NPASS drugs

Drug Information

Drug ID:	NPD8296
Drug Name:	Digoxin
Molecular Formula:	C41H64O14
Canonical SMILES:	O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)[C@H](O)C[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/C41H64O14/c1-19-36(47)28(42)15-34(50-19)54-38-21(3)52-35(17-30(38)44)55-37-20(2)51-33(16-29(37)43)53-24-8-10-39(4)23(13-24)6-7-26-27(39)14-31(45)40(5)25(9-11-41(26,40)48)22-12-32(46)49-18-22/h12,19-21,23-31,33-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29+,30+,31-,33+,34+,35+,36-,37-,38-,39+,40+,41+/m1/s1
Standard InCHIKey:	LTMHDMANZUZIPE-PUGKRICDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8296

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	178
0.1-0.2	1128
0.2-0.3	3134
0.3-0.4	5802
0.4-0.5	9168
0.5-0.6	5543
0.6-0.7	3503
0.7-0.8	1839
0.8-0.85	338
0.85-0.9	164
0.9-0.95	37
0.95-1	56

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

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Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC173555
High Similarity	1.0	NPC314535
High Similarity	0.991	NPC72260
High Similarity	0.991	NPC475556
High Similarity	0.991	NPC475629
High Similarity	0.9823	NPC208193
High Similarity	0.9823	NPC308262
High Similarity	0.9823	NPC117445
High Similarity	0.9821	NPC474908
High Similarity	0.9821	NPC475590

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Drug Structure

NPD8296 OpenBabel08211713002D 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 -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 3.1722 -9.0086 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 1.6540 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 2.9643 -9.9867 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 23 1 0 0 0 0 7 26 1 0 0 0 0 8 10 1 0 0 0 0 8 24 1 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 39 1 0 0 0 0 11 41 1 0 0 0 0 12 22 2 0 0 0 0 12 32 1 0 0 0 0 13 23 1 0 0 0 0 13 24 1 0 0 0 0 14 27 1 0 0 0 0 14 31 1 0 0 0 0 15 28 1 0 0 0 0 15 34 1 0 0 0 0 16 29 1 0 0 0 0 16 33 1 0 0 0 0 17 30 1 0 0 0 0 17 35 1 0 0 0 0 18 22 1 0 0 0 0 18 49 1 0 0 0 0 19 1 1 6 0 0 0 19 36 1 0 0 0 0 19 50 1 0 0 0 0 20 2 1 6 0 0 0 20 37 1 0 0 0 0 20 51 1 0 0 0 0 21 3 1 6 0 0 0 21 38 1 0 0 0 0 21 52 1 0 0 0 0 22 25 1 0 0 0 0 23 39 1 1 0 0 0 24 53 1 6 0 0 0 25 40 1 6 0 0 0 26 27 1 0 0 0 0 26 41 1 1 0 0 0 27 39 1 6 0 0 0 28 36 1 0 0 0 0 28 42 1 1 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 40 1 6 0 0 0 31 45 1 0 0 0 0 32 46 2 0 0 0 0 32 49 1 0 0 0 0 33 51 1 0 0 0 0 33 53 1 6 0 0 0 34 50 1 0 0 0 0 34 54 1 6 0 0 0 35 52 1 0 0 0 0 35 55 1 6 0 0 0 36 47 1 1 0 0 0 37 55 1 1 0 0 0 38 54 1 1 0 0 0 39 4 1 6 0 0 0 40 41 1 6 0 0 0 41 48 1 6 0 0 0 42 56 1 0 0 0 0 43 57 1 0 0 0 0 44 58 1 0 0 0 0 45 59 1 0 0 0 0 47 60 1 0 0 0 0 48 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000744
DrugBank	DB00390
ChEMBL	CHEMBL1751
IUPHAR/BPS	4726
PharmaGKB	PA449319
KEGG Drug	D00298
PubChem CID	2724385
ChEBI	4551
CAS Number	20830-75-5

Drug Properties

Molecular Weight	780.43
ALogP	-3.6782
MLogP	4.43
XLogP	2.174
HDA	14
HBD	6
Rotatable Bonds	18
TPSA	203.06
RO5 Violation	2