Quinupristin mesylateProduct ingredient for Quinupristin

Name

Quinupristin mesylate

Drug Entry

Quinupristin

Quinupristin/dalfopristin is a combination of two antibiotics used to treat infections by staphylococci and by vancomycin-resistant Enterococcus faecium. Dalfopristin inhibits the early phase of protein synthesis in the bacterial ribosome and quinupristin inhibits the late phase of protein synthesis. The combination of the two components acts synergistically and is more effective in vitro than each component alone.

See full entry for Quinupristin

Accession Number

DBSALT002316

Structure

Similar Structures

Synonyms

Not Available

UNII

91VAC8654E

CAS Number

Not Available

Weight

Average: 1118.33
Monoisotopic: 1117.46127573

Chemical Formula

C₅₄H₇₁N₉O₁₃S₂

InChI Key

ZNQOUMVWYLNQRW-FDQSXSIVSA-N

InChI

InChI=1S/C53H67N9O10S.CH4O3S/c1-6-37-50(68)61-23-11-14-38(61)51(69)59(5)40(26-32-16-18-36(19-17-32)58(3)4)52(70)62-28-35(30-73-43-29-60-24-20-33(43)21-25-60)42(64)27-39(62)47(65)57-45(34-12-8-7-9-13-34)53(71)72-31(2)44(48(66)55-37)56-49(67)46-41(63)15-10-22-54-46;1-5(2,3)4/h7-10,12-13,15-19,22,31,33,35,37-40,43-45,63H,6,11,14,20-21,23-30H2,1-5H3,(H,55,66)(H,56,67)(H,57,65);1H3,(H,2,3,4)/t31-,35+,37-,38+,39+,40+,43-,44+,45+;/m1./s1

IUPAC Name

N-[(3S,6S,12R,15S,16R,19S,22S,25R)-25-{[(3S)-1-azabicyclo[2.2.2]octan-3-ylsulfanyl]methyl}-3-{[4-(dimethylamino)phenyl]methyl}-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaazatricyclo[20.4.0.0^{6,10}]hexacosan-15-yl]-3-hydroxypyridine-2-carboxamide; methanesulfonic acid

SMILES

CS(O)(=O)=O.CC[C@H]1NC(=O)[C@@H](NC(=O)C2=C(O)C=CC=N2)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@@H]2CC(=O)[C@H](CS[C@@H]3CN4CCC3CC4)CN2C(=O)[C@H](CC2=CC=C(C=C2)N(C)C)N(C)C(=O)[C@@H]2CCCN2C1=O)C1=CC=CC=C1

External Links

ChemSpider: 34988204

Predicted Properties

Property	Value	Source
Water Solubility	0.0445 mg/mL	ALOGPS
logP	2.99	ALOGPS
logP	2.18	Chemaxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.45	Chemaxon
pKa (Strongest Basic)	8.28	Chemaxon
Physiological Charge	1	Chemaxon
Hydrogen Acceptor Count	12	Chemaxon
Hydrogen Donor Count	4	Chemaxon
Polar Surface Area	231.2 Å²	Chemaxon
Rotatable Bond Count	10	Chemaxon
Refractivity	272.84 m³·mol^-1	Chemaxon
Polarizability	106.89 Å³	Chemaxon
Number of Rings	8	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Quinupristin mesylateProduct ingredient for Quinupristin

Structure for Quinupristin mesylate (DBSALT002316)