 46 1 1 0 0 0 33 38 1 0 0 0 0 33 54 1 1 0 0 0 34 47 2 0 0 0 0 34 50 1 0 0 0 0 35 52 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 51 1 0 0 0 0 37 57 1 6 0 0 0 38 48 1 1 0 0 0 39 56 1 1 0 0 0 40 57 1 1 0 0 0 41 5 1 6 0 0 0 42 43 1 6 0 0 0 43 49 1 6 0 0 0 45 58 1 0 0 0 0 46 59 1 0 0 0 0 48 60 1 0 0 0 0 49 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000119
DrugBank	DB00511
ChEMBL	CHEMBL3545057
IUPHAR/BPS	6794
PharmaGKB	PA164746246
KEGG Drug	D06881
PubChem CID	5284512
ChEBI	53773
CAS Number	1111-39-3

Drug Properties

Molecular Weight	806.45
ALogP	-2.726
MLogP	4.65
XLogP	3.726
HDA	14
HBD	4
Rotatable Bonds	19
TPSA	188.9
RO5 Violation	1