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) [PubChem]

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][C@]1(O)[C@]([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)[C@]([H])(OC)[C@@]1([H])OC(O)=N
External Links
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