NPASS drugs

Drug Information

Drug ID:	NPD8393
Drug Name:	Erythromycin Ethylsuccinate
Molecular Formula:	C43H75NO16
Canonical SMILES:	CCOC(=O)CCC(=O)O[C@H]1[C@@H](O[C@@H](C[C@@H]1N(C)C)C)O[C@@H]1[C@@H](C)[C@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)O)[C@@H](C)C(=O)O[C@H](CC)[C@@]([C@@H]([C@H](C(=O)[C@@H](C[C@@]1(C)O)C)C)O)(C)O
Standard InCHI:	InChI=1S/C43H75NO16/c1-15-29-43(11,52)36(48)24(5)33(47)22(3)20-41(9,51)38(25(6)34(26(7)39(50)57-29)59-32-21-42(10,53-14)37(49)27(8)56-32)60-40-35(28(44(12)13)19-23(4)55-40)58-31(46)18-17-30(45)54-16-2/h22-29,32,34-38,40,48-49,51-52H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,32+,34+,35-,36-,37+,38-,40+,41-,42-,43-/m1/s1
Standard InCHIKey:	NSYZCCDSJNWWJL-YXOIYICCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8393

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	116
0.1-0.2	1490
0.2-0.3	6715
0.3-0.4	12497
0.4-0.5	6603
0.5-0.6	3057
0.6-0.7	374
0.7-0.8	31
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	0.9691	NPC227622
High Similarity	0.9118	NPC137453
Intermediate Similarity	0.8051	NPC314282
Intermediate Similarity	0.8034	NPC313333
Intermediate Similarity	0.8034	NPC314512
Intermediate Similarity	0.8034	NPC313342
Intermediate Similarity	0.8034	NPC314451
Intermediate Similarity	0.7934	NPC316401
Intermediate Similarity	0.7917	NPC315387
Intermediate Similarity	0.7917	NPC316205
Intermediate Similarity	0.7797	NPC314629
Intermediate Similarity	0.7739	NPC6531
Intermediate Similarity	0.7699	NPC1111
Intermediate Similarity	0.7699	NPC261750
Intermediate Similarity	0.7652	NPC30196
Intermediate Similarity	0.7544	NPC60432
Intermediate Similarity	0.7524	NPC470283
Intermediate Similarity	0.75	NPC316133
Intermediate Similarity	0.75	NPC318445
Intermediate Similarity	0.732	NPC474003
Intermediate Similarity	0.7282	NPC314364
Intermediate Similarity	0.7167	NPC314268
Intermediate Similarity	0.7167	NPC67917
Intermediate Similarity	0.7167	NPC313802
Intermediate Similarity	0.7167	NPC477515
Intermediate Similarity	0.7048	NPC470284
Intermediate Similarity	0.7034	NPC28224
Intermediate Similarity	0.703	NPC269318
Intermediate Similarity	0.703	NPC475270
Intermediate Similarity	0.703	NPC475667
Intermediate Similarity	0.703	NPC475327
Intermediate Similarity	0.703	NPC173328
Intermediate Similarity	0.703	NPC238056
Intermediate Similarity	0.703	NPC297768
Intermediate Similarity	0.703	NPC476087
Intermediate Similarity	0.703	NPC186992
Intermediate Similarity	0.703	NPC477347
Intermediate Similarity	0.7019	NPC470657
Remote Similarity	0.699	NPC125253
Remote Similarity	0.699	NPC253975
Remote Similarity	0.699	NPC192025
Remote Similarity	0.6964	NPC188453
Remote Similarity	0.6964	NPC42320
Remote Similarity	0.6952	NPC51662
Remote Similarity	0.6952	NPC31349
Remote Similarity	0.6952	NPC470282
Remote Similarity	0.6931	NPC471420
Remote Similarity	0.6923	NPC83839
Remote Similarity	0.6893	NPC60849
Remote Similarity	0.6893	NPC477332
Remote Similarity	0.6893	NPC472352
Remote Similarity	0.6852	NPC270005
Remote Similarity	0.6852	NPC208537
Remote Similarity	0.6846	NPC120420
Remote Similarity	0.6832	NPC146992
Remote Similarity	0.6832	NPC85759
Remote Similarity	0.6832	NPC477346
Remote Similarity	0.6832	NPC294748
Remote Similarity	0.6832	NPC477344
Remote Similarity	0.6832	NPC158302
Remote Similarity	0.6832	NPC22742
Remote Similarity	0.6827	NPC476523
Remote Similarity	0.68	NPC315783
Remote Similarity	0.6796	NPC248415
Remote Similarity	0.6796	NPC47135
Remote Similarity	0.6794	NPC99864
Remote Similarity	0.678	NPC470622
Remote Similarity	0.6733	NPC150557
Remote Similarity	0.6731	NPC320936
Remote Similarity	0.6699	NPC472204
Remote Similarity	0.6699	NPC472201
Remote Similarity	0.6699	NPC115013
Remote Similarity	0.6699	NPC472205
Remote Similarity	0.6699	NPC477319
Remote Similarity	0.6699	NPC184915
Remote Similarity	0.6699	NPC169345
Remote Similarity	0.6699	NPC307400
Remote Similarity	0.6699	NPC123204
Remote Similarity	0.6699	NPC472203
Remote Similarity	0.6699	NPC477317
Remote Similarity	0.6699	NPC126685
Remote Similarity	0.6699	NPC477318
Remote Similarity	0.6699	NPC259294
Remote Similarity	0.6699	NPC44782
Remote Similarity	0.6699	NPC472202
Remote Similarity	0.6699	NPC472200
Remote Similarity	0.6699	NPC183888
Remote Similarity	0.6699	NPC27289
Remote Similarity	0.6699	NPC290012
Remote Similarity	0.6699	NPC224953
Remote Similarity	0.6699	NPC143421
Remote Similarity	0.6699	NPC89843
Remote Similarity	0.6699	NPC477331
Remote Similarity	0.6699	NPC119583
Remote Similarity	0.6698	NPC477728
Remote Similarity	0.6667	NPC473791
Remote Similarity	0.6637	NPC474952
Remote Similarity	0.6636	NPC469998
Remote Similarity	0.6634	NPC476782
Remote Similarity	0.6634	NPC216883
Remote Similarity	0.6634	NPC476783
Remote Similarity	0.6634	NPC476781
Remote Similarity	0.661	NPC469826
Remote Similarity	0.6602	NPC267592
Remote Similarity	0.6598	NPC241265
Remote Similarity	0.6598	NPC211428
Remote Similarity	0.6598	NPC285003
Remote Similarity	0.6585	NPC39485
Remote Similarity	0.6585	NPC221196
Remote Similarity	0.6583	NPC469824
Remote Similarity	0.6581	NPC471844
Remote Similarity	0.6566	NPC9763
Remote Similarity	0.6566	NPC291228
Remote Similarity	0.6566	NPC39266
Remote Similarity	0.6566	NPC163812
Remote Similarity	0.6566	NPC169085
Remote Similarity	0.6566	NPC308096
Remote Similarity	0.6566	NPC206823
Remote Similarity	0.6566	NPC225748
Remote Similarity	0.656	NPC305261
Remote Similarity	0.6555	NPC87393
Remote Similarity	0.6535	NPC477350
Remote Similarity	0.6529	NPC157571
Remote Similarity	0.6519	NPC200788
Remote Similarity	0.6519	NPC243680
Remote Similarity	0.65	NPC66513
Remote Similarity	0.6496	NPC267637
Remote Similarity	0.6495	NPC97736
Remote Similarity	0.6495	NPC50228
Remote Similarity	0.6493	NPC145899
Remote Similarity	0.648	NPC477237
Remote Similarity	0.6471	NPC207693
Remote Similarity	0.6466	NPC80640
Remote Similarity	0.6466	NPC313569
Remote Similarity	0.6465	NPC185419
Remote Similarity	0.6465	NPC184550
Remote Similarity	0.646	NPC160066
Remote Similarity	0.6449	NPC51267
Remote Similarity	0.6441	NPC273189
Remote Similarity	0.6441	NPC184805
Remote Similarity	0.6435	NPC469870
Remote Similarity	0.6435	NPC469871
Remote Similarity	0.6423	NPC210729
Remote Similarity	0.6423	NPC172365
Remote Similarity	0.6423	NPC82931
Remote Similarity	0.6422	NPC470009
Remote Similarity	0.6418	NPC75318
Remote Similarity	0.6417	NPC228190
Remote Similarity	0.6417	NPC236753
Remote Similarity	0.6417	NPC22709
Remote Similarity	0.6417	NPC469825
Remote Similarity	0.6408	NPC477320
Remote Similarity	0.6408	NPC475616
Remote Similarity	0.6408	NPC477325
Remote Similarity	0.6408	NPC477326
Remote Similarity	0.6408	NPC477330
Remote Similarity	0.6408	NPC477329
Remote Similarity	0.6408	NPC281563
Remote Similarity	0.6408	NPC475425
Remote Similarity	0.6408	NPC477323
Remote Similarity	0.6408	NPC146380
Remote Similarity	0.6408	NPC109887
Remote Similarity	0.6408	NPC113745
Remote Similarity	0.6408	NPC477328
Remote Similarity	0.6403	NPC475892
Remote Similarity	0.6392	NPC477754
Remote Similarity	0.6392	NPC477760
Remote Similarity	0.6392	NPC477759
Remote Similarity	0.6392	NPC206601
Remote Similarity	0.6392	NPC477758
Remote Similarity	0.6392	NPC477761
Remote Similarity	0.6392	NPC286842
Remote Similarity	0.6387	NPC471430
Remote Similarity	0.6387	NPC126753
Remote Similarity	0.6387	NPC203974
Remote Similarity	0.6379	NPC478181
Remote Similarity	0.6378	NPC477238
Remote Similarity	0.6364	NPC477729
Remote Similarity	0.6356	NPC470167
Remote Similarity	0.6356	NPC469827
Remote Similarity	0.6355	NPC115995
Remote Similarity	0.635	NPC265908
Remote Similarity	0.6343	NPC76999
Remote Similarity	0.6343	NPC477072
Remote Similarity	0.6331	NPC475584
Remote Similarity	0.6331	NPC475394
Remote Similarity	0.6331	NPC475152
Remote Similarity	0.6325	NPC470172
Remote Similarity	0.6325	NPC471254
Remote Similarity	0.6321	NPC477730
Remote Similarity	0.632	NPC179429
Remote Similarity	0.6312	NPC316249
Remote Similarity	0.6311	NPC34977
Remote Similarity	0.6311	NPC246399
Remote Similarity	0.6303	NPC478038
Remote Similarity	0.6296	NPC280941
Remote Similarity	0.6296	NPC235772
Remote Similarity	0.6293	NPC80417
Remote Similarity	0.629	NPC477465
Remote Similarity	0.6289	NPC477752

Drug Structure

NPD8393 OpenBabel08211713022D 64 66 0 0 1 0 0 0 0 0999 V2000 -0.6541 7.0340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7244 -2.9118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7536 3.4208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6811 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1450 6.0870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3137 1.2827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3914 3.4208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0110 2.0106 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4293 1.6104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2834 5.0842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1958 7.1435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8406 -3.3971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8406 -3.3971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2029 4.7949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3137 6.9615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8839 -3.3971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2028 -1.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3622 -1.9412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8406 -1.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3862 2.7623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7345 3.8261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8073 3.6368 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8406 -0.4853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3862 5.4818 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7349 2.1572 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4451 3.6368 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2521 2.6158 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.9412 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7349 6.0870 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0433 -1.9412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5217 -1.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5898 2.8663 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.8073 4.6074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0240 2.7623 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8406 -1.4559 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6274 6.0870 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3968 3.5755 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6811 1.9412 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4451 4.6074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8406 -0.4853 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6274 2.1572 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6380 4.1807 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6811 6.3030 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -2.9118 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8839 -1.4559 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5217 -0.4853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7536 4.8233 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 6.9615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3003 3.9301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3914 4.8233 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5548 1.1893 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1664 7.1435 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2431 4.9395 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0433 -2.9118 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 -3.3486 2.2612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0240 5.4818 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6811 -1.9412 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7828 2.1572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6811 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0164 7.0340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0591 3.3250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3568 0.6425 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6811 7.9841 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 12 44 1 0 0 0 0 13 44 1 0 0 0 0 14 53 1 0 0 0 0 15 29 1 0 0 0 0 16 54 1 0 0 0 0 17 18 1 0 0 0 0 17 30 1 0 0 0 0 18 31 1 0 0 0 0 19 23 1 0 0 0 0 19 28 1 0 0 0 0 20 22 1 0 0 0 0 20 41 1 0 0 0 0 21 32 1 0 0 0 0 21 42 1 0 0 0 0 22 3 1 6 0 0 0 22 33 1 0 0 0 0 23 4 1 1 0 0 0 23 55 1 0 0 0 0 24 5 1 1 0 0 0 24 33 1 0 0 0 0 24 36 1 0 0 0 0 25 6 1 1 0 0 0 25 34 1 0 0 0 0 25 38 1 0 0 0 0 26 7 1 1 0 0 0 26 34 1 0 0 0 0 26 39 1 0 0 0 0 27 8 1 1 0 0 0 27 37 1 0 0 0 0 27 56 1 0 0 0 0 28 35 1 0 0 0 0 28 44 1 1 0 0 0 29 43 1 6 0 0 0 29 57 1 0 0 0 0 30 45 2 0 0 0 0 30 54 1 0 0 0 0 31 46 2 0 0 0 0 31 58 1 0 0 0 0 32 56 1 0 0 0 0 32 59 1 6 0 0 0 33 47 2 0 0 0 0 34 59 1 6 0 0 0 35 40 1 0 0 0 0 35 58 1 6 0 0 0 36 43 1 6 0 0 0 36 48 1 0 0 0 0 37 42 1 6 0 0 0 37 49 1 0 0 0 0 38 41 1 6 0 0 0 38 60 1 0 0 0 0 39 50 2 0 0 0 0 39 57 1 0 0 0 0 40 55 1 0 0 0 0 40 60 1 1 0 0 0 41 9 1 6 0 0 0 41 51 1 0 0 0 0 42 10 1 1 0 0 0 42 53 1 0 0 0 0 43 11 1 6 0 0 0 43 52 1 0 0 0 0 48 61 1 0 0 0 0 49 62 1 0 0 0 0 51 63 1 0 0 0 0 52 64 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	861.51
ALogP	-1.7617
MLogP	4.32
XLogP	1.995
HDA	17
HBD	4
Rotatable Bonds	32
TPSA	226.28
RO5 Violation	2