NPASS drugs

Drug Information

Drug ID:	NPD8033
Drug Name:
Molecular Formula:	C36H56O14
Canonical SMILES:	CO[C@@H]1[C@@H](O)[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)C[C@@H]([C@@H]3C2=CC(=O)OC2)O)C)C)O[C@@H]([C@@H]1OC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C
Standard InCHI:	"InChI=1S/C36H56O14/c1-16-30(50-32-28(42)27(41)26(40)23(14-37)49-32)31(45-4)29(43)33(47-16)48-19-7-9-34(2)18(12-19)5-6-21-20(34)8-10-35(3)25(17-11-24(39)46-15-17)22(38)13-36(21,35)44/h11,16,18-23,25-33,37-38,40-44H,5-10,12-15H2,1-4H3/t16-,18-,19+,20+,21-,22+,23-,25+,26-,27+,28-,29-,30+,31-,32?,33+,34+,35-,36+/m1/s1"
Standard InCHIKey:	CKNOLMVLQUPVMU-RIVHUZBLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8033

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	55886
0.1-0.2	128295
0.2-0.3	22249
0.3-0.4	4470
0.4-0.5	472
0.5-0.6	16
0.6-0.7	123
0.7-0.8	44
0.8-0.85	11
0.85-0.9	0
0.9-0.95	2
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	NPC231518
High Similarity	1.0	NPC488944
High Similarity	1.0	NPC511671
High Similarity	1.0	NPC521633
High Similarity	0.9294	NPC479360
High Similarity	0.9294	NPC479359
Intermediate Similarity	0.8488	NPC486143
Intermediate Similarity	0.8488	NPC190120
Intermediate Similarity	0.8488	NPC486142
Intermediate Similarity	0.8488	NPC115721
Intermediate Similarity	0.8488	NPC237067
Intermediate Similarity	0.8488	NPC486149
Intermediate Similarity	0.8022	NPC90399
Intermediate Similarity	0.8022	NPC488943
Intermediate Similarity	0.8022	NPC85051
Intermediate Similarity	0.8022	NPC488942
Intermediate Similarity	0.8022	NPC554252
Intermediate Similarity	0.7935	NPC486144
Intermediate Similarity	0.7935	NPC486145
Intermediate Similarity	0.7935	NPC486147
Intermediate Similarity	0.7935	NPC327974
Intermediate Similarity	0.7935	NPC486148
Intermediate Similarity	0.7935	NPC500281
Intermediate Similarity	0.7935	NPC581039
Intermediate Similarity	0.7935	NPC585909
Intermediate Similarity	0.7841	NPC581084
Intermediate Similarity	0.7753	NPC488941
Intermediate Similarity	0.7753	NPC488940
Intermediate Similarity	0.766	NPC172644
Intermediate Similarity	0.766	NPC28024
Intermediate Similarity	0.766	NPC60056
Intermediate Similarity	0.766	NPC242031
Intermediate Similarity	0.766	NPC295558
Intermediate Similarity	0.7579	NPC120390
Intermediate Similarity	0.7526	NPC488945
Intermediate Similarity	0.7526	NPC488946
Intermediate Similarity	0.7473	NPC486135
Intermediate Similarity	0.7473	NPC486137
Intermediate Similarity	0.7444	NPC479353
Intermediate Similarity	0.7444	NPC479354
Intermediate Similarity	0.7391	NPC232785
Intermediate Similarity	0.7391	NPC486139
Intermediate Similarity	0.7273	NPC474423
Intermediate Similarity	0.7209	NPC5311
Intermediate Similarity	0.7209	NPC505575
Intermediate Similarity	0.7204	NPC304259
Intermediate Similarity	0.7204	NPC2509
Intermediate Similarity	0.7204	NPC74221
Intermediate Similarity	0.7204	NPC549357
Intermediate Similarity	0.7143	NPC236973
Intermediate Similarity	0.7143	NPC143842
Intermediate Similarity	0.7143	NPC587232
Intermediate Similarity	0.7129	NPC53288
Intermediate Similarity	0.7011	NPC479356
Intermediate Similarity	0.7011	NPC288816
Intermediate Similarity	0.7011	NPC109571
Intermediate Similarity	0.7011	NPC143309
Intermediate Similarity	0.7011	NPC479355
Intermediate Similarity	0.7011	NPC239860
Intermediate Similarity	0.7011	NPC509605
Intermediate Similarity	0.701	NPC486136
Remote Similarity	0.6979	NPC479357
Remote Similarity	0.6979	NPC530414
Remote Similarity	0.6979	NPC532203
Remote Similarity	0.6947	NPC486146
Remote Similarity	0.6939	NPC323175
Remote Similarity	0.6939	NPC235252
Remote Similarity	0.6939	NPC525047
Remote Similarity	0.6939	NPC591031
Remote Similarity	0.6915	NPC587020
Remote Similarity	0.6869	NPC259960
Remote Similarity	0.6869	NPC475419
Remote Similarity	0.6869	NPC227900
Remote Similarity	0.6848	NPC79068
Remote Similarity	0.6848	NPC30483
Remote Similarity	0.6848	NPC470897
Remote Similarity	0.6848	NPC513498
Remote Similarity	0.6837	NPC139413
Remote Similarity	0.6837	NPC43116
Remote Similarity	0.6837	NPC163771
Remote Similarity	0.6837	NPC89870
Remote Similarity	0.6837	NPC2955
Remote Similarity	0.6813	NPC260145
Remote Similarity	0.6804	NPC547544
Remote Similarity	0.6778	NPC579803
Remote Similarity	0.6771	NPC113941
Remote Similarity	0.6771	NPC510557
Remote Similarity	0.6771	NPC576419
Remote Similarity	0.6735	NPC488938
Remote Similarity	0.6735	NPC488937
Remote Similarity	0.6705	NPC164165
Remote Similarity	0.6705	NPC530590
Remote Similarity	0.6705	NPC577170
Remote Similarity	0.6703	NPC193893
Remote Similarity	0.6703	NPC4949
Remote Similarity	0.6703	NPC585498
Remote Similarity	0.6701	NPC204166
Remote Similarity	0.6701	NPC554995
Remote Similarity	0.6701	NPC573889
Remote Similarity	0.6634	NPC486134
Remote Similarity	0.6634	NPC486141
Remote Similarity	0.6632	NPC475629
Remote Similarity	0.6632	NPC255569
Remote Similarity	0.6632	NPC253997
Remote Similarity	0.6629	NPC235842
Remote Similarity	0.6629	NPC99080
Remote Similarity	0.6629	NPC163982
Remote Similarity	0.6629	NPC74840
Remote Similarity	0.6602	NPC566190
Remote Similarity	0.6598	NPC105339
Remote Similarity	0.6598	NPC184044
Remote Similarity	0.6598	NPC170291
Remote Similarity	0.6598	NPC596281
Remote Similarity	0.6596	NPC292467
Remote Similarity	0.6566	NPC543063
Remote Similarity	0.6538	NPC93105
Remote Similarity	0.6535	NPC74259
Remote Similarity	0.6535	NPC146414
Remote Similarity	0.6535	NPC5785
Remote Similarity	0.6535	NPC203375
Remote Similarity	0.6535	NPC58848
Remote Similarity	0.6526	NPC486130
Remote Similarity	0.6495	NPC28262
Remote Similarity	0.6489	NPC235023
Remote Similarity	0.6489	NPC579371
Remote Similarity	0.6471	NPC474908
Remote Similarity	0.6458	NPC486127
Remote Similarity	0.6442	NPC488947
Remote Similarity	0.6429	NPC488939
Remote Similarity	0.6421	NPC40749
Remote Similarity	0.6404	NPC64235
Remote Similarity	0.6404	NPC99620
Remote Similarity	0.6404	NPC571074
Remote Similarity	0.6404	NPC579794
Remote Similarity	0.6392	NPC96300
Remote Similarity	0.6337	NPC475590
Remote Similarity	0.633	NPC527194
Remote Similarity	0.6327	NPC563540
Remote Similarity	0.6311	NPC81566
Remote Similarity	0.6311	NPC157033
Remote Similarity	0.6311	NPC583427
Remote Similarity	0.63	NPC475219
Remote Similarity	0.63	NPC562580
Remote Similarity	0.6264	NPC77299
Remote Similarity	0.6264	NPC480906
Remote Similarity	0.6263	NPC329986
Remote Similarity	0.6263	NPC140092
Remote Similarity	0.6263	NPC536399
Remote Similarity	0.625	NPC11897
Remote Similarity	0.625	NPC32177
Remote Similarity	0.625	NPC469756
Remote Similarity	0.625	NPC275901
Remote Similarity	0.625	NPC495513
Remote Similarity	0.6238	NPC539423
Remote Similarity	0.6196	NPC55539
Remote Similarity	0.6196	NPC480914
Remote Similarity	0.6186	NPC188234
Remote Similarity	0.6186	NPC112886
Remote Similarity	0.6186	NPC537612
Remote Similarity	0.6139	NPC273696
Remote Similarity	0.6139	NPC486132
Remote Similarity	0.6139	NPC486131
Remote Similarity	0.6111	NPC55777
Remote Similarity	0.61	NPC234239
Remote Similarity	0.6087	NPC214890
Remote Similarity	0.6078	NPC486128
Remote Similarity	0.6064	NPC135733
Remote Similarity	0.6061	NPC44243
Remote Similarity	0.6061	NPC97027
Remote Similarity	0.6061	NPC208193
Remote Similarity	0.6061	NPC611890
Remote Similarity	0.604	NPC486138
Remote Similarity	0.604	NPC276838
Remote Similarity	0.602	NPC480910
Remote Similarity	0.602	NPC240070
Remote Similarity	0.602	NPC480909
Remote Similarity	0.6	NPC307150
Remote Similarity	0.6	NPC117445
Remote Similarity	0.6	NPC60450
Remote Similarity	0.6	NPC308262
Remote Similarity	0.6	NPC264741
Remote Similarity	0.6	NPC224481
Remote Similarity	0.6	NPC292379
Remote Similarity	0.6	NPC611633
Remote Similarity	0.5938	NPC480907
Remote Similarity	0.5922	NPC71195
Remote Similarity	0.5922	NPC136464
Remote Similarity	0.5851	NPC199428
Remote Similarity	0.5851	NPC81423
Remote Similarity	0.5851	NPC112630
Remote Similarity	0.5851	NPC109448
Remote Similarity	0.5851	NPC76572
Remote Similarity	0.5851	NPC310341
Remote Similarity	0.5851	NPC253568
Remote Similarity	0.5851	NPC193382
Remote Similarity	0.5851	NPC149375
Remote Similarity	0.5851	NPC271482
Remote Similarity	0.5851	NPC497390
Remote Similarity	0.5851	NPC503503
Remote Similarity	0.5851	NPC511596

Drug Structure

NPD8033 OpenBabel08211712032D 57 63 0 0 1 0 0 0 0 0999 V2000 -5.2587 -1.3141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1203 3.1655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5576 4.0925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0783 -3.0124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4476 0.5400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3986 0.8491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7818 2.5474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0713 3.4745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8308 2.8564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0224 3.7835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8533 4.9985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2466 0.9002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4236 1.6362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7020 -5.9469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2546 4.1895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3077 -1.0050 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2600 4.0849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2956 1.2092 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9898 1.5693 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8634 2.4963 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6066 1.8272 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1668 2.3054 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4941 -4.9687 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5965 5.6676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7600 3.2189 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5430 -4.6597 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3351 -3.6816 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0783 -3.0124 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4056 -0.3870 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5645 -1.6742 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6135 -1.3652 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0293 -3.3215 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.1487 0.2821 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0876 2.1873 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7655 3.1144 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5576 2.1362 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9588 -6.6160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1449 2.0974 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4919 6.6621 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7999 -5.3288 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3841 -3.3726 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8703 -2.0343 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4545 -0.0780 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 -1.8703 -2.0343 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4625 5.1676 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0998 -0.0269 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9408 1.2603 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2372 -4.2996 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7725 -2.6523 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1668 -7.5942 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4539 1.1464 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0078 -6.3070 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3591 -4.0417 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9193 -1.7253 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7114 -0.7471 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 3 35 1 0 0 0 0 4 45 1 0 0 0 0 5 6 1 0 0 0 0 5 18 1 0 0 0 0 6 21 1 0 0 0 0 7 9 1 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 20 1 0 0 0 0 9 34 1 0 0 0 0 10 35 1 0 0 0 0 11 17 2 0 0 0 0 11 24 1 0 0 0 0 12 18 1 0 0 0 0 12 19 1 0 0 0 0 13 22 1 0 0 0 0 13 36 1 0 0 0 0 14 37 1 0 0 0 0 15 17 1 0 0 0 0 15 46 1 0 0 0 0 16 1 1 1 0 0 0 16 30 1 0 0 0 0 16 47 1 0 0 0 0 17 25 1 0 0 0 0 18 34 1 6 0 0 0 19 48 1 1 0 0 0 20 21 1 0 0 0 0 20 34 1 1 0 0 0 21 36 1 6 0 0 0 22 25 1 0 0 0 0 22 38 1 1 0 0 0 23 14 1 1 0 0 0 23 26 1 0 0 0 0 23 49 1 0 0 0 0 24 39 2 0 0 0 0 24 46 1 0 0 0 0 25 35 1 1 0 0 0 26 27 1 0 0 0 0 26 40 1 6 0 0 0 27 28 1 0 0 0 0 27 41 1 1 0 0 0 28 32 1 0 0 0 0 28 42 1 6 0 0 0 29 31 1 0 0 0 0 29 33 1 0 0 0 0 29 43 1 6 0 0 0 30 31 1 0 0 0 0 30 50 1 1 0 0 0 31 45 1 1 0 0 0 32 49 1 0 0 0 0 32 50 1 0 0 0 0 33 47 1 0 0 0 0 33 48 1 1 0 0 0 34 2 1 1 0 0 0 35 36 1 1 0 0 0 36 44 1 1 0 0 0 37 51 1 0 0 0 0 38 52 1 0 0 0 0 40 53 1 0 0 0 0 41 54 1 0 0 0 0 42 55 1 0 0 0 0 43 56 1 0 0 0 0 44 57 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001629
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56840973
ChEBI
CAS Number

Drug Properties

Molecular Weight	712.37
ALogP	-3.3841
MLogP	3.88
XLogP	0.803
HDA	14
HBD	7
Rotatable Bonds	18
TPSA	214.06
RO5 Violation	2