Methicillin sodiumProduct ingredient for Meticillin

Name
Methicillin sodium
Drug Entry
Meticillin

One of the penicillins which is resistant to penicillinase but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection.

Accession Number
DBSALT001467
Structure
Synonyms
Not Available
UNII
AO9YF4MN30
CAS Number
7246-14-2
Weight
Average: 420.41
Monoisotopic: 420.09671648
Chemical Formula
C17H21N2NaO7S
InChI Key
NRZPASQBOYNGHR-HWROMZCQSA-M
InChI
InChI=1S/C17H20N2O6S.Na.H2O/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4;;/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23);;1H2/q;+1;/p-1/t11-,12+,15-;;/m1../s1
IUPAC Name
sodium N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]-2,6-dimethoxybenzene-1-carboximidate hydrate
SMILES
O.[Na+].[H][C@]12SC(C)(C)[C@@]([H])(N1C(=O)[C@@]2([H])N=C([O-])C1=C(OC)C=CC=C1OC)C(O)=O
KEGG Compound
C13973
ChemSpider
390012
ChEBI
34836
ChEMBL
CHEMBL3181832
Wikipedia
Methicillin
Predicted Properties
PropertyValueSource
Water Solubility0.188 mg/mLALOGPS
logP2.16ALOGPS
logP1.6Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)2.96Chemaxon
pKa (Strongest Basic)-0.076Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area111.49 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity104.47 m3·mol-1Chemaxon
Polarizability36.59 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon