Novobiocin sodiumProduct ingredient for Novobiocin

Name
Novobiocin sodium
Drug Entry
Novobiocin

Novobiocin is an antibiotic compound derived from Streptomyces niveus. It has a chemical structure similar to coumarin. Novobiocin binds to DNA gyrase, and blocks adenosine triphosphatase (ATPase) activity. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p189)

Accession Number
DBSALT001020
Structure
Thumb
Synonyms
Not Available
UNII
Q9S9NQ5YIY
CAS Number
1476-53-5
Weight
Average: 634.614
Monoisotopic: 634.21385424
Chemical Formula
C31H35N2NaO11
InChI Key
WWPRGAYLRGSOSU-RNROJPEYSA-M
InChI
InChI=1S/C31H36N2O11.Na/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29;/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37);/q;+1/p-1/t23-,25+,26-,29-;/m1./s1
IUPAC Name
sodium 4-[(4-hydroxy-7-{[(2R,3R,4S,5R)-3-hydroxy-4-(C-hydroxycarbonimidoyloxy)-5-methoxy-6,6-dimethyloxan-2-yl]oxy}-8-methyl-2-oxo-2H-chromen-3-yl)carbamoyl]-2-(3-methylbut-2-en-1-yl)benzen-1-olate
SMILES
[Na+].[H][[email protected]]1(O)[[email protected]]([H])(OC2=C(C)C3=C(C=C2)C(O)=C(NC(=O)C2=CC=C([O-])C(CC=C(C)C)=C2)C(=O)O3)OC(C)(C)[[email protected]]([H])(OC)[[email protected]@]1([H])OC(O)=N
KEGG Compound
C12609
ChemSpider
17215268
ChEBI
31924
ChEMBL
CHEMBL3183453
Wikipedia
Novobiocin
Predicted Properties
PropertyValueSource
Water Solubility0.0188 mg/mLALOGPS
logP3.48ALOGPS
logP1.41ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)-3.3ChemAxon
pKa (Strongest Basic)11.11ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area199.92 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity180 m3·mol-1ChemAxon
Polarizability64.17 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon