NPASS drugs

Drug Information

Drug ID:	NPD8392
Drug Name:	Spiramycin
Molecular Formula:	C43H74N2O14
Canonical SMILES:	O=CC[C@H]1C[C@@H](C)[C@H](/C=C/C=C/C[C@H](OC(=O)C[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)N(C)C)O[C@H]1C[C@@](C)(O)[C@H]([C@@H](O1)C)O)OC)O)C)O[C@H]1CC[C@@H]([C@@H](O1)C)N(C)C
Standard InCHI:	InChI=1S/C43H74N2O14/c1-24-21-29(19-20-46)39(59-42-37(49)36(45(9)10)38(27(4)56-42)58-35-23-43(6,51)41(50)28(5)55-35)40(52-11)31(47)22-33(48)53-25(2)15-13-12-14-16-32(24)57-34-18-17-30(44(7)8)26(3)54-34/h12-14,16,20,24-32,34-42,47,49-51H,15,17-19,21-23H2,1-11H3/b13-12+,16-14+/t24-,25-,26+,27-,28+,29+,30+,31-,32+,34+,35+,36-,37-,38-,39+,40+,41+,42+,43-/m1/s1
Standard InCHIKey:	ACTOXUHEUCPTEW-KWBWCIJSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD8392

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	84
0.1-0.2	497
0.2-0.3	2220
0.3-0.4	7513
0.4-0.5	12982
0.5-0.6	6050
0.6-0.7	1472
0.7-0.8	52
0.8-0.85	9
0.85-0.9	6
0.9-0.95	4
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	0.9583	NPC314282
High Similarity	0.9417	NPC314451
High Similarity	0.9417	NPC314512
High Similarity	0.9417	NPC313333
High Similarity	0.9417	NPC313342
High Similarity	0.8968	NPC316401
High Similarity	0.896	NPC315387
High Similarity	0.896	NPC316205
High Similarity	0.871	NPC314629
High Similarity	0.856	NPC316133
High Similarity	0.856	NPC318445
Intermediate Similarity	0.8387	NPC314268
Intermediate Similarity	0.8387	NPC477515
Intermediate Similarity	0.8387	NPC67917
Intermediate Similarity	0.8387	NPC313802
Intermediate Similarity	0.8226	NPC6531
Intermediate Similarity	0.8145	NPC30196
Intermediate Similarity	0.8125	NPC315783
Intermediate Similarity	0.8049	NPC261750
Intermediate Similarity	0.8049	NPC1111
Intermediate Similarity	0.7903	NPC60432
Intermediate Similarity	0.775	NPC227622
Intermediate Similarity	0.7664	NPC99864
Intermediate Similarity	0.7591	NPC120420
Intermediate Similarity	0.752	NPC315836
Intermediate Similarity	0.752	NPC313668
Intermediate Similarity	0.748	NPC469869
Intermediate Similarity	0.7424	NPC469812
Intermediate Similarity	0.7424	NPC183353
Intermediate Similarity	0.7424	NPC170880
Intermediate Similarity	0.736	NPC137453
Intermediate Similarity	0.7302	NPC193765
Intermediate Similarity	0.7293	NPC156379
Intermediate Similarity	0.7293	NPC475383
Intermediate Similarity	0.728	NPC476738
Intermediate Similarity	0.728	NPC476740
Intermediate Similarity	0.7273	NPC241050
Intermediate Similarity	0.7258	NPC309398
Intermediate Similarity	0.7252	NPC475642
Intermediate Similarity	0.7226	NPC329919
Intermediate Similarity	0.7226	NPC477793
Intermediate Similarity	0.7165	NPC473807
Intermediate Similarity	0.7164	NPC473228
Intermediate Similarity	0.7164	NPC470829
Intermediate Similarity	0.7154	NPC469871
Intermediate Similarity	0.7154	NPC469870
Intermediate Similarity	0.7132	NPC29501
Intermediate Similarity	0.712	NPC474581
Intermediate Similarity	0.712	NPC475367
Intermediate Similarity	0.712	NPC473816
Intermediate Similarity	0.7086	NPC265699
Intermediate Similarity	0.7073	NPC187761
Intermediate Similarity	0.7073	NPC261377
Intermediate Similarity	0.7073	NPC83895
Intermediate Similarity	0.7073	NPC255592
Intermediate Similarity	0.7073	NPC308567
Intermediate Similarity	0.7068	NPC13710
Intermediate Similarity	0.7039	NPC100612
Intermediate Similarity	0.7039	NPC174336
Intermediate Similarity	0.7039	NPC475599
Intermediate Similarity	0.7039	NPC113620
Intermediate Similarity	0.7039	NPC187497
Intermediate Similarity	0.7037	NPC23963
Intermediate Similarity	0.7031	NPC475150
Intermediate Similarity	0.7027	NPC316249
Intermediate Similarity	0.7021	NPC314361
Intermediate Similarity	0.7014	NPC200788
Intermediate Similarity	0.7014	NPC243680
Intermediate Similarity	0.7	NPC126897
Intermediate Similarity	0.7	NPC21713
Intermediate Similarity	0.7	NPC475608
Intermediate Similarity	0.7	NPC297945
Remote Similarity	0.6993	NPC145899
Remote Similarity	0.6992	NPC40812
Remote Similarity	0.6974	NPC475527
Remote Similarity	0.696	NPC2313
Remote Similarity	0.696	NPC57586
Remote Similarity	0.696	NPC475655
Remote Similarity	0.696	NPC471637
Remote Similarity	0.696	NPC475157
Remote Similarity	0.696	NPC154132
Remote Similarity	0.6947	NPC469865
Remote Similarity	0.6942	NPC320089
Remote Similarity	0.6923	NPC75318
Remote Similarity	0.6923	NPC83005
Remote Similarity	0.6918	NPC172365
Remote Similarity	0.6918	NPC82931
Remote Similarity	0.6918	NPC210729
Remote Similarity	0.6894	NPC75167
Remote Similarity	0.6894	NPC311592
Remote Similarity	0.6892	NPC475892
Remote Similarity	0.6885	NPC472198
Remote Similarity	0.6885	NPC71589
Remote Similarity	0.6875	NPC315070
Remote Similarity	0.6875	NPC475918
Remote Similarity	0.686	NPC472199
Remote Similarity	0.686	NPC472197
Remote Similarity	0.6853	NPC76999
Remote Similarity	0.6853	NPC78189
Remote Similarity	0.685	NPC197736
Remote Similarity	0.6846	NPC473578
Remote Similarity	0.6842	NPC181145
Remote Similarity	0.6838	NPC314482
Remote Similarity	0.6838	NPC48692
Remote Similarity	0.6828	NPC230889
Remote Similarity	0.6824	NPC475394
Remote Similarity	0.6824	NPC475584
Remote Similarity	0.6824	NPC475152
Remote Similarity	0.6815	NPC201889
Remote Similarity	0.6815	NPC475309
Remote Similarity	0.6815	NPC106791
Remote Similarity	0.6806	NPC235772
Remote Similarity	0.6806	NPC280941
Remote Similarity	0.6803	NPC478037
Remote Similarity	0.6803	NPC478036
Remote Similarity	0.6797	NPC231271
Remote Similarity	0.6797	NPC470519
Remote Similarity	0.6783	NPC73829
Remote Similarity	0.6783	NPC119794
Remote Similarity	0.6777	NPC313670
Remote Similarity	0.6774	NPC180722
Remote Similarity	0.6774	NPC165332
Remote Similarity	0.6774	NPC195645
Remote Similarity	0.6772	NPC313569
Remote Similarity	0.6769	NPC475960
Remote Similarity	0.6763	NPC469494
Remote Similarity	0.6759	NPC472430
Remote Similarity	0.6755	NPC244380
Remote Similarity	0.6755	NPC61717
Remote Similarity	0.6744	NPC478038
Remote Similarity	0.6738	NPC470475
Remote Similarity	0.6738	NPC470476
Remote Similarity	0.6721	NPC470379
Remote Similarity	0.6721	NPC470373
Remote Similarity	0.672	NPC472290
Remote Similarity	0.6718	NPC133625
Remote Similarity	0.6715	NPC477140
Remote Similarity	0.6715	NPC477143
Remote Similarity	0.6713	NPC475472
Remote Similarity	0.6692	NPC174836
Remote Similarity	0.6691	NPC45475
Remote Similarity	0.6691	NPC93688
Remote Similarity	0.6691	NPC109603
Remote Similarity	0.6691	NPC235625
Remote Similarity	0.669	NPC110700
Remote Similarity	0.669	NPC472428
Remote Similarity	0.669	NPC279915
Remote Similarity	0.6667	NPC476779
Remote Similarity	0.6667	NPC470780
Remote Similarity	0.6667	NPC46407
Remote Similarity	0.6644	NPC127656
Remote Similarity	0.6641	NPC477198
Remote Similarity	0.6641	NPC473596
Remote Similarity	0.664	NPC54731
Remote Similarity	0.6623	NPC298067
Remote Similarity	0.6623	NPC214821
Remote Similarity	0.6621	NPC477072
Remote Similarity	0.6621	NPC476777
Remote Similarity	0.6621	NPC476778
Remote Similarity	0.6621	NPC329636
Remote Similarity	0.6619	NPC473231
Remote Similarity	0.6619	NPC275343
Remote Similarity	0.6617	NPC316984
Remote Similarity	0.6617	NPC30911
Remote Similarity	0.6615	NPC201128
Remote Similarity	0.6613	NPC5418
Remote Similarity	0.6597	NPC139585
Remote Similarity	0.6597	NPC477195
Remote Similarity	0.6594	NPC476127
Remote Similarity	0.6594	NPC473130
Remote Similarity	0.6594	NPC476150
Remote Similarity	0.6587	NPC266842
Remote Similarity	0.6575	NPC194716
Remote Similarity	0.6575	NPC158350
Remote Similarity	0.6573	NPC470912
Remote Similarity	0.6571	NPC2370
Remote Similarity	0.6571	NPC41129
Remote Similarity	0.6571	NPC44716
Remote Similarity	0.6569	NPC120599
Remote Similarity	0.6569	NPC200412
Remote Similarity	0.6569	NPC473617
Remote Similarity	0.6569	NPC473828
Remote Similarity	0.6569	NPC156336
Remote Similarity	0.6562	NPC154127
Remote Similarity	0.656	NPC36954
Remote Similarity	0.6558	NPC298005
Remote Similarity	0.6558	NPC36463
Remote Similarity	0.6556	NPC193579
Remote Similarity	0.6556	NPC298469
Remote Similarity	0.6556	NPC141669
Remote Similarity	0.6554	NPC75616
Remote Similarity	0.6552	NPC225791
Remote Similarity	0.6552	NPC469749
Remote Similarity	0.6552	NPC476221
Remote Similarity	0.6552	NPC146857
Remote Similarity	0.6552	NPC32793
Remote Similarity	0.6552	NPC247190
Remote Similarity	0.6552	NPC116075
Remote Similarity	0.6552	NPC477709
Remote Similarity	0.6549	NPC204556

Drug Structure

NPD8392 OpenBabel08211713022D 63 66 0 0 1 0 0 0 0 0999 V2000 1.9613 2.9064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1359 -0.1386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9909 7.2217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8531 1.4776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2655 3.4478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7211 2.9552 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9461 7.2217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4685 8.0748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5593 -2.4627 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4124 -0.9851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6325 -1.8861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2826 2.7727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9321 2.0321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3992 3.2084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2488 1.0993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4162 3.2729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9610 5.5155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4685 4.6624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2660 0.3117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6663 1.0932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3071 1.4232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0753 -1.7333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7062 1.9701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7428 2.3067 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.1844 0.1164 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4834 6.3686 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8531 0.4925 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4124 2.9552 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2427 0.4403 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.4685 6.3686 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0923 -1.6688 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4834 2.9562 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0081 -1.4166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4834 4.6624 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5593 1.4776 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7062 -0.9851 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8531 -1.4776 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7062 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5593 -0.4925 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2088 -1.2332 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5593 3.4478 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.9851 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7062 2.9552 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9610 7.2217 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5593 -1.4776 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0433 2.0033 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8373 -2.6204 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5006 -2.2697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8531 -2.4627 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5593 4.4328 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2137 3.8083 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6091 -2.0147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7487 -0.7671 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9909 5.5155 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4124 1.9701 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 2.9909 3.8093 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5593 0.4925 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8531 -1.4776 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8858 -2.8753 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7062 -2.9552 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4124 4.9254 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7062 4.6614 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7 44 1 0 0 0 0 8 44 1 0 0 0 0 9 45 1 0 0 0 0 10 45 1 0 0 0 0 11 52 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 2 0 0 0 0 15 25 1 0 0 0 0 16 32 1 0 0 0 0 17 18 1 0 0 0 0 17 30 1 0 0 0 0 18 34 1 0 0 0 0 19 20 1 0 0 0 0 20 46 2 0 0 0 0 21 24 1 0 0 0 0 21 29 1 0 0 0 0 22 31 1 0 0 0 0 22 33 1 0 0 0 0 23 35 1 0 0 0 0 23 43 1 0 0 0 0 24 1 1 1 0 0 0 24 32 1 0 0 0 0 25 2 1 1 0 0 0 25 53 1 0 0 0 0 26 3 1 1 0 0 0 26 30 1 0 0 0 0 26 54 1 0 0 0 0 27 4 1 1 0 0 0 27 38 1 0 0 0 0 27 56 1 0 0 0 0 28 5 1 1 0 0 0 28 41 1 0 0 0 0 28 55 1 0 0 0 0 29 19 1 1 0 0 0 29 39 1 0 0 0 0 30 44 1 1 0 0 0 31 40 1 0 0 0 0 31 47 1 1 0 0 0 32 57 1 1 0 0 0 33 48 2 0 0 0 0 33 53 1 0 0 0 0 34 54 1 0 0 0 0 34 57 1 6 0 0 0 35 55 1 0 0 0 0 35 58 1 6 0 0 0 36 37 1 0 0 0 0 36 38 1 0 0 0 0 36 45 1 1 0 0 0 37 42 1 0 0 0 0 37 49 1 6 0 0 0 38 58 1 6 0 0 0 39 40 1 0 0 0 0 39 59 1 1 0 0 0 40 52 1 6 0 0 0 41 43 1 6 0 0 0 41 50 1 0 0 0 0 42 56 1 0 0 0 0 42 59 1 1 0 0 0 43 6 1 1 0 0 0 43 51 1 0 0 0 0 47 60 1 0 0 0 0 49 61 1 0 0 0 0 50 62 1 0 0 0 0 51 63 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB06145
ChEMBL	CHEMBL1908369
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	85260
CAS Number	24916-50-5

Drug Properties

Molecular Weight	842.51
ALogP	-2.2778
MLogP	4.43
XLogP	1.929
HDA	16
HBD	4
Rotatable Bonds	26
TPSA	195.38
RO5 Violation	2