NPASS drugs

Drug Information

Drug ID:	NPD8409
Drug Name:	ketolides (bacterial infection), J&J PRD/Kosan
Molecular Formula:	C44H60N4O12
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(=N2)O)C)C)(C)OC(=O)OC/C=C/c1ccc(cc1)c1ncccn1
Standard InCHI:	InChI=1S/C44H60N4O12/c1-11-32-44(8)36(47-41(53)59-44)26(4)33(49)24(2)23-43(7,60-42(54)55-21-12-14-29-15-17-30(18-16-29)38-45-19-13-20-46-38)37(27(5)34(50)28(6)39(52)57-32)58-40-35(51)31(48(9)10)22-25(3)56-40/h12-20,24-28,31-32,35-37,40,51H,11,21-23H2,1-10H3,(H,47,53)/b14-12+/t24-,25-,26+,27+,28-,31+,32-,35-,36-,37-,40+,43-,44-/m1/s1
Standard InCHIKey:	DFQJJHSJOKBTDT-RLMLGJFJSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8409

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	260
0.1-0.2	1300
0.2-0.3	4784
0.3-0.4	14274
0.4-0.5	7906
0.5-0.6	1986
0.6-0.7	365
0.7-0.8	15
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	0.7342	NPC50997
Intermediate Similarity	0.7342	NPC160127
Intermediate Similarity	0.7202	NPC328798
Intermediate Similarity	0.7182	NPC127647
Intermediate Similarity	0.7112	NPC292517
Intermediate Similarity	0.7094	NPC30570
Intermediate Similarity	0.7091	NPC182814
Intermediate Similarity	0.7064	NPC162812
Intermediate Similarity	0.7045	NPC325775
Intermediate Similarity	0.7018	NPC327373
Intermediate Similarity	0.7018	NPC325093
Intermediate Similarity	0.7012	NPC211920
Intermediate Similarity	0.7012	NPC124029
Intermediate Similarity	0.7009	NPC20593
Intermediate Similarity	0.7	NPC233727
Remote Similarity	0.6996	NPC477906
Remote Similarity	0.6983	NPC472752
Remote Similarity	0.6966	NPC111732
Remote Similarity	0.6955	NPC318020
Remote Similarity	0.6929	NPC477902
Remote Similarity	0.6926	NPC150698
Remote Similarity	0.6926	NPC96801
Remote Similarity	0.6898	NPC469748
Remote Similarity	0.6872	NPC475601
Remote Similarity	0.6864	NPC322043
Remote Similarity	0.6853	NPC309498
Remote Similarity	0.685	NPC476516
Remote Similarity	0.6824	NPC156044
Remote Similarity	0.6824	NPC475835
Remote Similarity	0.6822	NPC476467
Remote Similarity	0.682	NPC62367
Remote Similarity	0.6818	NPC64216
Remote Similarity	0.6792	NPC472555
Remote Similarity	0.6792	NPC216428
Remote Similarity	0.679	NPC26881
Remote Similarity	0.6783	NPC79223
Remote Similarity	0.6774	NPC35208
Remote Similarity	0.6774	NPC475426
Remote Similarity	0.6753	NPC328559
Remote Similarity	0.6751	NPC472553
Remote Similarity	0.675	NPC187494
Remote Similarity	0.6748	NPC116622
Remote Similarity	0.6738	NPC12944
Remote Similarity	0.6738	NPC25442
Remote Similarity	0.6736	NPC477912
Remote Similarity	0.6736	NPC477907
Remote Similarity	0.6736	NPC207531
Remote Similarity	0.6736	NPC477909
Remote Similarity	0.6736	NPC42678
Remote Similarity	0.6733	NPC253482
Remote Similarity	0.6722	NPC301368
Remote Similarity	0.6722	NPC84815
Remote Similarity	0.6721	NPC328154
Remote Similarity	0.6708	NPC477908
Remote Similarity	0.6708	NPC235364
Remote Similarity	0.6708	NPC477911
Remote Similarity	0.6708	NPC475408
Remote Similarity	0.6708	NPC471016
Remote Similarity	0.6708	NPC206343
Remote Similarity	0.6708	NPC471014
Remote Similarity	0.6696	NPC320748
Remote Similarity	0.6696	NPC324245
Remote Similarity	0.6695	NPC313640
Remote Similarity	0.6695	NPC264674
Remote Similarity	0.6694	NPC477901
Remote Similarity	0.6694	NPC473506
Remote Similarity	0.6693	NPC476090
Remote Similarity	0.6681	NPC32451
Remote Similarity	0.668	NPC144779
Remote Similarity	0.668	NPC294579
Remote Similarity	0.668	NPC319556
Remote Similarity	0.668	NPC475271
Remote Similarity	0.668	NPC91125
Remote Similarity	0.668	NPC471980
Remote Similarity	0.6667	NPC244536
Remote Similarity	0.6667	NPC470306
Remote Similarity	0.6667	NPC62844
Remote Similarity	0.6667	NPC193361
Remote Similarity	0.6667	NPC238278
Remote Similarity	0.6667	NPC477903
Remote Similarity	0.6667	NPC477910
Remote Similarity	0.6654	NPC475648
Remote Similarity	0.6653	NPC477900
Remote Similarity	0.6653	NPC473850
Remote Similarity	0.6653	NPC475498
Remote Similarity	0.6653	NPC477899
Remote Similarity	0.6653	NPC317752
Remote Similarity	0.6653	NPC475137
Remote Similarity	0.6653	NPC52254
Remote Similarity	0.664	NPC470486
Remote Similarity	0.664	NPC475644
Remote Similarity	0.664	NPC471190
Remote Similarity	0.664	NPC471977
Remote Similarity	0.6639	NPC6981
Remote Similarity	0.6639	NPC127720
Remote Similarity	0.6639	NPC127026
Remote Similarity	0.6627	NPC476517
Remote Similarity	0.6626	NPC148860
Remote Similarity	0.6625	NPC319128
Remote Similarity	0.6625	NPC228331
Remote Similarity	0.6624	NPC472550
Remote Similarity	0.6624	NPC304179
Remote Similarity	0.6624	NPC48042
Remote Similarity	0.6623	NPC149708
Remote Similarity	0.6623	NPC59033
Remote Similarity	0.6612	NPC250807
Remote Similarity	0.6612	NPC76565
Remote Similarity	0.6612	NPC82070
Remote Similarity	0.6612	NPC57797
Remote Similarity	0.6611	NPC318299
Remote Similarity	0.661	NPC474905
Remote Similarity	0.6599	NPC475600
Remote Similarity	0.6599	NPC228377
Remote Similarity	0.6599	NPC476110
Remote Similarity	0.6599	NPC14116
Remote Similarity	0.6599	NPC328186
Remote Similarity	0.6599	NPC477787
Remote Similarity	0.6599	NPC87152
Remote Similarity	0.6599	NPC285411
Remote Similarity	0.6599	NPC475631
Remote Similarity	0.6599	NPC122968
Remote Similarity	0.6582	NPC63041
Remote Similarity	0.658	NPC329024
Remote Similarity	0.6574	NPC327769
Remote Similarity	0.6574	NPC170751
Remote Similarity	0.6573	NPC311196
Remote Similarity	0.6573	NPC134384
Remote Similarity	0.6573	NPC475362
Remote Similarity	0.6569	NPC40919
Remote Similarity	0.6569	NPC470189
Remote Similarity	0.656	NPC89987
Remote Similarity	0.656	NPC213143
Remote Similarity	0.656	NPC30456
Remote Similarity	0.6556	NPC4421
Remote Similarity	0.6552	NPC472435
Remote Similarity	0.6543	NPC281049
Remote Similarity	0.6543	NPC314270
Remote Similarity	0.6542	NPC280473
Remote Similarity	0.6542	NPC323551
Remote Similarity	0.654	NPC472436
Remote Similarity	0.6534	NPC237702
Remote Similarity	0.6532	NPC146824
Remote Similarity	0.652	NPC473689
Remote Similarity	0.652	NPC475303
Remote Similarity	0.652	NPC292416
Remote Similarity	0.652	NPC475596
Remote Similarity	0.652	NPC316841
Remote Similarity	0.6515	NPC51008
Remote Similarity	0.6515	NPC41724
Remote Similarity	0.6513	NPC470190
Remote Similarity	0.6511	NPC476874
Remote Similarity	0.6498	NPC474217
Remote Similarity	0.6494	NPC320324
Remote Similarity	0.6494	NPC319880
Remote Similarity	0.6494	NPC244839
Remote Similarity	0.6492	NPC472762
Remote Similarity	0.6481	NPC317672
Remote Similarity	0.6475	NPC6576
Remote Similarity	0.6475	NPC473089
Remote Similarity	0.6475	NPC75600
Remote Similarity	0.6475	NPC212768
Remote Similarity	0.6475	NPC158020
Remote Similarity	0.6475	NPC473115
Remote Similarity	0.6468	NPC54537
Remote Similarity	0.6466	NPC233431
Remote Similarity	0.6466	NPC57690
Remote Similarity	0.6466	NPC300139
Remote Similarity	0.6463	NPC2395
Remote Similarity	0.6461	NPC476114
Remote Similarity	0.6452	NPC71079
Remote Similarity	0.6452	NPC235885
Remote Similarity	0.6452	NPC141428
Remote Similarity	0.645	NPC103230
Remote Similarity	0.6446	NPC54744
Remote Similarity	0.6446	NPC165837
Remote Similarity	0.6443	NPC475406
Remote Similarity	0.6437	NPC477788
Remote Similarity	0.6435	NPC472097
Remote Similarity	0.6417	NPC327904
Remote Similarity	0.6417	NPC38959
Remote Similarity	0.6417	NPC477548
Remote Similarity	0.6414	NPC476115
Remote Similarity	0.641	NPC102008
Remote Similarity	0.64	NPC107160
Remote Similarity	0.6389	NPC21461
Remote Similarity	0.6388	NPC285923
Remote Similarity	0.6388	NPC471015
Remote Similarity	0.6382	NPC313804
Remote Similarity	0.6382	NPC315804
Remote Similarity	0.6376	NPC472323
Remote Similarity	0.6375	NPC127677
Remote Similarity	0.6371	NPC5802
Remote Similarity	0.6364	NPC117244
Remote Similarity	0.6364	NPC473763
Remote Similarity	0.6364	NPC278366
Remote Similarity	0.6364	NPC127730
Remote Similarity	0.636	NPC267926
Remote Similarity	0.636	NPC317373
Remote Similarity	0.636	NPC62510
Remote Similarity	0.636	NPC238457

Drug Structure

NPD8409 OpenBabel08211713022D 62 66 0 0 1 0 0 0 0 0999 V2000 0.0055 0.9111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4427 -4.9234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3603 -6.5921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4738 -2.8579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8397 -2.3848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0092 0.3076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6185 -4.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4975 -1.3238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7400 -7.8482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7157 -6.4171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0055 0.9111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2883 -4.8468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7738 -2.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5777 -5.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4437 -3.8468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3097 -5.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3097 -3.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1758 -4.8468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7738 -3.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9078 -1.8468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1544 -5.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0875 -6.7216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7969 -4.1416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8080 -3.9925 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2613 -6.1583 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4818 -2.5632 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8508 -2.2358 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2761 -0.3726 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4437 -4.8468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1758 -3.8468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9885 -6.2877 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5055 0.0451 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9818 -3.4292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7761 -1.2386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0632 -5.2905 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4071 -1.5660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.4855 -3.1667 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0418 -3.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4499 0.1908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2370 -4.7272 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8427 -0.5384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8864 -5.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7524 -3.8468 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7724 -0.6351 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.9078 -3.8468 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0418 -2.3468 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5911 -1.5062 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.8148 -6.8510 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2488 -4.1094 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7317 -0.9438 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9642 -4.8566 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8152 1.1216 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7736 -0.1730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8864 -6.3468 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0204 -4.8468 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3360 -5.1611 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4610 0.3398 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3117 -3.7300 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 3.7524 -4.8468 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0389 -3.8594 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5554 -0.7965 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 9 48 1 0 0 0 0 10 48 1 0 0 0 0 11 32 1 0 0 0 0 12 14 2 0 0 0 0 12 21 1 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 29 1 0 0 0 0 15 17 1 0 0 0 0 15 29 2 0 0 0 0 16 18 2 0 0 0 0 16 29 1 0 0 0 0 17 30 2 0 0 0 0 18 30 1 0 0 0 0 19 45 1 0 0 0 0 20 46 2 0 0 0 0 21 55 1 0 0 0 0 22 25 1 0 0 0 0 22 31 1 0 0 0 0 23 24 1 0 0 0 0 23 43 1 0 0 0 0 24 2 1 1 0 0 0 24 33 1 0 0 0 0 25 3 1 1 0 0 0 25 56 1 0 0 0 0 26 4 1 6 0 0 0 26 33 1 0 0 0 0 26 36 1 0 0 0 0 27 5 1 6 0 0 0 27 34 1 0 0 0 0 27 37 1 0 0 0 0 28 6 1 6 0 0 0 28 34 1 0 0 0 0 28 39 1 0 0 0 0 30 38 1 0 0 0 0 31 35 1 0 0 0 0 31 48 1 1 0 0 0 32 44 1 1 0 0 0 32 57 1 0 0 0 0 33 49 2 0 0 0 0 34 50 2 0 0 0 0 35 40 1 0 0 0 0 35 51 1 6 0 0 0 36 44 1 1 0 0 0 36 47 1 0 0 0 0 37 43 1 1 0 0 0 37 58 1 0 0 0 0 38 45 2 0 0 0 0 38 46 1 0 0 0 0 39 52 2 0 0 0 0 39 57 1 0 0 0 0 40 56 1 0 0 0 0 40 58 1 1 0 0 0 41 47 2 0 0 0 0 41 53 1 0 0 0 0 41 59 1 0 0 0 0 42 54 2 0 0 0 0 42 55 1 0 0 0 0 42 60 1 0 0 0 0 43 7 1 1 0 0 0 43 60 1 0 0 0 0 44 8 1 1 0 0 0 44 59 1 0 0 0 0 51 61 1 0 0 0 0 53 62 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007249
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	836.42
ALogP	1.034
MLogP	4.54
XLogP	5.711
HDA	16
HBD	2
Rotatable Bonds	23
TPSA	205.5
RO5 Violation	3