Cefapirin benzathineProduct ingredient for Cefapirin

Show full entry for Cefapirin
Name
Cefapirin benzathine
Drug Entry
Cefapirin

Cefapirin (INN, also spelled cephapirin), commonly marketed under the trade name Cefadyl, is a first-generation cephalosporin antibiotic that is available in injectable formulations. Production for use in humans has been discontinued in the United States. Cefapirin is partly plasma-bound and is effective against gram-negative and gram-positive organisms.

See full entry for Cefapirin
Accession Number
DBSALT001645
Structure
Similar Structures
Synonyms
Cephapirin benzathine
UNII
90G868409O
CAS Number
97468-37-6
Weight
Average: 1087.27
Monoisotopic: 1086.274403907
Chemical Formula
C50H54N8O12S4
InChI Key
JAHKOXGROZNHHG-RACYMRPCSA-N
InChI
InChI=1S/2C17H17N3O6S2.C16H20N2/c2*1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h2*2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25);1-10,17-18H,11-14H2/t2*13-,16-;/m11./s1
IUPAC Name
bis((6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid); benzyl[2-(benzylamino)ethyl]amine
SMILES
C(CNCC1=CC=CC=C1)NCC1=CC=CC=C1.[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C(O)=O.[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C(O)=O
ChemSpider
146482
ChEMBL
CHEMBL3989837
Predicted Properties
PropertyValueSource
Water Solubility0.151 mg/mLALOGPS
logP0.18ALOGPS
logP-2.1Chemaxon
logS-3.4ALOGPS
pKa (Strongest Acidic)3.35Chemaxon
pKa (Strongest Basic)4.99Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area125.9 Å2Chemaxon
Rotatable Bond Count23Chemaxon
Refractivity102.43 m3·mol-1Chemaxon
Polarizability40.13 Å3Chemaxon
Number of Rings8Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon