NPASS drugs

Drug Information

Drug ID:	NPD8081
Drug Name:
Molecular Formula:	C37H66FNO13
Canonical SMILES:	CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@](C(=O)[C@@H]([C@H]([C@]1(C)O)O)C)(C)F)(C)O
Standard InCHI:	InChI=1S/C37H66FNO13/c1-14-24-37(10,46)29(42)21(5)28(41)34(7,38)17-35(8,45)31(52-33-26(40)23(39(11)12)15-18(2)48-33)19(3)27(20(4)32(44)50-24)51-25-16-36(9,47-13)30(43)22(6)49-25/h18-27,29-31,33,40,42-43,45-46H,14-17H2,1-13H3/t18-,19+,20-,21+,22+,23+,24-,25+,26-,27+,29-,30+,31-,33+,34+,35-,36-,37-/m1/s1
Standard InCHIKey:	XOEUHCONYHZURQ-HNUBZJOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8081

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	115
0.1-0.2	1467
0.2-0.3	6591
0.3-0.4	12497
0.4-0.5	6697
0.5-0.6	3094
0.6-0.7	400
0.7-0.8	27
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	1

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

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9792	NPC227622
High Similarity	0.9208	NPC137453
Intermediate Similarity	0.7949	NPC314451
Intermediate Similarity	0.7949	NPC313342
Intermediate Similarity	0.7949	NPC313333
Intermediate Similarity	0.7949	NPC314512
Intermediate Similarity	0.7863	NPC314629
Intermediate Similarity	0.7815	NPC314282
Intermediate Similarity	0.7807	NPC6531
Intermediate Similarity	0.7768	NPC1111
Intermediate Similarity	0.7768	NPC261750
Intermediate Similarity	0.7719	NPC30196
Intermediate Similarity	0.7705	NPC316401
Intermediate Similarity	0.7686	NPC316205
Intermediate Similarity	0.7686	NPC315387
Intermediate Similarity	0.7611	NPC60432
Intermediate Similarity	0.7563	NPC316133
Intermediate Similarity	0.7563	NPC318445
Intermediate Similarity	0.7396	NPC474003
Intermediate Similarity	0.7353	NPC314364
Intermediate Similarity	0.7264	NPC470283
Intermediate Similarity	0.7094	NPC28224
Intermediate Similarity	0.7087	NPC470657
Intermediate Similarity	0.7083	NPC67917
Intermediate Similarity	0.7083	NPC477515
Intermediate Similarity	0.7083	NPC314268
Intermediate Similarity	0.7083	NPC313802
Intermediate Similarity	0.7019	NPC51662
Intermediate Similarity	0.7019	NPC31349
Remote Similarity	0.6952	NPC470284
Remote Similarity	0.6931	NPC238056
Remote Similarity	0.6931	NPC477347
Remote Similarity	0.6931	NPC475667
Remote Similarity	0.6931	NPC297768
Remote Similarity	0.6931	NPC476087
Remote Similarity	0.6931	NPC475327
Remote Similarity	0.6931	NPC475270
Remote Similarity	0.6931	NPC173328
Remote Similarity	0.6931	NPC269318
Remote Similarity	0.6931	NPC186992
Remote Similarity	0.6893	NPC253975
Remote Similarity	0.6893	NPC125253
Remote Similarity	0.6893	NPC192025
Remote Similarity	0.6857	NPC470282
Remote Similarity	0.6855	NPC315783
Remote Similarity	0.6832	NPC471420
Remote Similarity	0.6827	NPC83839
Remote Similarity	0.6796	NPC472352
Remote Similarity	0.6796	NPC60849
Remote Similarity	0.6796	NPC477332
Remote Similarity	0.6769	NPC120420
Remote Similarity	0.6759	NPC208537
Remote Similarity	0.6759	NPC270005
Remote Similarity	0.6733	NPC477346
Remote Similarity	0.6733	NPC477344
Remote Similarity	0.6733	NPC22742
Remote Similarity	0.6733	NPC294748
Remote Similarity	0.6733	NPC158302
Remote Similarity	0.6733	NPC85759
Remote Similarity	0.6733	NPC146992
Remote Similarity	0.6731	NPC476523
Remote Similarity	0.6726	NPC42320
Remote Similarity	0.6726	NPC188453
Remote Similarity	0.6718	NPC99864
Remote Similarity	0.6699	NPC248415
Remote Similarity	0.6699	NPC47135
Remote Similarity	0.6695	NPC470622
Remote Similarity	0.6667	NPC241265
Remote Similarity	0.6667	NPC211428
Remote Similarity	0.6667	NPC285003
Remote Similarity	0.6635	NPC320936
Remote Similarity	0.6634	NPC150557
Remote Similarity	0.6633	NPC206823
Remote Similarity	0.6633	NPC308096
Remote Similarity	0.6633	NPC291228
Remote Similarity	0.6602	NPC290012
Remote Similarity	0.6602	NPC477317
Remote Similarity	0.6602	NPC472203
Remote Similarity	0.6602	NPC472204
Remote Similarity	0.6602	NPC472205
Remote Similarity	0.6602	NPC44782
Remote Similarity	0.6602	NPC472200
Remote Similarity	0.6602	NPC115013
Remote Similarity	0.6602	NPC472202
Remote Similarity	0.6602	NPC477331
Remote Similarity	0.6602	NPC472201
Remote Similarity	0.6602	NPC27289
Remote Similarity	0.6602	NPC143421
Remote Similarity	0.6602	NPC477318
Remote Similarity	0.6602	NPC307400
Remote Similarity	0.6602	NPC224953
Remote Similarity	0.6602	NPC169345
Remote Similarity	0.6602	NPC259294
Remote Similarity	0.6602	NPC119583
Remote Similarity	0.6602	NPC477319
Remote Similarity	0.6602	NPC183888
Remote Similarity	0.6602	NPC89843
Remote Similarity	0.6602	NPC184915
Remote Similarity	0.6602	NPC123204
Remote Similarity	0.6602	NPC126685
Remote Similarity	0.6571	NPC473791
Remote Similarity	0.6562	NPC97736
Remote Similarity	0.6562	NPC50228
Remote Similarity	0.6549	NPC474952
Remote Similarity	0.6545	NPC469998
Remote Similarity	0.6535	NPC476781
Remote Similarity	0.6535	NPC476783
Remote Similarity	0.6535	NPC216883
Remote Similarity	0.6535	NPC476782
Remote Similarity	0.6531	NPC185419
Remote Similarity	0.6531	NPC184550
Remote Similarity	0.6525	NPC469826
Remote Similarity	0.6522	NPC313569
Remote Similarity	0.6522	NPC80640
Remote Similarity	0.6518	NPC160066
Remote Similarity	0.6509	NPC51267
Remote Similarity	0.6505	NPC267592
Remote Similarity	0.6504	NPC39485
Remote Similarity	0.6504	NPC221196
Remote Similarity	0.65	NPC469824
Remote Similarity	0.6496	NPC471844
Remote Similarity	0.6491	NPC469870
Remote Similarity	0.6491	NPC469871
Remote Similarity	0.6481	NPC470009
Remote Similarity	0.6471	NPC87393
Remote Similarity	0.6465	NPC225748
Remote Similarity	0.6465	NPC9763
Remote Similarity	0.6465	NPC169085
Remote Similarity	0.6465	NPC163812
Remote Similarity	0.6465	NPC39266
Remote Similarity	0.6458	NPC206601
Remote Similarity	0.6458	NPC477761
Remote Similarity	0.6458	NPC477760
Remote Similarity	0.6458	NPC477758
Remote Similarity	0.6458	NPC286842
Remote Similarity	0.6458	NPC477759
Remote Similarity	0.6458	NPC477754
Remote Similarity	0.6449	NPC477728
Remote Similarity	0.6446	NPC157571
Remote Similarity	0.6441	NPC203974
Remote Similarity	0.6436	NPC477350
Remote Similarity	0.6418	NPC145899
Remote Similarity	0.6417	NPC66513
Remote Similarity	0.6415	NPC115995
Remote Similarity	0.641	NPC470167
Remote Similarity	0.641	NPC267637
Remote Similarity	0.6387	NPC207693
Remote Similarity	0.6379	NPC471254
Remote Similarity	0.6379	NPC470172
Remote Similarity	0.6356	NPC184805
Remote Similarity	0.6356	NPC273189
Remote Similarity	0.6354	NPC477764
Remote Similarity	0.6354	NPC477756
Remote Similarity	0.6354	NPC477751
Remote Similarity	0.6354	NPC477752
Remote Similarity	0.6349	NPC305261
Remote Similarity	0.6348	NPC80417
Remote Similarity	0.6343	NPC75318
Remote Similarity	0.6333	NPC22709
Remote Similarity	0.6333	NPC313668
Remote Similarity	0.6333	NPC315836
Remote Similarity	0.6333	NPC469825
Remote Similarity	0.6333	NPC228190
Remote Similarity	0.6333	NPC236753
Remote Similarity	0.6325	NPC473406
Remote Similarity	0.6325	NPC34562
Remote Similarity	0.6325	NPC471253
Remote Similarity	0.6324	NPC200788
Remote Similarity	0.6324	NPC243680
Remote Similarity	0.6316	NPC472273
Remote Similarity	0.6316	NPC74466
Remote Similarity	0.6311	NPC475425
Remote Similarity	0.6311	NPC477328
Remote Similarity	0.6311	NPC146380
Remote Similarity	0.6311	NPC281563
Remote Similarity	0.6311	NPC477330
Remote Similarity	0.6311	NPC477489
Remote Similarity	0.6311	NPC477323
Remote Similarity	0.6311	NPC475616
Remote Similarity	0.6311	NPC477329
Remote Similarity	0.6311	NPC473984
Remote Similarity	0.6311	NPC477320
Remote Similarity	0.6311	NPC109887
Remote Similarity	0.6311	NPC477325
Remote Similarity	0.6311	NPC113745
Remote Similarity	0.6311	NPC477326
Remote Similarity	0.6303	NPC471430
Remote Similarity	0.6303	NPC126753
Remote Similarity	0.6296	NPC476717
Remote Similarity	0.6293	NPC478181
Remote Similarity	0.6283	NPC322188
Remote Similarity	0.6283	NPC215570
Remote Similarity	0.6271	NPC469827
Remote Similarity	0.6269	NPC76999
Remote Similarity	0.6269	NPC477072
Remote Similarity	0.625	NPC190418
Remote Similarity	0.625	NPC474702
Remote Similarity	0.625	NPC478036
Remote Similarity	0.625	NPC12040
Remote Similarity	0.625	NPC471761

Drug Structure

NPD8081 OpenBabel08211712042D 57 59 0 0 1 0 0 0 0 0999 V2000 0.6519 7.0095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6753 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3126 1.2782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3865 3.4089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1306 6.0658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9936 2.0036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7183 3.9092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4174 1.6048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2719 5.0665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1917 7.1187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8376 -3.3852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8376 -3.3852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1848 4.7782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3126 6.9372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8376 -1.4508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7250 3.8128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3744 2.7527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8376 -0.4836 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7323 2.1497 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4436 3.6241 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3744 5.4628 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2374 2.6067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.9344 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7323 6.0658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5808 2.8564 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8376 -1.4508 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0239 2.7527 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7941 4.5913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6182 6.0658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3815 3.5631 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6753 1.9344 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4436 4.5913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8376 -0.4836 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7941 3.6241 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6182 2.1497 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6253 4.1661 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6753 6.2810 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5031 2.9663 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.9016 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6753 -1.9344 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7370 4.8066 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0379 6.9372 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2819 3.9165 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3865 4.8066 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5459 1.1851 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1589 7.1187 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2284 4.9223 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 3.3370 2.2533 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0239 5.4628 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7801 2.1497 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6753 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6753 -2.9016 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0024 7.0095 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0381 3.3134 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3451 0.6403 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6753 7.9563 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 11 39 1 0 0 0 0 12 39 1 0 0 0 0 13 47 1 0 0 0 0 14 24 1 0 0 0 0 15 18 1 0 0 0 0 15 23 1 0 0 0 0 16 25 1 0 0 0 0 16 36 1 0 0 0 0 17 34 1 0 0 0 0 17 35 1 0 0 0 0 18 2 1 6 0 0 0 18 48 1 0 0 0 0 19 3 1 6 0 0 0 19 27 1 0 0 0 0 19 31 1 0 0 0 0 20 4 1 6 0 0 0 20 27 1 0 0 0 0 20 32 1 0 0 0 0 21 5 1 6 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 22 6 1 6 0 0 0 22 30 1 0 0 0 0 22 49 1 0 0 0 0 23 26 1 0 0 0 0 23 39 1 6 0 0 0 24 37 1 1 0 0 0 24 50 1 0 0 0 0 25 49 1 0 0 0 0 25 51 1 1 0 0 0 26 33 1 0 0 0 0 26 40 1 1 0 0 0 27 51 1 1 0 0 0 28 34 1 0 0 0 0 28 41 2 0 0 0 0 29 37 1 1 0 0 0 29 42 1 0 0 0 0 30 36 1 1 0 0 0 30 43 1 0 0 0 0 31 35 1 1 0 0 0 31 52 1 0 0 0 0 32 44 2 0 0 0 0 32 50 1 0 0 0 0 33 48 1 0 0 0 0 33 52 1 6 0 0 0 34 7 1 1 0 0 0 34 38 1 0 0 0 0 35 8 1 1 0 0 0 35 45 1 0 0 0 0 36 9 1 6 0 0 0 36 47 1 0 0 0 0 37 10 1 1 0 0 0 37 46 1 0 0 0 0 40 53 1 0 0 0 0 42 54 1 0 0 0 0 43 55 1 0 0 0 0 45 56 1 0 0 0 0 46 57 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001398
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71260
ChEBI
CAS Number

Drug Properties

Molecular Weight	751.45
ALogP	-2.1226
MLogP	3.88
XLogP	1.189
HDA	14
HBD	5
Rotatable Bonds	26
TPSA	193.91
RO5 Violation	1