NPASS drugs

Drug Information

Drug ID:	NPD8140
Drug Name:	Azithromycin
Molecular Formula:	C38H72N2O12
Canonical SMILES:	CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)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](CN([C@@H]([C@H]([C@]1(C)O)O)C)C)C)(C)O
Standard InCHI:	InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
Standard InCHIKey:	MQTOSJVFKKJCRP-BICOPXKESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8140

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	108
0.1-0.2	1242
0.2-0.3	7202
0.3-0.4	12832
0.4-0.5	6480
0.5-0.6	2727
0.6-0.7	271
0.7-0.8	26
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

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Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.92	NPC227622
High Similarity	0.8846	NPC137453
Intermediate Similarity	0.7667	NPC314451
Intermediate Similarity	0.7667	NPC314512
Intermediate Similarity	0.7667	NPC313342
Intermediate Similarity	0.7667	NPC313333
Intermediate Similarity	0.7619	NPC470283
Intermediate Similarity	0.7541	NPC314282
Intermediate Similarity	0.7521	NPC6531
Intermediate Similarity	0.7478	NPC261750

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Drug Structure

NPD8140 OpenBabel08211713002D 57 59 0 0 1 0 0 0 0 0999 V2000 6.1119 -3.2712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5696 3.5700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5177 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2944 -0.0675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6339 -2.3876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7017 1.2944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0423 -5.2387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5422 2.7530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5224 -4.7551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0676 -1.7239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4784 0.2495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9607 1.8427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0170 2.4803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5552 -6.4304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5053 -2.3876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6387 -0.3483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6235 2.4016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5552 -3.7879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5157 2.4016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5696 2.6027 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7188 -0.6472 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2563 0.0336 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2024 -1.6051 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7818 0.9955 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8800 -4.7551 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8397 0.5978 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9368 -1.6051 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7176 -3.3043 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1210 1.2450 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5552 -0.8863 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8829 0.0336 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7176 -5.2387 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3574 0.9955 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0860 -1.9985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2011 0.9461 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8410 1.8331 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5552 -4.7551 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.5840 -0.8863 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7596 0.8967 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2982 1.8331 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3221 2.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8448 -0.0675 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7176 -6.2060 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8849 -2.9445 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8950 2.0342 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5512 -0.8863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0388 -5.5928 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 0.8800 -3.7879 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 -1.9985 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7176 -1.3699 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5177 1.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2419 2.4899 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4133 0.7150 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8800 -6.6896 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5961 2.9541 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0348 -1.7239 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 11 39 1 0 0 0 0 12 39 1 0 0 0 0 13 40 1 0 0 0 0 14 47 1 0 0 0 0 15 27 1 0 0 0 0 16 21 1 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 17 36 1 0 0 0 0 18 28 1 0 0 0 0 18 37 1 0 0 0 0 19 20 1 0 0 0 0 19 40 1 0 0 0 0 20 2 1 1 0 0 0 21 3 1 6 0 0 0 21 48 1 0 0 0 0 22 4 1 6 0 0 0 22 30 1 0 0 0 0 22 33 1 0 0 0 0 23 5 1 6 0 0 0 23 30 1 0 0 0 0 23 34 1 0 0 0 0 24 6 1 6 0 0 0 24 31 1 0 0 0 0 24 40 1 0 0 0 0 25 7 1 6 0 0 0 25 32 1 0 0 0 0 25 49 1 0 0 0 0 26 29 1 0 0 0 0 26 39 1 6 0 0 0 27 38 1 1 0 0 0 27 50 1 0 0 0 0 28 49 1 0 0 0 0 28 51 1 1 0 0 0 29 35 1 0 0 0 0 29 41 1 1 0 0 0 30 51 1 1 0 0 0 31 38 1 1 0 0 0 31 42 1 0 0 0 0 32 37 1 1 0 0 0 32 43 1 0 0 0 0 33 36 1 1 0 0 0 33 52 1 0 0 0 0 34 44 2 0 0 0 0 34 50 1 0 0 0 0 35 48 1 0 0 0 0 35 52 1 6 0 0 0 36 8 1 1 0 0 0 36 45 1 0 0 0 0 37 9 1 6 0 0 0 37 47 1 0 0 0 0 38 10 1 1 0 0 0 38 46 1 0 0 0 0 41 53 1 0 0 0 0 42 54 1 0 0 0 0 43 55 1 0 0 0 0 45 56 1 0 0 0 0 46 57 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001539; DIB010944
DrugBank	DB00207
ChEMBL	CHEMBL529
IUPHAR/BPS
PharmaGKB	PA448519
KEGG Drug
PubChem CID	447043
ChEBI	2955
CAS Number	83905-01-5

Drug Properties

Molecular Weight	748.51
ALogP	-2.5265
MLogP	4.1
XLogP	1.888
HDA	14
HBD	5
Rotatable Bonds	26
TPSA	180.08
RO5 Violation	1