NPASS drugs

Drug Information

Drug ID:	NPD8347
Drug Name:	Dirithromycin
Molecular Formula:	C42H78N2O14
Canonical SMILES:	COCCOC[C@@H]1N[C@H]2[C@H](C)C[C@@](C)(O)[C@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@@H](C)[C@@H]([C@H](C(=O)OC([C@@]([C@H](O1)[C@H]2C)(C)O)CC)C)O[C@@H]1O[C@@H](C)[C@@H]([C@](C1)(C)OC)O
Standard InCHI:	InChI=1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29?,30-,31+,32+,33-,34+,35+,36-,37-,39+,40-,41-,42-/m1/s1
Standard InCHIKey:	WLOHNSSYAXHWNR-GDLCQVGZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8347

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	113
0.1-0.2	1433
0.2-0.3	9040
0.3-0.4	12794
0.4-0.5	5706
0.5-0.6	1613
0.6-0.7	179
0.7-0.8	11
0.8-0.85	1
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	0.8214	NPC227622
Intermediate Similarity	0.7931	NPC137453
Intermediate Similarity	0.7364	NPC470282
Intermediate Similarity	0.7239	NPC262050
Intermediate Similarity	0.7182	NPC83839
Intermediate Similarity	0.713	NPC470283
Intermediate Similarity	0.7099	NPC313342
Intermediate Similarity	0.7099	NPC314451
Intermediate Similarity	0.7099	NPC313333
Intermediate Similarity	0.7099	NPC314512
Intermediate Similarity	0.7015	NPC315387
Intermediate Similarity	0.7015	NPC316205
Remote Similarity	0.6992	NPC314282
Remote Similarity	0.6975	NPC56298
Remote Similarity	0.6975	NPC471628
Remote Similarity	0.6937	NPC253975
Remote Similarity	0.6937	NPC125253
Remote Similarity	0.6937	NPC192025
Remote Similarity	0.6846	NPC314268
Remote Similarity	0.6846	NPC477515
Remote Similarity	0.6846	NPC313802
Remote Similarity	0.6846	NPC67917
Remote Similarity	0.6842	NPC470284
Remote Similarity	0.6833	NPC315036
Remote Similarity	0.6822	NPC6531
Remote Similarity	0.6818	NPC271772
Remote Similarity	0.6818	NPC36927
Remote Similarity	0.6814	NPC306838
Remote Similarity	0.681	NPC208537
Remote Similarity	0.681	NPC270005
Remote Similarity	0.6788	NPC316401
Remote Similarity	0.6777	NPC42320
Remote Similarity	0.6777	NPC188453
Remote Similarity	0.6772	NPC261750
Remote Similarity	0.6772	NPC1111
Remote Similarity	0.6767	NPC314629
Remote Similarity	0.6755	NPC316244
Remote Similarity	0.6744	NPC30196
Remote Similarity	0.6727	NPC471420
Remote Similarity	0.6723	NPC160066
Remote Similarity	0.6716	NPC477518
Remote Similarity	0.6715	NPC313657
Remote Similarity	0.6694	NPC471844
Remote Similarity	0.6667	NPC221148
Remote Similarity	0.6642	NPC315783
Remote Similarity	0.6641	NPC60432
Remote Similarity	0.6636	NPC318258
Remote Similarity	0.6636	NPC70574
Remote Similarity	0.6591	NPC477237
Remote Similarity	0.6589	NPC28224
Remote Similarity	0.6571	NPC120420
Remote Similarity	0.6565	NPC39485
Remote Similarity	0.6565	NPC221196
Remote Similarity	0.6549	NPC320936
Remote Similarity	0.6545	NPC150557
Remote Similarity	0.6545	NPC98750
Remote Similarity	0.6525	NPC99864
Remote Similarity	0.6519	NPC316133
Remote Similarity	0.6519	NPC318445
Remote Similarity	0.6508	NPC317534
Remote Similarity	0.6493	NPC477238
Remote Similarity	0.6466	NPC314364
Remote Similarity	0.6466	NPC51662
Remote Similarity	0.646	NPC165119
Remote Similarity	0.6444	NPC94319
Remote Similarity	0.6418	NPC305261
Remote Similarity	0.6408	NPC75318
Remote Similarity	0.6403	NPC309249
Remote Similarity	0.6389	NPC200788
Remote Similarity	0.6389	NPC243680
Remote Similarity	0.6387	NPC317377
Remote Similarity	0.6387	NPC321485
Remote Similarity	0.6387	NPC322372
Remote Similarity	0.6387	NPC327517
Remote Similarity	0.6387	NPC319334
Remote Similarity	0.6372	NPC475270
Remote Similarity	0.6372	NPC475667
Remote Similarity	0.6372	NPC238056
Remote Similarity	0.6372	NPC477347
Remote Similarity	0.6372	NPC173328
Remote Similarity	0.6372	NPC269318
Remote Similarity	0.6372	NPC476087
Remote Similarity	0.6372	NPC186992
Remote Similarity	0.6372	NPC475327
Remote Similarity	0.6372	NPC297768
Remote Similarity	0.6364	NPC145899
Remote Similarity	0.6345	NPC265908
Remote Similarity	0.6338	NPC477072
Remote Similarity	0.6338	NPC76999
Remote Similarity	0.6333	NPC469998
Remote Similarity	0.6331	NPC212106
Remote Similarity	0.6327	NPC475152
Remote Similarity	0.6327	NPC475584
Remote Similarity	0.6327	NPC475394
Remote Similarity	0.6306	NPC474003
Remote Similarity	0.6301	NPC172365
Remote Similarity	0.6301	NPC82931
Remote Similarity	0.6301	NPC210729
Remote Similarity	0.6294	NPC235772
Remote Similarity	0.6294	NPC280941
Remote Similarity	0.6284	NPC475892
Remote Similarity	0.6277	NPC473477
Remote Similarity	0.6276	NPC287885
Remote Similarity	0.6268	NPC119794
Remote Similarity	0.6268	NPC73829
Remote Similarity	0.6261	NPC60849
Remote Similarity	0.6261	NPC477332
Remote Similarity	0.6261	NPC472352
Remote Similarity	0.6239	NPC470657
Remote Similarity	0.6232	NPC75839
Remote Similarity	0.6232	NPC68327
Remote Similarity	0.6231	NPC57436
Remote Similarity	0.6231	NPC121479
Remote Similarity	0.6207	NPC277918
Remote Similarity	0.6207	NPC476523
Remote Similarity	0.6204	NPC139857
Remote Similarity	0.6197	NPC475472
Remote Similarity	0.6195	NPC22742
Remote Similarity	0.6195	NPC158302
Remote Similarity	0.6195	NPC477346
Remote Similarity	0.6195	NPC294748
Remote Similarity	0.6195	NPC85759
Remote Similarity	0.6195	NPC477344
Remote Similarity	0.6195	NPC83248
Remote Similarity	0.6195	NPC146992
Remote Similarity	0.6195	NPC100204
Remote Similarity	0.6186	NPC31349
Remote Similarity	0.6183	NPC34977
Remote Similarity	0.6183	NPC246399
Remote Similarity	0.6174	NPC248415
Remote Similarity	0.6174	NPC956
Remote Similarity	0.6174	NPC93630
Remote Similarity	0.6172	NPC475918
Remote Similarity	0.6119	NPC313813
Remote Similarity	0.6093	NPC316249
Remote Similarity	0.6091	NPC206823
Remote Similarity	0.6087	NPC123204
Remote Similarity	0.6087	NPC119583
Remote Similarity	0.6087	NPC471262
Remote Similarity	0.6087	NPC259294
Remote Similarity	0.6087	NPC477319
Remote Similarity	0.6087	NPC27289
Remote Similarity	0.6087	NPC477317
Remote Similarity	0.6087	NPC477318
Remote Similarity	0.6087	NPC472205
Remote Similarity	0.6087	NPC184915
Remote Similarity	0.6087	NPC472201
Remote Similarity	0.6087	NPC472202
Remote Similarity	0.6087	NPC126685
Remote Similarity	0.6087	NPC183888
Remote Similarity	0.6087	NPC288415
Remote Similarity	0.6087	NPC45906
Remote Similarity	0.6087	NPC20035
Remote Similarity	0.6087	NPC143421
Remote Similarity	0.6087	NPC89843
Remote Similarity	0.6087	NPC224953
Remote Similarity	0.6087	NPC472200
Remote Similarity	0.6087	NPC81006
Remote Similarity	0.6087	NPC44782
Remote Similarity	0.6087	NPC290012
Remote Similarity	0.6087	NPC307400
Remote Similarity	0.6087	NPC115013
Remote Similarity	0.6087	NPC31313
Remote Similarity	0.6087	NPC472204
Remote Similarity	0.6087	NPC169345
Remote Similarity	0.6087	NPC149908
Remote Similarity	0.6087	NPC477331
Remote Similarity	0.6087	NPC472203
Remote Similarity	0.6084	NPC15249
Remote Similarity	0.6084	NPC25455
Remote Similarity	0.608	NPC474952
Remote Similarity	0.6077	NPC469826
Remote Similarity	0.6071	NPC474371
Remote Similarity	0.605	NPC314408
Remote Similarity	0.605	NPC477060
Remote Similarity	0.605	NPC314007
Remote Similarity	0.605	NPC52533
Remote Similarity	0.605	NPC123746
Remote Similarity	0.605	NPC43850
Remote Similarity	0.6048	NPC471843
Remote Similarity	0.6042	NPC314361
Remote Similarity	0.6042	NPC122819
Remote Similarity	0.6034	NPC47135
Remote Similarity	0.6027	NPC297058
Remote Similarity	0.6015	NPC314306
Remote Similarity	0.6014	NPC180770
Remote Similarity	0.6	NPC147753
Remote Similarity	0.6	NPC150057
Remote Similarity	0.6	NPC267592
Remote Similarity	0.6	NPC322966
Remote Similarity	0.6	NPC292345
Remote Similarity	0.5985	NPC470622
Remote Similarity	0.5972	NPC139585
Remote Similarity	0.597	NPC241597
Remote Similarity	0.5965	NPC316807
Remote Similarity	0.5962	NPC265699
Remote Similarity	0.5962	NPC475527
Remote Similarity	0.596	NPC141669
Remote Similarity	0.5957	NPC471263
Remote Similarity	0.5954	NPC475150

Drug Structure

NPD8347 OpenBabel08211713012D 63 66 0 0 1 0 0 0 0 0999 V2000 -0.8477 -7.6482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6830 -3.3700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6562 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0835 -5.9967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3091 -1.2636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3707 -3.3700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9366 -1.9808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3784 -1.5865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2346 -5.0087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1781 -7.0375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8281 3.3467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8281 3.3467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3373 -7.2312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1257 -4.7237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3091 -6.8582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3047 -5.9363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4755 -5.2377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8281 1.4343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3360 -2.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6939 -3.7693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5081 -3.9428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7508 -3.5828 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8281 0.4781 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3360 -5.4005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7240 -2.1251 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4385 -3.5828 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1890 -2.5770 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 1.9124 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7240 -5.9967 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.2557 -4.5390 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5514 -2.8238 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7508 -4.5390 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8281 1.4343 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0236 -2.7213 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3316 -3.5225 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6562 -1.9124 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5884 -5.9967 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4385 -4.5390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8281 0.4781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5884 -2.1251 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5840 -4.1187 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6562 -6.2094 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0032 -4.1790 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.8686 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6562 1.9124 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2216 -3.8718 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3707 -4.7518 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5169 -1.1716 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1343 -7.0375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4472 -6.8818 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1802 -4.8662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6180 -4.2922 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 3.2990 -2.2276 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0236 -5.4005 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0710 -5.3479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7712 -2.1251 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6562 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0032 -3.2228 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6562 2.8686 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9692 -3.2756 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3070 -0.6330 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0904 -7.0375 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 11 44 1 0 0 0 0 12 44 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 40 1 0 0 0 0 20 31 1 0 0 0 0 20 41 1 0 0 0 0 21 52 1 0 0 0 0 22 2 1 6 0 0 0 22 32 1 0 0 0 0 23 3 1 1 0 0 0 23 53 1 0 0 0 0 24 4 1 1 0 0 0 24 32 1 0 0 0 0 24 37 1 0 0 0 0 25 5 1 1 0 0 0 25 34 1 0 0 0 0 25 36 1 0 0 0 0 26 6 1 1 0 0 0 26 34 1 0 0 0 0 26 38 1 0 0 0 0 27 7 1 1 0 0 0 27 35 1 0 0 0 0 27 54 1 0 0 0 0 28 33 1 0 0 0 0 28 44 1 1 0 0 0 29 42 1 0 0 0 0 29 55 1 0 0 0 0 30 21 1 1 0 0 0 30 43 1 0 0 0 0 30 56 1 0 0 0 0 31 54 1 0 0 0 0 31 57 1 6 0 0 0 32 43 1 1 0 0 0 33 39 1 0 0 0 0 33 45 1 6 0 0 0 34 57 1 6 0 0 0 35 41 1 6 0 0 0 35 46 1 0 0 0 0 36 40 1 6 0 0 0 36 58 1 0 0 0 0 37 42 1 1 0 0 0 37 56 1 0 0 0 0 38 47 2 0 0 0 0 38 55 1 0 0 0 0 39 53 1 0 0 0 0 39 58 1 1 0 0 0 40 8 1 6 0 0 0 40 48 1 0 0 0 0 41 9 1 1 0 0 0 41 51 1 0 0 0 0 42 10 1 6 0 0 0 42 49 1 0 0 0 0 43 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
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	834.55
ALogP	-2.7246
MLogP	4.32
XLogP	1.555
HDA	16
HBD	5
Rotatable Bonds	30
TPSA	196.33
RO5 Violation	2