NPASS drugs

Drug Information

Drug ID:	NPD8375
Drug Name:	Telithromycin
Molecular Formula:	C43H65N5O10
Canonical SMILES:	CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@@H]2[C@]1(C)OC(=O)N2CCCCn1cnc(c1)c1cccnc1)C)C)(C)OC
Standard InCHI:	InChI=1S/C43H65N5O10/c1-12-33-43(8)37(48(41(53)58-43)19-14-13-18-47-23-31(45-24-47)30-16-15-17-44-22-30)27(4)34(49)25(2)21-42(7,54-11)38(28(5)35(50)29(6)39(52)56-33)57-40-36(51)32(46(9)10)20-26(3)55-40/h15-17,22-29,32-33,36-38,40,51H,12-14,18-21H2,1-11H3/t25-,26-,27+,28+,29-,32+,33-,36-,37-,38-,40+,42-,43-/m1/s1
Standard InCHIKey:	LJVAJPDWBABPEJ-PNUFFHFMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8375

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	285
0.1-0.2	1577
0.2-0.3	7421
0.3-0.4	16052
0.4-0.5	3076
0.5-0.6	1904
0.6-0.7	565
0.7-0.8	10
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.7395	NPC64216
Intermediate Similarity	0.7254	NPC89987
Intermediate Similarity	0.7234	NPC54744
Intermediate Similarity	0.7172	NPC69843
Intermediate Similarity	0.7132	NPC472436
Intermediate Similarity	0.7042	NPC281049
Intermediate Similarity	0.7016	NPC472435
Intermediate Similarity	0.7004	NPC320968
Intermediate Similarity	0.7	NPC149708
Intermediate Similarity	0.7	NPC238945
Remote Similarity	0.6992	NPC478158
Remote Similarity	0.6983	NPC54537
Remote Similarity	0.697	NPC50997
Remote Similarity	0.697	NPC160127
Remote Similarity	0.6966	NPC473376
Remote Similarity	0.696	NPC117244
Remote Similarity	0.696	NPC473763
Remote Similarity	0.696	NPC472097
Remote Similarity	0.6953	NPC155143
Remote Similarity	0.6951	NPC107160
Remote Similarity	0.6917	NPC313640
Remote Similarity	0.691	NPC475506
Remote Similarity	0.6883	NPC244536
Remote Similarity	0.688	NPC220852
Remote Similarity	0.6857	NPC253987
Remote Similarity	0.6846	NPC314882
Remote Similarity	0.6846	NPC478157
Remote Similarity	0.6836	NPC477633
Remote Similarity	0.6833	NPC75634
Remote Similarity	0.6815	NPC476491
Remote Similarity	0.6815	NPC476492
Remote Similarity	0.6805	NPC242872
Remote Similarity	0.6805	NPC263117
Remote Similarity	0.6805	NPC125181
Remote Similarity	0.6803	NPC52254
Remote Similarity	0.68	NPC21461
Remote Similarity	0.6798	NPC285343
Remote Similarity	0.6798	NPC182814
Remote Similarity	0.6793	NPC238457
Remote Similarity	0.679	NPC477634
Remote Similarity	0.6786	NPC158055
Remote Similarity	0.6781	NPC473640
Remote Similarity	0.6778	NPC107077
Remote Similarity	0.6778	NPC223791
Remote Similarity	0.677	NPC472434
Remote Similarity	0.6761	NPC475271
Remote Similarity	0.6757	NPC469938
Remote Similarity	0.6754	NPC328798
Remote Similarity	0.6754	NPC472323
Remote Similarity	0.674	NPC62510
Remote Similarity	0.6739	NPC127647
Remote Similarity	0.6737	NPC476874
Remote Similarity	0.6737	NPC5802
Remote Similarity	0.6726	NPC325093
Remote Similarity	0.6726	NPC327373
Remote Similarity	0.6724	NPC20593
Remote Similarity	0.672	NPC33949
Remote Similarity	0.6717	NPC472846
Remote Similarity	0.6716	NPC315467
Remote Similarity	0.6709	NPC157821
Remote Similarity	0.6708	NPC162860
Remote Similarity	0.6706	NPC328924
Remote Similarity	0.6695	NPC233431
Remote Similarity	0.6695	NPC276373
Remote Similarity	0.6695	NPC300139
Remote Similarity	0.6694	NPC82070
Remote Similarity	0.6694	NPC174788
Remote Similarity	0.6693	NPC171393
Remote Similarity	0.6693	NPC295452
Remote Similarity	0.6681	NPC282458
Remote Similarity	0.6681	NPC78941
Remote Similarity	0.6681	NPC293917
Remote Similarity	0.668	NPC476114
Remote Similarity	0.6679	NPC478006
Remote Similarity	0.6667	NPC160666
Remote Similarity	0.6667	NPC318020
Remote Similarity	0.6667	NPC313804
Remote Similarity	0.6667	NPC315804
Remote Similarity	0.6641	NPC478029
Remote Similarity	0.6639	NPC477548
Remote Similarity	0.663	NPC478009
Remote Similarity	0.663	NPC321939
Remote Similarity	0.663	NPC478010
Remote Similarity	0.6625	NPC54420
Remote Similarity	0.661	NPC474767
Remote Similarity	0.661	NPC100321
Remote Similarity	0.6609	NPC325775
Remote Similarity	0.6602	NPC28945
Remote Similarity	0.6601	NPC475859
Remote Similarity	0.6601	NPC475969
Remote Similarity	0.66	NPC233727
Remote Similarity	0.66	NPC19170
Remote Similarity	0.6599	NPC250178
Remote Similarity	0.6598	NPC229348
Remote Similarity	0.6598	NPC234078
Remote Similarity	0.6598	NPC221100
Remote Similarity	0.6597	NPC193761
Remote Similarity	0.6583	NPC277350
Remote Similarity	0.6579	NPC322043
Remote Similarity	0.657	NPC472752
Remote Similarity	0.6564	NPC15840
Remote Similarity	0.6562	NPC478028
Remote Similarity	0.6561	NPC470730
Remote Similarity	0.6561	NPC477175
Remote Similarity	0.656	NPC476817
Remote Similarity	0.6557	NPC111732
Remote Similarity	0.6556	NPC474905
Remote Similarity	0.6556	NPC314056
Remote Similarity	0.655	NPC472119
Remote Similarity	0.655	NPC24589
Remote Similarity	0.6549	NPC323752
Remote Similarity	0.6548	NPC323244
Remote Similarity	0.6548	NPC186351
Remote Similarity	0.6548	NPC475258
Remote Similarity	0.6546	NPC471506
Remote Similarity	0.654	NPC476516
Remote Similarity	0.6538	NPC477795
Remote Similarity	0.6538	NPC477805
Remote Similarity	0.6538	NPC477796
Remote Similarity	0.6538	NPC477806
Remote Similarity	0.6535	NPC474877
Remote Similarity	0.6522	NPC297862
Remote Similarity	0.652	NPC327095
Remote Similarity	0.652	NPC312942
Remote Similarity	0.6516	NPC54981
Remote Similarity	0.651	NPC165743
Remote Similarity	0.6509	NPC213629
Remote Similarity	0.6509	NPC478011
Remote Similarity	0.6509	NPC478012
Remote Similarity	0.6508	NPC319232
Remote Similarity	0.6508	NPC24370
Remote Similarity	0.6508	NPC909
Remote Similarity	0.6508	NPC475338
Remote Similarity	0.65	NPC476115
Remote Similarity	0.6498	NPC102008
Remote Similarity	0.6496	NPC477176
Remote Similarity	0.6496	NPC470729
Remote Similarity	0.6496	NPC116622
Remote Similarity	0.6494	NPC40455
Remote Similarity	0.6492	NPC473310
Remote Similarity	0.6486	NPC314176
Remote Similarity	0.6484	NPC478013
Remote Similarity	0.6484	NPC63279
Remote Similarity	0.6478	NPC470731
Remote Similarity	0.6471	NPC477906
Remote Similarity	0.6471	NPC477177
Remote Similarity	0.6463	NPC317752
Remote Similarity	0.6462	NPC99891
Remote Similarity	0.6461	NPC116555
Remote Similarity	0.6459	NPC297642
Remote Similarity	0.6457	NPC56109
Remote Similarity	0.6457	NPC191382
Remote Similarity	0.6454	NPC155444
Remote Similarity	0.6453	NPC14812
Remote Similarity	0.645	NPC472107
Remote Similarity	0.645	NPC79062
Remote Similarity	0.6443	NPC267926
Remote Similarity	0.6443	NPC472762
Remote Similarity	0.6439	NPC471564
Remote Similarity	0.6434	NPC57453
Remote Similarity	0.6431	NPC74619
Remote Similarity	0.6429	NPC266192
Remote Similarity	0.6429	NPC171317
Remote Similarity	0.6423	NPC318299
Remote Similarity	0.6422	NPC235684
Remote Similarity	0.6417	NPC124029
Remote Similarity	0.6417	NPC211920
Remote Similarity	0.6417	NPC57690
Remote Similarity	0.6411	NPC147983
Remote Similarity	0.6411	NPC470732
Remote Similarity	0.6411	NPC177996
Remote Similarity	0.6407	NPC470003
Remote Similarity	0.6405	NPC12944
Remote Similarity	0.6405	NPC25442
Remote Similarity	0.6403	NPC141428
Remote Similarity	0.6397	NPC282247
Remote Similarity	0.6397	NPC472291
Remote Similarity	0.6395	NPC35208
Remote Similarity	0.6395	NPC475426
Remote Similarity	0.6393	NPC71238
Remote Similarity	0.639	NPC143977
Remote Similarity	0.6388	NPC317054
Remote Similarity	0.6383	NPC129909
Remote Similarity	0.638	NPC472845
Remote Similarity	0.6375	NPC121327
Remote Similarity	0.6371	NPC57994
Remote Similarity	0.6371	NPC289299
Remote Similarity	0.6368	NPC472289
Remote Similarity	0.6368	NPC474217
Remote Similarity	0.6367	NPC476493
Remote Similarity	0.6364	NPC472104
Remote Similarity	0.636	NPC314270
Remote Similarity	0.636	NPC24594
Remote Similarity	0.636	NPC253482
Remote Similarity	0.636	NPC472122
Remote Similarity	0.6356	NPC292517
Remote Similarity	0.6353	NPC477630
Remote Similarity	0.6353	NPC477635
Remote Similarity	0.6352	NPC316403
Remote Similarity	0.6352	NPC478077

Drug Structure

NPD8375 OpenBabel08211713012D 59 63 0 0 1 0 0 0 0 0999 V2000 -2.3164 -0.2428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2552 -3.9655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5537 -6.4899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6282 -1.2185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3192 -6.1684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0759 -3.9655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9898 -6.2646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2502 -1.9830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6877 -9.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9557 -9.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7918 -5.3968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3192 -0.3175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1450 -0.9985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1491 -1.0881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7291 -0.9003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8707 -0.3874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7142 -1.9002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5654 -0.0911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5734 -0.2704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6877 -7.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8464 -4.6439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9823 -1.8743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2193 -0.7546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0743 0.8570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2803 -3.7430 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6877 -6.9899 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8464 -1.8420 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8853 -5.2674 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1010 -3.7430 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.9973 -0.8744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1388 -0.3615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8217 -8.4899 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8853 -1.2185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2803 -2.7430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6671 -4.6439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9557 -7.9899 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0646 -1.2185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0896 -5.4899 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1010 -2.7430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9557 -6.9899 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9195 0.3930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0646 -5.2674 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0896 -0.9960 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.8408 -2.3872 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0492 0.6344 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8217 -9.4899 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5614 -0.0015 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5775 -0.3600 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2552 -2.5204 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4490 -5.2674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0896 -8.4899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0759 -2.5204 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1420 1.3680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8908 -5.8307 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8217 -6.4899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6671 -1.8420 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0896 -6.4899 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 -0.7764 -7.9899 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 9 46 1 0 0 0 0 10 46 1 0 0 0 0 11 54 1 0 0 0 0 12 33 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 16 30 1 0 0 0 0 17 44 2 0 0 0 0 18 47 1 0 0 0 0 19 48 1 0 0 0 0 20 26 1 0 0 0 0 20 32 1 0 0 0 0 21 25 1 0 0 0 0 21 42 1 0 0 0 0 22 30 2 0 0 0 0 22 44 1 0 0 0 0 23 31 2 0 0 0 0 23 47 1 0 0 0 0 24 45 2 0 0 0 0 24 47 1 0 0 0 0 25 2 1 6 0 0 0 25 34 1 0 0 0 0 26 3 1 6 0 0 0 26 55 1 0 0 0 0 27 4 1 1 0 0 0 27 34 1 0 0 0 0 27 37 1 0 0 0 0 28 5 1 1 0 0 0 28 35 1 0 0 0 0 28 38 1 0 0 0 0 29 6 1 1 0 0 0 29 35 1 0 0 0 0 29 39 1 0 0 0 0 30 31 1 0 0 0 0 31 45 1 0 0 0 0 32 36 1 0 0 0 0 32 46 1 6 0 0 0 33 43 1 6 0 0 0 33 56 1 0 0 0 0 34 49 2 0 0 0 0 35 50 2 0 0 0 0 36 40 1 0 0 0 0 36 51 1 1 0 0 0 37 43 1 6 0 0 0 37 48 1 0 0 0 0 38 42 1 6 0 0 0 38 57 1 0 0 0 0 39 52 2 0 0 0 0 39 56 1 0 0 0 0 40 55 1 0 0 0 0 40 57 1 6 0 0 0 41 48 1 0 0 0 0 41 53 2 0 0 0 0 41 58 1 0 0 0 0 42 7 1 6 0 0 0 42 54 1 0 0 0 0 43 8 1 6 0 0 0 43 58 1 0 0 0 0 51 59 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000109
DrugBank	DB00976
ChEMBL	CHEMBL1136
IUPHAR/BPS
PharmaGKB	PA10202
KEGG Drug	D01078
PubChem CID	3002190
ChEBI
CAS Number	191114-48-4

Drug Properties

Molecular Weight	811.47
ALogP	-0.9376
MLogP	4.54
XLogP	2.835
HDA	15
HBD	1
Rotatable Bonds	23
TPSA	171.85
RO5 Violation	2