Carbenicillin indanyl sodiumProduct ingredient for Carindacillin

Name
Carbenicillin indanyl sodium
Drug Entry
Carindacillin

Carindacillin or Carbenicillin isdanyl was an oral penicillin prodrug of carbenicillin marketed by Pfizer as Geocillin. It is no longer marketed in the United States.

Accession Number
DBSALT001303
Structure
Thumb
Synonyms
Carindacillin sodium
UNII
4OUL81K2RT
CAS Number
26605-69-6
Weight
Average: 516.54
Monoisotopic: 516.13310199
Chemical Formula
C26H25N2NaO6S
InChI Key
QFWPXOXWAUAYAB-XZVIDJSISA-M
InChI
InChI=1S/C26H26N2O6S.Na/c1-26(2)20(24(31)32)28-22(30)19(23(28)35-26)27-21(29)18(15-7-4-3-5-8-15)25(33)34-17-12-11-14-9-6-10-16(14)13-17;/h3-5,7-8,11-13,18-20,23H,6,9-10H2,1-2H3,(H,27,29)(H,31,32);/q;+1/p-1/t18?,19-,20+,23-;/m1./s1
IUPAC Name
sodium (2S,5R,6R)-6-[3-(2,3-dihydro-1H-inden-5-yloxy)-3-oxo-2-phenylpropanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SMILES
[Na+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(=O)OC1=CC2=C(CCC2)C=C1)C1=CC=CC=C1)C([O-])=O
External Links
KEGG Compound
C12712
ChemSpider
391995
ChEBI
31358
ChEMBL
CHEMBL1200991
Wikipedia
Carindacillin
Predicted Properties
PropertyValueSource
Water Solubility0.00299 mg/mLALOGPS
logP3.68ALOGPS
logP3.63ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)3.29ChemAxon
pKa (Strongest Basic)-6.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area115.84 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity139.08 m3·mol-1ChemAxon
Polarizability50.19 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon