NPASS drugs

Drug Information

Drug ID:	NPD8380
Drug Name:
Molecular Formula:	C43H66O15
Canonical SMILES:	CC(=O)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]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/C43H66O15/c1-20-38(55-23(4)44)30(45)17-36(53-20)57-40-22(3)54-37(18-32(40)47)58-39-21(2)52-35(16-31(39)46)56-26-9-11-41(5)25(14-26)7-8-28-29(41)15-33(48)42(6)27(10-12-43(28,42)50)24-13-34(49)51-19-24/h13,20-22,25-33,35-40,45-48,50H,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:	NREAGDHHMSOWKZ-DXJNJSHLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8380

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	57696
0.1-0.2	129534
0.2-0.3	23432
0.3-0.4	455
0.4-0.5	347
0.5-0.6	138
0.6-0.7	31
0.7-0.8	21
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	0.8846	NPC312977
High Similarity	0.8846	NPC173555
High Similarity	0.8846	NPC60091
High Similarity	0.8846	NPC236993
High Similarity	0.8846	NPC535419
High Similarity	0.8846	NPC561796
High Similarity	0.8846	NPC611686
Intermediate Similarity	0.8095	NPC97027
Intermediate Similarity	0.8095	NPC208193
Intermediate Similarity	0.8095	NPC611890
Intermediate Similarity	0.7727	NPC183529
Intermediate Similarity	0.7692	NPC307150
Intermediate Similarity	0.7692	NPC117445
Intermediate Similarity	0.7692	NPC60450
Intermediate Similarity	0.7692	NPC308262
Intermediate Similarity	0.7692	NPC264741
Intermediate Similarity	0.7692	NPC292379
Intermediate Similarity	0.7692	NPC611633
Intermediate Similarity	0.7381	NPC72260
Intermediate Similarity	0.7381	NPC71838
Intermediate Similarity	0.7381	NPC531292
Intermediate Similarity	0.7381	NPC564438
Intermediate Similarity	0.7381	NPC611742
Intermediate Similarity	0.7368	NPC537701
Intermediate Similarity	0.7209	NPC147543
Intermediate Similarity	0.7176	NPC574959
Intermediate Similarity	0.7176	NPC596953
Intermediate Similarity	0.7079	NPC222736
Intermediate Similarity	0.7079	NPC41586
Intermediate Similarity	0.7079	NPC118715
Intermediate Similarity	0.7079	NPC198909
Remote Similarity	0.6778	NPC253997
Remote Similarity	0.6703	NPC55532
Remote Similarity	0.6667	NPC193893
Remote Similarity	0.6667	NPC4949
Remote Similarity	0.6667	NPC585498
Remote Similarity	0.663	NPC138125
Remote Similarity	0.6548	NPC471633
Remote Similarity	0.6495	NPC74259
Remote Similarity	0.6495	NPC146414
Remote Similarity	0.6495	NPC203375
Remote Similarity	0.6495	NPC58848
Remote Similarity	0.6364	NPC197872
Remote Similarity	0.6364	NPC179412
Remote Similarity	0.6364	NPC308492
Remote Similarity	0.6364	NPC471356
Remote Similarity	0.6364	NPC471353
Remote Similarity	0.6289	NPC475590
Remote Similarity	0.6237	NPC93973
Remote Similarity	0.618	NPC579803
Remote Similarity	0.617	NPC149410
Remote Similarity	0.6162	NPC120390
Remote Similarity	0.6154	NPC233712
Remote Similarity	0.6154	NPC189588
Remote Similarity	0.6154	NPC558927
Remote Similarity	0.6154	NPC600289
Remote Similarity	0.6129	NPC581084
Remote Similarity	0.6122	NPC586189
Remote Similarity	0.6082	NPC475219
Remote Similarity	0.6082	NPC562580
Remote Similarity	0.6042	NPC4192
Remote Similarity	0.6	NPC125077
Remote Similarity	0.59	NPC172644
Remote Similarity	0.59	NPC28024
Remote Similarity	0.59	NPC60056
Remote Similarity	0.59	NPC242031
Remote Similarity	0.59	NPC295558
Remote Similarity	0.587	NPC146787
Remote Similarity	0.5824	NPC93883
Remote Similarity	0.5795	NPC64235
Remote Similarity	0.5795	NPC99620
Remote Similarity	0.5795	NPC571074
Remote Similarity	0.5795	NPC579794
Remote Similarity	0.5778	NPC84949
Remote Similarity	0.5778	NPC277628
Remote Similarity	0.5778	NPC480562
Remote Similarity	0.5778	NPC74945
Remote Similarity	0.5778	NPC31354
Remote Similarity	0.5778	NPC69576
Remote Similarity	0.5778	NPC143797
Remote Similarity	0.5778	NPC174052
Remote Similarity	0.5732	NPC196471
Remote Similarity	0.57	NPC539423
Remote Similarity	0.5684	NPC236973
Remote Similarity	0.5684	NPC143842
Remote Similarity	0.5684	NPC587232
Remote Similarity	0.5667	NPC5311
Remote Similarity	0.5667	NPC505575
Remote Similarity	0.5652	NPC484202
Remote Similarity	0.5652	NPC216693
Remote Similarity	0.5652	NPC208343
Remote Similarity	0.5652	NPC196134
Remote Similarity	0.5652	NPC558996
Remote Similarity	0.5652	NPC570813
Remote Similarity	0.5652	NPC592129
Remote Similarity	0.5619	NPC566190
Remote Similarity	0.5612	NPC304259
Remote Similarity	0.5612	NPC2509
Remote Similarity	0.5612	NPC74221
Remote Similarity	0.5612	NPC549357
Remote Similarity	0.5604	NPC199428
Remote Similarity	0.5604	NPC81423
Remote Similarity	0.5604	NPC112630
Remote Similarity	0.5604	NPC109448
Remote Similarity	0.5604	NPC310341
Remote Similarity	0.5604	NPC253568
Remote Similarity	0.5604	NPC149375
Remote Similarity	0.5604	NPC497390
Remote Similarity	0.5604	NPC503503
Remote Similarity	0.5604	NPC570645
Remote Similarity	0.5604	NPC583210
Remote Similarity	0.5604	NPC607739
Remote Similarity	0.5595	NPC475030
Remote Similarity	0.5595	NPC287241
Remote Similarity	0.5567	NPC543980
Remote Similarity	0.5543	NPC77319
Remote Similarity	0.5543	NPC471351
Remote Similarity	0.5543	NPC471355
Remote Similarity	0.5543	NPC568691
Remote Similarity	0.5484	NPC471359
Remote Similarity	0.5484	NPC9499
Remote Similarity	0.5484	NPC471360
Remote Similarity	0.5484	NPC469751
Remote Similarity	0.5484	NPC63703
Remote Similarity	0.5484	NPC471361
Remote Similarity	0.5484	NPC86159
Remote Similarity	0.5484	NPC469752
Remote Similarity	0.5484	NPC310768
Remote Similarity	0.5484	NPC469754
Remote Similarity	0.5484	NPC302930
Remote Similarity	0.5484	NPC70542
Remote Similarity	0.5484	NPC511665
Remote Similarity	0.5481	NPC474908
Remote Similarity	0.5463	NPC55777
Remote Similarity	0.5444	NPC473852
Remote Similarity	0.5426	NPC70897
Remote Similarity	0.5426	NPC138660
Remote Similarity	0.5426	NPC471354
Remote Similarity	0.5426	NPC27507
Remote Similarity	0.5426	NPC512214
Remote Similarity	0.5408	NPC255569
Remote Similarity	0.54	NPC486146
Remote Similarity	0.54	NPC579251
Remote Similarity	0.5368	NPC200719
Remote Similarity	0.5368	NPC501651
Remote Similarity	0.5368	NPC579188
Remote Similarity	0.5361	NPC289897
Remote Similarity	0.5354	NPC486143
Remote Similarity	0.5354	NPC190120
Remote Similarity	0.5354	NPC486142
Remote Similarity	0.5354	NPC115721
Remote Similarity	0.5354	NPC486149
Remote Similarity	0.5319	NPC260365
Remote Similarity	0.5306	NPC475556
Remote Similarity	0.5306	NPC196844
Remote Similarity	0.5306	NPC206259
Remote Similarity	0.5306	NPC311706
Remote Similarity	0.5306	NPC608063
Remote Similarity	0.5306	NPC609198
Remote Similarity	0.5275	NPC283339
Remote Similarity	0.5275	NPC181580
Remote Similarity	0.5268	NPC527194
Remote Similarity	0.5258	NPC79068
Remote Similarity	0.5258	NPC30483
Remote Similarity	0.5258	NPC470897
Remote Similarity	0.5258	NPC513498
Remote Similarity	0.5238	NPC259960
Remote Similarity	0.5238	NPC5785
Remote Similarity	0.5238	NPC475419
Remote Similarity	0.5238	NPC227900
Remote Similarity	0.5217	NPC288328
Remote Similarity	0.5217	NPC197963
Remote Similarity	0.5217	NPC94659
Remote Similarity	0.5217	NPC73483
Remote Similarity	0.5217	NPC534493
Remote Similarity	0.5217	NPC552261
Remote Similarity	0.5213	NPC263072
Remote Similarity	0.5213	NPC90945
Remote Similarity	0.5213	NPC140887
Remote Similarity	0.5213	NPC493492
Remote Similarity	0.5213	NPC574113
Remote Similarity	0.5213	NPC593625
Remote Similarity	0.5204	NPC292467
Remote Similarity	0.52	NPC132888
Remote Similarity	0.52	NPC182502
Remote Similarity	0.5196	NPC554995
Remote Similarity	0.5196	NPC573889
Remote Similarity	0.5185	NPC474423
Remote Similarity	0.5161	NPC469750
Remote Similarity	0.5161	NPC235842
Remote Similarity	0.5161	NPC99080
Remote Similarity	0.5161	NPC210121
Remote Similarity	0.5161	NPC163982
Remote Similarity	0.5161	NPC57795
Remote Similarity	0.5161	NPC95062
Remote Similarity	0.5161	NPC214890
Remote Similarity	0.5161	NPC74840
Remote Similarity	0.5161	NPC106071
Remote Similarity	0.5161	NPC509241
Remote Similarity	0.5161	NPC560725

Drug Structure

NPD8380 OpenBabel08211713012D 63 70 0 0 1 0 0 0 0 0999 V2000 -2.4715 2.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4169 -0.4451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4829 0.8562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9658 3.4246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5853 -2.8249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1546 -1.3409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8411 -0.8288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6977 -0.3342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8416 -3.7951 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1229 0.6542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6979 -3.3010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2668 1.1485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4732 -1.6836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9848 -2.3119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4103 -2.3121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5004 -3.2657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9544 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6403 -0.0936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9658 1.7123 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1114 -1.3853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9886 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.9544 3.4246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9792 -0.8279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8411 -1.8179 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.9850 -3.3005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.1235 -0.3338 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.5542 -0.8287 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.5542 -1.8179 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4487 0.8562 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8389 -2.5310 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9886 -1.7123 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.2669 -1.8175 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.4397 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4674 -3.0602 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9658 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4943 -0.8562 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9544 1.7123 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1444 -1.5908 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4829 -0.8562 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6976 -2.3124 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.2669 -0.8284 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.4108 -0.3342 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4487 4.2808 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4373 0.8562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8719 -2.7366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4829 -2.5685 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1235 -2.3121 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.1740 -2.1393 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5548 0.1601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.5430 -0.4955 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7729 -2.1200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4715 0.8562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4487 2.5685 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1289 -3.7948 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4715 -0.8562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4829 -0.8562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9316 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5664 -3.6768 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9886 -3.4246 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8585 -1.6502 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3493 1.1270 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 31 1 0 0 0 0 16 35 1 0 0 0 0 17 30 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 1 0 0 0 20 38 1 0 0 0 0 20 53 1 0 0 0 0 21 2 1 1 0 0 0 21 39 1 0 0 0 0 21 52 1 0 0 0 0 22 3 1 1 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 38 1 0 0 0 0 30 45 1 6 0 0 0 31 39 1 0 0 0 0 31 46 1 6 0 0 0 32 40 1 0 0 0 0 32 47 1 6 0 0 0 33 42 1 6 0 0 0 33 48 1 0 0 0 0 34 49 2 0 0 0 0 34 51 1 0 0 0 0 35 52 1 0 0 0 0 35 56 1 1 0 0 0 36 53 1 0 0 0 0 36 57 1 1 0 0 0 37 54 1 0 0 0 0 37 58 1 1 0 0 0 38 55 1 6 0 0 0 39 58 1 6 0 0 0 40 57 1 6 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 48 62 1 0 0 0 0 50 63 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001542
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10350481
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