NPASS drugs

Drug Information

Drug ID:	NPD8346
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)O[C@@H]([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-DWIOZXRMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD8346

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

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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

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Drug Structure

NPD8346 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 2 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 6 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	DAP000888
DrugBank	DB00954
ChEMBL	CHEMBL1237072
IUPHAR/BPS
PharmaGKB	PA449368
KEGG Drug	D03865
PubChem CID
ChEBI	474014
CAS Number	62013-04-1

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