NPASS drugs

Drug Information

Drug ID:	NPD8305
Drug Name:	Roxithromycin
Molecular Formula:	C41H76N2O15
Canonical SMILES:	COCCOCO/N=C/1[C@H](C)C[C@@](C)(O)[C@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@H](C)[C@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)O)[C@H](C(=O)O[C@@H]([C@@]([C@@H]([C@H]1C)O)(C)O)CC)C
Standard InCHI:	InChI=1S/C41H76N2O15/c1-15-29-41(10,49)34(45)24(4)31(42-53-21-52-17-16-50-13)22(2)19-39(8,48)36(58-38-32(44)28(43(11)12)18-23(3)54-38)25(5)33(26(6)37(47)56-29)57-30-20-40(9,51-14)35(46)27(7)55-30/h22-30,32-36,38,44-46,48-49H,15-21H2,1-14H3/b42-31+/t22-,23-,24+,25+,26-,27+,28+,29-,30+,32-,33+,34-,35+,36-,38+,39-,40-,41-/m1/s1
Standard InCHIKey:	RXZBMPWDPOLZGW-XMRMVWPWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8305

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	95
0.1-0.2	1147
0.2-0.3	7946
0.3-0.4	12662
0.4-0.5	6386
0.5-0.6	2424
0.6-0.7	206
0.7-0.8	22
0.8-0.85	0
0.85-0.9	1
0.9-0.95	1
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
High Similarity	0.902	NPC227622
High Similarity	0.8679	NPC137453
Intermediate Similarity	0.7541	NPC313342
Intermediate Similarity	0.7541	NPC313333
Intermediate Similarity	0.7541	NPC314451
Intermediate Similarity	0.7541	NPC314512
Intermediate Similarity	0.7477	NPC470283
Intermediate Similarity	0.7419	NPC314282
Intermediate Similarity	0.7395	NPC6531
Intermediate Similarity	0.735	NPC261750
Intermediate Similarity	0.735	NPC1111
Intermediate Similarity	0.7317	NPC314629
Intermediate Similarity	0.7311	NPC30196
Intermediate Similarity	0.729	NPC270005
Intermediate Similarity	0.729	NPC208537
Intermediate Similarity	0.7203	NPC60432
Intermediate Similarity	0.7188	NPC316401
Intermediate Similarity	0.717	NPC470284
Intermediate Similarity	0.7165	NPC315387
Intermediate Similarity	0.7165	NPC316205
Intermediate Similarity	0.7115	NPC476523
Intermediate Similarity	0.7075	NPC314364
Intermediate Similarity	0.704	NPC316133
Intermediate Similarity	0.704	NPC318445
Remote Similarity	0.6931	NPC474003
Remote Similarity	0.6855	NPC477515
Remote Similarity	0.6855	NPC313802
Remote Similarity	0.6855	NPC314268
Remote Similarity	0.6855	NPC67917
Remote Similarity	0.6822	NPC470657
Remote Similarity	0.6822	NPC477728
Remote Similarity	0.6783	NPC42320
Remote Similarity	0.6783	NPC188453
Remote Similarity	0.6759	NPC51662
Remote Similarity	0.6759	NPC31349
Remote Similarity	0.6718	NPC313657
Remote Similarity	0.6699	NPC473984
Remote Similarity	0.6667	NPC476087
Remote Similarity	0.6667	NPC297768
Remote Similarity	0.6667	NPC475327
Remote Similarity	0.6667	NPC475270
Remote Similarity	0.6667	NPC173328
Remote Similarity	0.6667	NPC186992
Remote Similarity	0.6667	NPC475667
Remote Similarity	0.6667	NPC477347
Remote Similarity	0.6667	NPC269318
Remote Similarity	0.6667	NPC238056
Remote Similarity	0.6641	NPC315783
Remote Similarity	0.6636	NPC192025
Remote Similarity	0.6636	NPC253975
Remote Similarity	0.6636	NPC125253
Remote Similarity	0.6606	NPC470282
Remote Similarity	0.6604	NPC47135
Remote Similarity	0.6604	NPC477730
Remote Similarity	0.6585	NPC28224
Remote Similarity	0.6574	NPC83839
Remote Similarity	0.6571	NPC471420
Remote Similarity	0.6555	NPC475918
Remote Similarity	0.6542	NPC60849
Remote Similarity	0.6542	NPC472352
Remote Similarity	0.6542	NPC477332
Remote Similarity	0.6538	NPC315535
Remote Similarity	0.6538	NPC478017
Remote Similarity	0.6538	NPC315131
Remote Similarity	0.6519	NPC75318
Remote Similarity	0.6486	NPC477729
Remote Similarity	0.6481	NPC227051
Remote Similarity	0.6476	NPC158302
Remote Similarity	0.6476	NPC146992
Remote Similarity	0.6476	NPC477344
Remote Similarity	0.6476	NPC477346
Remote Similarity	0.6476	NPC22742
Remote Similarity	0.6476	NPC85759
Remote Similarity	0.6476	NPC294748
Remote Similarity	0.6471	NPC145899
Remote Similarity	0.6466	NPC474952
Remote Similarity	0.6457	NPC477237
Remote Similarity	0.6449	NPC248415
Remote Similarity	0.6446	NPC475150
Remote Similarity	0.6444	NPC120420
Remote Similarity	0.6444	NPC477072
Remote Similarity	0.6444	NPC76999
Remote Similarity	0.6442	NPC316242
Remote Similarity	0.6406	NPC305261
Remote Similarity	0.64	NPC211428
Remote Similarity	0.64	NPC285003
Remote Similarity	0.64	NPC241265
Remote Similarity	0.6397	NPC99864
Remote Similarity	0.6393	NPC473578
Remote Similarity	0.6389	NPC155670
Remote Similarity	0.6389	NPC95478
Remote Similarity	0.6389	NPC145748
Remote Similarity	0.6381	NPC150557
Remote Similarity	0.6377	NPC200788
Remote Similarity	0.6377	NPC243680
Remote Similarity	0.6373	NPC291228
Remote Similarity	0.6373	NPC206823
Remote Similarity	0.6373	NPC308096
Remote Similarity	0.637	NPC73829
Remote Similarity	0.637	NPC119794
Remote Similarity	0.6357	NPC477238
Remote Similarity	0.6355	NPC472204
Remote Similarity	0.6355	NPC472200
Remote Similarity	0.6355	NPC477318
Remote Similarity	0.6355	NPC89843
Remote Similarity	0.6355	NPC224953
Remote Similarity	0.6355	NPC143421
Remote Similarity	0.6355	NPC115013
Remote Similarity	0.6355	NPC183888
Remote Similarity	0.6355	NPC259294
Remote Similarity	0.6355	NPC123204
Remote Similarity	0.6355	NPC472202
Remote Similarity	0.6355	NPC119583
Remote Similarity	0.6355	NPC27289
Remote Similarity	0.6355	NPC44782
Remote Similarity	0.6355	NPC290012
Remote Similarity	0.6355	NPC169345
Remote Similarity	0.6355	NPC307400
Remote Similarity	0.6355	NPC477331
Remote Similarity	0.6355	NPC477319
Remote Similarity	0.6355	NPC184915
Remote Similarity	0.6355	NPC472201
Remote Similarity	0.6355	NPC477317
Remote Similarity	0.6355	NPC472203
Remote Similarity	0.6355	NPC126685
Remote Similarity	0.6355	NPC472205
Remote Similarity	0.6331	NPC265908
Remote Similarity	0.6312	NPC475394
Remote Similarity	0.6312	NPC475584
Remote Similarity	0.6312	NPC475152
Remote Similarity	0.6311	NPC469826
Remote Similarity	0.6303	NPC477198
Remote Similarity	0.63	NPC97736
Remote Similarity	0.63	NPC50228
Remote Similarity	0.6296	NPC475472
Remote Similarity	0.6293	NPC189629
Remote Similarity	0.6286	NPC172365
Remote Similarity	0.6286	NPC210729
Remote Similarity	0.6286	NPC82931
Remote Similarity	0.6277	NPC280941
Remote Similarity	0.6277	NPC235772
Remote Similarity	0.6275	NPC184550
Remote Similarity	0.6275	NPC185419
Remote Similarity	0.6271	NPC271207
Remote Similarity	0.6271	NPC255175
Remote Similarity	0.6271	NPC469870
Remote Similarity	0.6271	NPC206711
Remote Similarity	0.6271	NPC469871
Remote Similarity	0.6271	NPC225978
Remote Similarity	0.6268	NPC475892
Remote Similarity	0.6262	NPC267592
Remote Similarity	0.625	NPC292345
Remote Similarity	0.624	NPC469865
Remote Similarity	0.6239	NPC320936
Remote Similarity	0.6226	NPC316807
Remote Similarity	0.6214	NPC169085
Remote Similarity	0.6214	NPC39266
Remote Similarity	0.6214	NPC225748
Remote Similarity	0.6214	NPC163812
Remote Similarity	0.6214	NPC9763
Remote Similarity	0.621	NPC470622
Remote Similarity	0.62	NPC286842
Remote Similarity	0.62	NPC477754
Remote Similarity	0.62	NPC477760
Remote Similarity	0.62	NPC477759
Remote Similarity	0.62	NPC477758
Remote Similarity	0.62	NPC206601
Remote Similarity	0.62	NPC316244
Remote Similarity	0.62	NPC477761
Remote Similarity	0.619	NPC477350
Remote Similarity	0.6174	NPC469998
Remote Similarity	0.616	NPC469824
Remote Similarity	0.6154	NPC86064
Remote Similarity	0.6154	NPC160066
Remote Similarity	0.6148	NPC471844
Remote Similarity	0.6132	NPC476782
Remote Similarity	0.6132	NPC476781
Remote Similarity	0.6132	NPC476783
Remote Similarity	0.6132	NPC216883
Remote Similarity	0.6111	NPC157571
Remote Similarity	0.6106	NPC470009
Remote Similarity	0.6102	NPC472273
Remote Similarity	0.61	NPC477752
Remote Similarity	0.61	NPC477751
Remote Similarity	0.61	NPC477756
Remote Similarity	0.61	NPC477764
Remote Similarity	0.6098	NPC203974
Remote Similarity	0.6098	NPC126753
Remote Similarity	0.6087	NPC315237
Remote Similarity	0.6075	NPC477329
Remote Similarity	0.6075	NPC113745
Remote Similarity	0.6075	NPC477320
Remote Similarity	0.6075	NPC281563
Remote Similarity	0.6075	NPC477330
Remote Similarity	0.6075	NPC146380
Remote Similarity	0.6075	NPC475425
Remote Similarity	0.6075	NPC477328
Remote Similarity	0.6075	NPC109887
Remote Similarity	0.6075	NPC477323
Remote Similarity	0.6075	NPC477326

Drug Structure

NPD8305 OpenBabel08211713012D 63 65 0 0 1 0 0 0 0 0999 V2000 0.6538 7.0308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7514 3.4193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6803 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1432 6.0842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3136 1.2821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3907 3.4193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7809 5.1381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4277 1.6097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6047 1.7115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1953 7.1403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8402 -3.3955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8402 -3.3955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2284 2.6241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8144 3.2285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3136 6.9583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6227 3.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9628 3.8306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8402 -1.4552 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3847 2.7611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3471 2.2602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3571 4.3259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8056 3.6351 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8402 -0.4851 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3847 5.4794 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7345 2.1562 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4449 3.6351 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6363 4.1788 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.9403 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7345 6.0842 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5886 2.8650 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8056 4.6053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8402 -1.4552 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0240 2.7611 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6262 6.0842 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3948 3.5739 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6803 1.9403 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4449 4.6053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8402 -0.4851 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6262 2.1562 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2502 2.6146 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6803 6.3001 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7514 4.8212 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.9104 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6803 -1.9403 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0471 6.9583 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2979 3.9284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3907 4.8212 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5537 1.1887 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1654 7.1403 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5685 3.3353 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2095 2.4700 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0170 3.6147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4113 4.1100 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 2.7332 3.8244 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0240 5.4794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7825 2.1562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6803 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6803 -2.9104 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0145 7.0308 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4425 4.8877 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3552 0.6422 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6803 7.9805 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 11 43 1 0 0 0 0 12 43 1 0 0 0 0 13 50 1 0 0 0 0 14 51 1 0 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 50 1 0 0 0 0 17 52 1 0 0 0 0 18 23 1 0 0 0 0 18 28 1 0 0 0 0 19 22 1 0 0 0 0 19 39 1 0 0 0 0 20 30 1 0 0 0 0 20 40 1 0 0 0 0 21 52 1 0 0 0 0 21 53 1 0 0 0 0 22 2 1 1 0 0 0 22 31 1 0 0 0 0 23 3 1 6 0 0 0 23 54 1 0 0 0 0 24 4 1 6 0 0 0 24 31 1 0 0 0 0 24 34 1 0 0 0 0 25 5 1 6 0 0 0 25 33 1 0 0 0 0 25 36 1 0 0 0 0 26 6 1 6 0 0 0 26 33 1 0 0 0 0 26 37 1 0 0 0 0 27 7 1 1 0 0 0 27 35 1 0 0 0 0 27 55 1 0 0 0 0 28 32 1 0 0 0 0 28 43 1 6 0 0 0 29 41 1 1 0 0 0 29 56 1 0 0 0 0 30 55 1 0 0 0 0 30 57 1 6 0 0 0 31 42 2 0 0 0 0 32 38 1 0 0 0 0 32 44 1 1 0 0 0 33 57 1 1 0 0 0 34 41 1 1 0 0 0 34 45 1 0 0 0 0 35 40 1 6 0 0 0 35 46 1 0 0 0 0 36 39 1 1 0 0 0 36 58 1 0 0 0 0 37 47 2 0 0 0 0 37 56 1 0 0 0 0 38 54 1 0 0 0 0 38 58 1 6 0 0 0 39 8 1 1 0 0 0 39 48 1 0 0 0 0 40 9 1 1 0 0 0 40 51 1 0 0 0 0 41 10 1 1 0 0 0 41 49 1 0 0 0 0 42 53 1 0 0 0 0 44 59 1 0 0 0 0 45 60 1 0 0 0 0 46 61 1 0 0 0 0 48 62 1 0 0 0 0 49 63 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000885
DrugBank
ChEMBL
IUPHAR/BPS	1465
PharmaGKB
KEGG Drug
PubChem CID	6915744
ChEBI
CAS Number

Drug Properties

Molecular Weight	836.52
ALogP	-2.6352
MLogP	4.1
XLogP	1.736
HDA	15
HBD	5
Rotatable Bonds	32
TPSA	216.89
RO5 Violation	2