NPASS drugs

Drug Information

Drug ID:	NPD8086
Drug Name:
Molecular Formula:	C37H67NO13
Canonical SMILES:	CC[C@H]1OC(=O)[C@H](C)[C@@H](OC2OC(C)C(C(C2)(C)OC)O)[C@H](C)[C@@H](OC2OC(C)CC(C2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@H]([C@]1(C)O)O)C)C)(C)O
Standard InCHI:	InChI=1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19?,20+,21+,22-,23?,24?,25-,26?,28?,29+,30-,31?,32-,34?,35-,36?,37-/m1/s1
Standard InCHIKey:	ULGZDMOVFRHVEP-TXJUTXNDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8086

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	106
0.1-0.2	1414
0.2-0.3	6219
0.3-0.4	12366
0.4-0.5	6907
0.5-0.6	3321
0.6-0.7	514
0.7-0.8	36
0.8-0.85	5
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	1.0	NPC227622
High Similarity	0.9394	NPC137453
Intermediate Similarity	0.8087	NPC313333
Intermediate Similarity	0.8087	NPC314451
Intermediate Similarity	0.8087	NPC313342
Intermediate Similarity	0.8087	NPC314512
Intermediate Similarity	0.8	NPC314629
Intermediate Similarity	0.7949	NPC314282
Intermediate Similarity	0.7946	NPC6531
Intermediate Similarity	0.7909	NPC1111
Intermediate Similarity	0.7909	NPC261750
Intermediate Similarity	0.7857	NPC30196
Intermediate Similarity	0.7833	NPC316401
Intermediate Similarity	0.7815	NPC315387
Intermediate Similarity	0.7815	NPC316205
Intermediate Similarity	0.7748	NPC60432
Intermediate Similarity	0.7692	NPC316133
Intermediate Similarity	0.7692	NPC318445
Intermediate Similarity	0.7553	NPC474003
Intermediate Similarity	0.75	NPC314364
Intermediate Similarity	0.7404	NPC470283
Intermediate Similarity	0.7228	NPC470657
Intermediate Similarity	0.7217	NPC28224
Intermediate Similarity	0.7203	NPC477515
Intermediate Similarity	0.7203	NPC313802
Intermediate Similarity	0.7203	NPC67917
Intermediate Similarity	0.7203	NPC314268
Intermediate Similarity	0.7157	NPC51662
Intermediate Similarity	0.7157	NPC31349
Intermediate Similarity	0.7087	NPC470284
Intermediate Similarity	0.7071	NPC186992
Intermediate Similarity	0.7071	NPC475270
Intermediate Similarity	0.7071	NPC477347
Intermediate Similarity	0.7071	NPC238056
Intermediate Similarity	0.7071	NPC475667
Intermediate Similarity	0.7071	NPC476087
Intermediate Similarity	0.7071	NPC297768
Intermediate Similarity	0.7071	NPC269318
Intermediate Similarity	0.7071	NPC173328
Intermediate Similarity	0.7071	NPC475327
Intermediate Similarity	0.703	NPC125253
Intermediate Similarity	0.703	NPC253975
Intermediate Similarity	0.703	NPC192025
Remote Similarity	0.699	NPC470282
Remote Similarity	0.697	NPC471420
Remote Similarity	0.6967	NPC315783
Remote Similarity	0.6961	NPC83839
Remote Similarity	0.6931	NPC60849
Remote Similarity	0.6931	NPC477332
Remote Similarity	0.6931	NPC472352
Remote Similarity	0.6887	NPC270005
Remote Similarity	0.6887	NPC208537
Remote Similarity	0.6875	NPC120420
Remote Similarity	0.6869	NPC477344
Remote Similarity	0.6869	NPC85759
Remote Similarity	0.6869	NPC22742
Remote Similarity	0.6869	NPC294748
Remote Similarity	0.6869	NPC158302
Remote Similarity	0.6869	NPC477346
Remote Similarity	0.6869	NPC146992
Remote Similarity	0.6863	NPC476523
Remote Similarity	0.6847	NPC42320
Remote Similarity	0.6847	NPC188453
Remote Similarity	0.6832	NPC248415
Remote Similarity	0.6832	NPC47135
Remote Similarity	0.6822	NPC99864
Remote Similarity	0.681	NPC470622
Remote Similarity	0.6809	NPC211428
Remote Similarity	0.6809	NPC285003
Remote Similarity	0.6809	NPC241265
Remote Similarity	0.6771	NPC291228
Remote Similarity	0.6771	NPC206823
Remote Similarity	0.6771	NPC308096
Remote Similarity	0.6768	NPC150557
Remote Similarity	0.6765	NPC320936
Remote Similarity	0.6733	NPC472201
Remote Similarity	0.6733	NPC44782
Remote Similarity	0.6733	NPC477319
Remote Similarity	0.6733	NPC477317
Remote Similarity	0.6733	NPC183888
Remote Similarity	0.6733	NPC472202
Remote Similarity	0.6733	NPC472205
Remote Similarity	0.6733	NPC126685
Remote Similarity	0.6733	NPC115013
Remote Similarity	0.6733	NPC89843
Remote Similarity	0.6733	NPC27289
Remote Similarity	0.6733	NPC477318
Remote Similarity	0.6733	NPC472203
Remote Similarity	0.6733	NPC472204
Remote Similarity	0.6733	NPC307400
Remote Similarity	0.6733	NPC259294
Remote Similarity	0.6733	NPC477331
Remote Similarity	0.6733	NPC123204
Remote Similarity	0.6733	NPC184915
Remote Similarity	0.6733	NPC290012
Remote Similarity	0.6733	NPC224953
Remote Similarity	0.6733	NPC143421
Remote Similarity	0.6733	NPC119583
Remote Similarity	0.6733	NPC169345
Remote Similarity	0.6733	NPC472200
Remote Similarity	0.6702	NPC97736
Remote Similarity	0.6702	NPC50228
Remote Similarity	0.6699	NPC473791
Remote Similarity	0.6667	NPC469998
Remote Similarity	0.6667	NPC476783
Remote Similarity	0.6667	NPC476782
Remote Similarity	0.6667	NPC216883
Remote Similarity	0.6667	NPC474952
Remote Similarity	0.6667	NPC184550
Remote Similarity	0.6667	NPC185419
Remote Similarity	0.6667	NPC476781
Remote Similarity	0.6638	NPC469826
Remote Similarity	0.6637	NPC313569
Remote Similarity	0.6637	NPC80640
Remote Similarity	0.6636	NPC160066
Remote Similarity	0.6635	NPC51267
Remote Similarity	0.6634	NPC267592
Remote Similarity	0.6612	NPC39485
Remote Similarity	0.6612	NPC221196
Remote Similarity	0.661	NPC469824
Remote Similarity	0.6609	NPC471844
Remote Similarity	0.6607	NPC469871
Remote Similarity	0.6607	NPC469870
Remote Similarity	0.6604	NPC470009
Remote Similarity	0.6598	NPC9763
Remote Similarity	0.6598	NPC225748
Remote Similarity	0.6598	NPC39266
Remote Similarity	0.6598	NPC163812
Remote Similarity	0.6598	NPC169085
Remote Similarity	0.6596	NPC477754
Remote Similarity	0.6596	NPC477761
Remote Similarity	0.6596	NPC286842
Remote Similarity	0.6596	NPC477760
Remote Similarity	0.6596	NPC477758
Remote Similarity	0.6596	NPC477759
Remote Similarity	0.6596	NPC206601
Remote Similarity	0.6581	NPC87393
Remote Similarity	0.6571	NPC477728
Remote Similarity	0.6566	NPC477350
Remote Similarity	0.6555	NPC157571
Remote Similarity	0.6552	NPC203974
Remote Similarity	0.6538	NPC115995
Remote Similarity	0.6525	NPC66513
Remote Similarity	0.6522	NPC267637
Remote Similarity	0.6522	NPC470167
Remote Similarity	0.6515	NPC145899
Remote Similarity	0.6496	NPC207693
Remote Similarity	0.6491	NPC471254
Remote Similarity	0.6491	NPC470172
Remote Similarity	0.6489	NPC477756
Remote Similarity	0.6489	NPC477751
Remote Similarity	0.6489	NPC477764
Remote Similarity	0.6489	NPC477752
Remote Similarity	0.6466	NPC184805
Remote Similarity	0.6466	NPC273189
Remote Similarity	0.646	NPC80417
Remote Similarity	0.6452	NPC305261
Remote Similarity	0.6441	NPC469825
Remote Similarity	0.6441	NPC22709
Remote Similarity	0.6441	NPC315836
Remote Similarity	0.6441	NPC228190
Remote Similarity	0.6441	NPC236753
Remote Similarity	0.6441	NPC313668
Remote Similarity	0.6439	NPC75318
Remote Similarity	0.6436	NPC146380
Remote Similarity	0.6436	NPC477320
Remote Similarity	0.6436	NPC109887
Remote Similarity	0.6436	NPC473984
Remote Similarity	0.6436	NPC477323
Remote Similarity	0.6436	NPC281563
Remote Similarity	0.6436	NPC475425
Remote Similarity	0.6436	NPC477330
Remote Similarity	0.6436	NPC477328
Remote Similarity	0.6436	NPC477326
Remote Similarity	0.6436	NPC477329
Remote Similarity	0.6436	NPC113745
Remote Similarity	0.6436	NPC475616
Remote Similarity	0.6436	NPC477325
Remote Similarity	0.6435	NPC34562
Remote Similarity	0.6435	NPC473406
Remote Similarity	0.6435	NPC471253
Remote Similarity	0.6429	NPC74466
Remote Similarity	0.6429	NPC472273
Remote Similarity	0.6418	NPC243680
Remote Similarity	0.6418	NPC200788
Remote Similarity	0.6417	NPC477489
Remote Similarity	0.6415	NPC476717
Remote Similarity	0.641	NPC471430
Remote Similarity	0.641	NPC126753
Remote Similarity	0.6404	NPC478181
Remote Similarity	0.6396	NPC322188
Remote Similarity	0.6396	NPC215570
Remote Similarity	0.6383	NPC190418
Remote Similarity	0.6383	NPC12040
Remote Similarity	0.6383	NPC76881
Remote Similarity	0.6383	NPC471761
Remote Similarity	0.6383	NPC471760
Remote Similarity	0.6379	NPC469827
Remote Similarity	0.6373	NPC474702
Remote Similarity	0.6364	NPC478036

Drug Structure

NPD8086 OpenBabel08211712042D 56 58 0 0 1 0 0 0 0 0999 V2000 0.6515 7.0056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7344 3.4070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6743 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1283 6.0624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3125 1.2775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3857 3.4070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7673 5.1197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4154 1.6039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5881 1.7054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1910 7.1147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8372 -3.3833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8372 -3.3833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7935 3.2169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3125 6.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8372 -1.4500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3725 2.7511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3351 2.2521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7919 3.6221 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8372 -0.4833 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.3725 5.4597 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7319 2.1484 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4433 3.6221 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6233 4.1638 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -1.9333 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.7319 6.0624 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5793 2.8548 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.7919 4.5887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8372 -1.4500 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0239 2.7511 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6167 6.0624 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3790 3.5611 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6743 1.9333 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4433 4.5887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8372 -0.4833 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.6167 2.1484 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2350 2.6052 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6743 6.2775 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -2.9000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7344 4.8039 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6743 -1.9333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0362 6.9333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2789 3.9143 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3857 4.8039 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5445 1.1845 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1576 7.1147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1908 2.4611 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 2.7234 3.8106 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0239 5.4597 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7797 2.1484 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6743 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6743 -2.9000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0001 7.0056 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4230 4.8701 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3432 0.6399 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6743 7.9518 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 3 19 1 0 0 0 0 7 23 1 0 0 0 0 9 36 1 0 0 0 0 11 38 1 0 0 0 0 12 38 1 0 0 0 0 13 46 1 0 0 0 0 14 25 1 0 0 0 0 15 19 1 0 0 0 0 15 24 1 0 0 0 0 16 18 1 0 0 0 0 16 35 1 0 0 0 0 17 26 1 0 0 0 0 17 36 1 0 0 0 0 18 2 1 1 0 0 0 18 27 1 0 0 0 0 19 47 1 0 0 0 0 20 4 1 6 0 0 0 20 27 1 0 0 0 0 20 30 1 0 0 0 0 21 5 1 6 0 0 0 21 29 1 0 0 0 0 21 32 1 0 0 0 0 22 6 1 6 0 0 0 22 29 1 0 0 0 0 22 33 1 0 0 0 0 23 31 1 0 0 0 0 23 48 1 0 0 0 0 24 28 1 0 0 0 0 24 38 1 0 0 0 0 25 37 1 1 0 0 0 25 49 1 0 0 0 0 26 48 1 0 0 0 0 26 50 1 0 0 0 0 27 39 2 0 0 0 0 28 34 1 0 0 0 0 28 40 1 0 0 0 0 29 50 1 1 0 0 0 30 37 1 1 0 0 0 30 41 1 0 0 0 0 31 36 1 0 0 0 0 31 42 1 0 0 0 0 32 35 1 1 0 0 0 32 51 1 0 0 0 0 33 43 2 0 0 0 0 33 49 1 0 0 0 0 34 47 1 0 0 0 0 34 51 1 0 0 0 0 35 8 1 1 0 0 0 35 44 1 0 0 0 0 36 46 1 0 0 0 0 37 10 1 1 0 0 0 37 45 1 0 0 0 0 40 52 1 0 0 0 0 41 53 1 0 0 0 0 42 54 1 0 0 0 0 44 55 1 0 0 0 0 45 56 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004280
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	456592
ChEBI
CAS Number

Drug Properties

Molecular Weight	733.46
ALogP	-2.4621
MLogP	3.99
XLogP	1.141
HDA	14
HBD	5
Rotatable Bonds	25
TPSA	193.91
RO5 Violation	1