Acylated Ceftazidime

Identification

Name
Acylated Ceftazidime
Accession Number
DB03530  (EXPT00836)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 469.492
Monoisotopic: 469.072589367
Chemical Formula
C17H19N5O7S2
InChI Key
VEHPZKIFULQYFS-BZXVCXBKSA-N
InChI
InChI=1S/C17H19N5O7S2/c1-7-5-30-13(21-10(7)14(25)26)8(4-23)19-12(24)11(9-6-31-16(18)20-9)22-29-17(2,3)15(27)28/h4,6,8,13H,1,5H2,2-3H3,(H2,18,20)(H,19,24)(H,25,26)(H,27,28)/b22-11-/t8-,13-/m1/s1
IUPAC Name
(2R)-2-[(1R)-1-{[(2Z)-2-[(1-carboxy-1-methylethoxy)imino]-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)ethylidene]amino}-2-oxoethyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
SMILES
[H][[email protected]](C=O)(N=C(O)C(=N/OC(C)(C)C(O)=O)\C1=CSC(=N)N1)[[email protected]@]1([H])SCC(=C)C(=N1)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UBeta-lactamaseNot AvailableEscherichia coli (strain K12)
URegulatory protein BlaR1Not AvailableStaphylococcus aureus
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
9600404
PubChem Substance
46508439
ChemSpider
7874546
HET
CAZ
PDB Entries
1iel / 1xkz / 2zqd / 3pbo / 4x56 / 5tw6 / 5twe / 5u53

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0771 mg/mLALOGPS
logP0.46ALOGPS
logP0.53ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)2.98ChemAxon
pKa (Strongest Basic)6.85ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area194.09 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity123.24 m3·mol-1ChemAxon
Polarizability44.22 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.5
Blood Brain Barrier-0.9024
Caco-2 permeable-0.6331
P-glycoprotein substrateSubstrate0.5736
P-glycoprotein inhibitor INon-inhibitor0.7293
P-glycoprotein inhibitor IINon-inhibitor0.7581
Renal organic cation transporterNon-inhibitor0.9037
CYP450 2C9 substrateNon-substrate0.8956
CYP450 2D6 substrateNon-substrate0.8225
CYP450 3A4 substrateNon-substrate0.5
CYP450 1A2 substrateNon-inhibitor0.7497
CYP450 2C9 inhibitorNon-inhibitor0.6653
CYP450 2D6 inhibitorNon-inhibitor0.8901
CYP450 2C19 inhibitorNon-inhibitor0.6429
CYP450 3A4 inhibitorNon-inhibitor0.8452
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.766
Ames testNon AMES toxic0.578
CarcinogenicityNon-carcinogens0.7967
BiodegradationNot ready biodegradable0.9956
Rat acute toxicity2.4857 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9984
hERG inhibition (predictor II)Non-inhibitor0.8937
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as 2,4-disubstituted thiazoles. These are compounds containing a thiazole ring substituted at the positions 2 and 3.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Thiazoles
Direct Parent
2,4-disubstituted thiazoles
Alternative Parents
Dicarboxylic acids and derivatives / 2-amino-1,3-thiazoles / 1,3-thiazines / Heteroaromatic compounds / Secondary carboxylic acid amides / Ketimines / Amino acids / Propargyl-type 1,3-dipolar organic compounds / Dialkylthioethers / Carboxylic acids
show 5 more
Substituents
2,4-disubstituted 1,3-thiazole / Meta-thiazine / Dicarboxylic acid or derivatives / 1,3-thiazol-2-amine / Heteroaromatic compound / Amino acid or derivatives / Carboxamide group / Ketimine / Secondary carboxylic acid amide / Amino acid
show 19 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Beta-lactamase activity
Specific Function
This protein is a serine beta-lactamase with a substrate specificity for cephalosporins.
Gene Name
ampC
Uniprot ID
P00811
Uniprot Name
Beta-lactamase
Molecular Weight
41555.3 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
Kind
Protein
Organism
Staphylococcus aureus
Pharmacological action
Unknown
General Function
Penicillin binding
Specific Function
BlaR1 is a potential penicillin-binding protein required for induction of beta-lactamase.
Gene Name
blaR1
Uniprot ID
P18357
Uniprot Name
Regulatory protein BlaR1
Molecular Weight
69245.05 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:15