NPASS drugs

Drug Information

Drug ID:	NPD8276
Drug Name:	Erythromycin Estolate
Molecular Formula:	C40H71NO14
Canonical SMILES:	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/C40H71NO14/c1-15-27-40(11,48)33(44)22(5)30(43)20(3)18-38(9,47)35(55-37-32(53-28(42)16-2)26(41(12)13)17-21(4)50-37)23(6)31(24(7)36(46)52-27)54-29-19-39(10,49-14)34(45)25(8)51-29/h20-27,29,31-35,37,44-45,47-48H,15-19H2,1-14H3/t20-,21-,22+,23+,24-,25+,26+,27-,29+,31+,32-,33-,34+,35-,37+,38-,39-,40-/m1/s1
Standard InCHIKey:	TYQXKHPOXXXCTP-CSLYCKPJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8276

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	107
0.1-0.2	1438
0.2-0.3	6401
0.3-0.4	12361
0.4-0.5	6845
0.5-0.6	3243
0.6-0.7	449
0.7-0.8	39
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	0.9895	NPC227622
High Similarity	0.93	NPC137453
Intermediate Similarity	0.8174	NPC313342
Intermediate Similarity	0.8174	NPC313333
Intermediate Similarity	0.8174	NPC314512
Intermediate Similarity	0.8174	NPC314451
Intermediate Similarity	0.8034	NPC314282
Intermediate Similarity	0.7931	NPC314629
Intermediate Similarity	0.7917	NPC316401
Intermediate Similarity	0.7899	NPC316205
Intermediate Similarity	0.7899	NPC315387
Intermediate Similarity	0.7876	NPC6531
Intermediate Similarity	0.7838	NPC261750
Intermediate Similarity	0.7838	NPC1111
Intermediate Similarity	0.7788	NPC30196
Intermediate Similarity	0.7679	NPC60432
Intermediate Similarity	0.7627	NPC318445
Intermediate Similarity	0.7627	NPC316133
Intermediate Similarity	0.75	NPC470283
Intermediate Similarity	0.7474	NPC474003
Intermediate Similarity	0.7426	NPC314364
Intermediate Similarity	0.7184	NPC470284
Intermediate Similarity	0.7157	NPC470657
Intermediate Similarity	0.7155	NPC28224
Intermediate Similarity	0.7143	NPC314268
Intermediate Similarity	0.7143	NPC67917
Intermediate Similarity	0.7143	NPC313802
Intermediate Similarity	0.7143	NPC477515
Intermediate Similarity	0.7129	NPC125253
Intermediate Similarity	0.7129	NPC253975
Intermediate Similarity	0.7129	NPC192025
Intermediate Similarity	0.7087	NPC51662
Intermediate Similarity	0.7087	NPC470282
Intermediate Similarity	0.7087	NPC31349
Intermediate Similarity	0.7071	NPC471420
Intermediate Similarity	0.7059	NPC83839
Intermediate Similarity	0.7	NPC475270
Intermediate Similarity	0.7	NPC475667
Intermediate Similarity	0.7	NPC269318
Intermediate Similarity	0.7	NPC186992
Intermediate Similarity	0.7	NPC297768
Intermediate Similarity	0.7	NPC476087
Intermediate Similarity	0.7	NPC475327
Intermediate Similarity	0.7	NPC238056
Intermediate Similarity	0.7	NPC173328
Intermediate Similarity	0.7	NPC477347
Remote Similarity	0.6981	NPC208537
Remote Similarity	0.6981	NPC270005
Remote Similarity	0.6961	NPC476523
Remote Similarity	0.6953	NPC120420
Remote Similarity	0.6937	NPC42320
Remote Similarity	0.6937	NPC188453
Remote Similarity	0.6931	NPC47135
Remote Similarity	0.6911	NPC315783
Remote Similarity	0.6899	NPC99864
Remote Similarity	0.6869	NPC150557
Remote Similarity	0.6863	NPC472352
Remote Similarity	0.6863	NPC477332
Remote Similarity	0.6863	NPC60849
Remote Similarity	0.68	NPC158302
Remote Similarity	0.68	NPC85759
Remote Similarity	0.68	NPC146992
Remote Similarity	0.68	NPC477344
Remote Similarity	0.68	NPC477346
Remote Similarity	0.68	NPC22742
Remote Similarity	0.68	NPC294748
Remote Similarity	0.6765	NPC248415
Remote Similarity	0.6759	NPC469998
Remote Similarity	0.6757	NPC474952
Remote Similarity	0.6752	NPC470622
Remote Similarity	0.6737	NPC285003
Remote Similarity	0.6737	NPC211428
Remote Similarity	0.6737	NPC241265
Remote Similarity	0.6701	NPC206823
Remote Similarity	0.6701	NPC308096
Remote Similarity	0.6701	NPC291228
Remote Similarity	0.6699	NPC320936
Remote Similarity	0.6696	NPC471844
Remote Similarity	0.6694	NPC39485
Remote Similarity	0.6694	NPC221196
Remote Similarity	0.6667	NPC119583
Remote Similarity	0.6667	NPC184915
Remote Similarity	0.6667	NPC115013
Remote Similarity	0.6667	NPC123204
Remote Similarity	0.6667	NPC472204
Remote Similarity	0.6667	NPC27289
Remote Similarity	0.6667	NPC472203
Remote Similarity	0.6667	NPC477728
Remote Similarity	0.6667	NPC183888
Remote Similarity	0.6667	NPC477317
Remote Similarity	0.6667	NPC472200
Remote Similarity	0.6667	NPC472202
Remote Similarity	0.6667	NPC307400
Remote Similarity	0.6667	NPC477318
Remote Similarity	0.6667	NPC126685
Remote Similarity	0.6667	NPC89843
Remote Similarity	0.6667	NPC472205
Remote Similarity	0.6667	NPC169345
Remote Similarity	0.6667	NPC259294
Remote Similarity	0.6667	NPC477331
Remote Similarity	0.6667	NPC477319
Remote Similarity	0.6667	NPC290012
Remote Similarity	0.6667	NPC472201
Remote Similarity	0.6667	NPC44782
Remote Similarity	0.6667	NPC143421
Remote Similarity	0.6667	NPC224953
Remote Similarity	0.6635	NPC473791
Remote Similarity	0.6632	NPC50228
Remote Similarity	0.6632	NPC97736
Remote Similarity	0.66	NPC476782
Remote Similarity	0.66	NPC216883
Remote Similarity	0.66	NPC476781
Remote Similarity	0.66	NPC476783
Remote Similarity	0.6598	NPC184550
Remote Similarity	0.6598	NPC185419
Remote Similarity	0.6591	NPC145899
Remote Similarity	0.6581	NPC469826
Remote Similarity	0.6579	NPC313569
Remote Similarity	0.6579	NPC80640
Remote Similarity	0.6577	NPC160066
Remote Similarity	0.6571	NPC51267
Remote Similarity	0.6569	NPC267592
Remote Similarity	0.6555	NPC469824
Remote Similarity	0.6549	NPC469871
Remote Similarity	0.6549	NPC469870
Remote Similarity	0.6542	NPC470009
Remote Similarity	0.6532	NPC305261
Remote Similarity	0.6531	NPC163812
Remote Similarity	0.6531	NPC169085
Remote Similarity	0.6531	NPC39266
Remote Similarity	0.6531	NPC9763
Remote Similarity	0.6531	NPC225748
Remote Similarity	0.6526	NPC286842
Remote Similarity	0.6526	NPC477760
Remote Similarity	0.6526	NPC477759
Remote Similarity	0.6526	NPC206601
Remote Similarity	0.6526	NPC477758
Remote Similarity	0.6526	NPC477754
Remote Similarity	0.6526	NPC477761
Remote Similarity	0.6525	NPC87393
Remote Similarity	0.6515	NPC75318
Remote Similarity	0.65	NPC157571
Remote Similarity	0.65	NPC477350
Remote Similarity	0.6496	NPC203974
Remote Similarity	0.6493	NPC200788
Remote Similarity	0.6493	NPC243680
Remote Similarity	0.6476	NPC115995
Remote Similarity	0.6471	NPC66513
Remote Similarity	0.6466	NPC267637
Remote Similarity	0.6466	NPC470167
Remote Similarity	0.6441	NPC207693
Remote Similarity	0.6439	NPC76999
Remote Similarity	0.6439	NPC477072
Remote Similarity	0.6435	NPC470172
Remote Similarity	0.6435	NPC471254
Remote Similarity	0.6421	NPC477752
Remote Similarity	0.6421	NPC477751
Remote Similarity	0.6421	NPC477756
Remote Similarity	0.6421	NPC477764
Remote Similarity	0.6417	NPC246399
Remote Similarity	0.6417	NPC34977
Remote Similarity	0.641	NPC273189
Remote Similarity	0.641	NPC184805
Remote Similarity	0.6404	NPC80417
Remote Similarity	0.6397	NPC82931
Remote Similarity	0.6397	NPC172365
Remote Similarity	0.6397	NPC210729
Remote Similarity	0.6389	NPC292345
Remote Similarity	0.6387	NPC315836
Remote Similarity	0.6387	NPC469825
Remote Similarity	0.6387	NPC22709
Remote Similarity	0.6387	NPC313668
Remote Similarity	0.6387	NPC236753
Remote Similarity	0.6387	NPC228190
Remote Similarity	0.6379	NPC473406
Remote Similarity	0.6379	NPC471253
Remote Similarity	0.6379	NPC34562
Remote Similarity	0.6377	NPC475892
Remote Similarity	0.6373	NPC473984
Remote Similarity	0.6373	NPC477323
Remote Similarity	0.6373	NPC146380
Remote Similarity	0.6373	NPC477325
Remote Similarity	0.6373	NPC475425
Remote Similarity	0.6373	NPC477328
Remote Similarity	0.6373	NPC477329
Remote Similarity	0.6373	NPC281563
Remote Similarity	0.6373	NPC477330
Remote Similarity	0.6373	NPC109887
Remote Similarity	0.6373	NPC477326
Remote Similarity	0.6373	NPC475616
Remote Similarity	0.6373	NPC477320
Remote Similarity	0.6373	NPC113745
Remote Similarity	0.6372	NPC472273
Remote Similarity	0.6372	NPC74466
Remote Similarity	0.6364	NPC73829
Remote Similarity	0.6364	NPC477489
Remote Similarity	0.6364	NPC119794
Remote Similarity	0.6356	NPC126753
Remote Similarity	0.6356	NPC471430
Remote Similarity	0.6355	NPC306838

Drug Structure

NPD8276 OpenBabel08211713002D 59 61 0 0 1 0 0 0 0 0999 V2000 0.6526 -7.0171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1927 1.4524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7421 -3.4126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6771 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1351 -6.0723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3130 -1.2796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3880 -3.4126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9989 -2.0058 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4211 -1.6065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2755 -5.0720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1929 -7.1263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8385 3.3889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8385 3.3889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1903 -4.7833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3130 -6.9447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3541 1.9365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8385 1.4524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3781 -2.7557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7279 -3.8169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7982 -3.6280 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8385 0.4841 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3781 -5.4686 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7331 -2.1520 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4440 -3.6280 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2419 -2.6095 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 1.9365 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7331 -6.0723 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5156 1.4524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5836 -2.8595 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7982 -4.5963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0239 -2.7557 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8385 1.4524 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6210 -6.0723 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3862 -3.5669 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6771 -1.9365 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4440 -4.5963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8385 0.4841 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6210 -2.1520 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6292 -4.1706 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6771 -6.2878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 2.9048 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5156 0.4841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7421 -4.8117 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0412 -6.9447 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2875 -3.9207 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3880 -4.8117 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5487 -1.1864 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1612 -7.1263 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2329 -4.9276 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 3.3406 -2.2558 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0239 -5.4686 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6771 1.9365 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7809 -2.1520 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6771 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0067 -7.0171 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0446 -3.3170 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3487 -0.6410 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6771 -7.9649 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 41 1 0 0 0 0 13 41 1 0 0 0 0 14 49 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 21 1 0 0 0 0 17 26 1 0 0 0 0 18 20 1 0 0 0 0 18 38 1 0 0 0 0 19 29 1 0 0 0 0 19 39 1 0 0 0 0 20 3 1 6 0 0 0 20 30 1 0 0 0 0 21 4 1 1 0 0 0 21 50 1 0 0 0 0 22 5 1 1 0 0 0 22 30 1 0 0 0 0 22 33 1 0 0 0 0 23 6 1 1 0 0 0 23 31 1 0 0 0 0 23 35 1 0 0 0 0 24 7 1 1 0 0 0 24 31 1 0 0 0 0 24 36 1 0 0 0 0 25 8 1 1 0 0 0 25 34 1 0 0 0 0 25 51 1 0 0 0 0 26 32 1 0 0 0 0 26 41 1 1 0 0 0 27 40 1 6 0 0 0 27 52 1 0 0 0 0 28 42 2 0 0 0 0 28 53 1 0 0 0 0 29 51 1 0 0 0 0 29 54 1 6 0 0 0 30 43 2 0 0 0 0 31 54 1 6 0 0 0 32 37 1 0 0 0 0 32 53 1 6 0 0 0 33 40 1 6 0 0 0 33 44 1 0 0 0 0 34 39 1 6 0 0 0 34 45 1 0 0 0 0 35 38 1 6 0 0 0 35 55 1 0 0 0 0 36 46 2 0 0 0 0 36 52 1 0 0 0 0 37 50 1 0 0 0 0 37 55 1 1 0 0 0 38 9 1 6 0 0 0 38 47 1 0 0 0 0 39 10 1 1 0 0 0 39 49 1 0 0 0 0 40 11 1 6 0 0 0 40 48 1 0 0 0 0 44 56 1 0 0 0 0 45 57 1 0 0 0 0 47 58 1 0 0 0 0 48 59 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	789.49
ALogP	-2.0068
MLogP	4.21
XLogP	2.134
HDA	15
HBD	4
Rotatable Bonds	28
TPSA	199.98
RO5 Violation	1