NAV

(5S,6S)-6-[(R)ACETOXYETH-2-YL]-PENEM-3-CARBOXYLATEPROPANE

Identification

Generic Name
(5S,6S)-6-[(R)ACETOXYETH-2-YL]-PENEM-3-CARBOXYLATEPROPANE
DrugBank Accession Number
DB06904
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 299.343
Monoisotopic: 299.082743349
Chemical Formula
C13H17NO5S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
USignal peptidase INot AvailableEscherichia coli (strain K12)
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
KYVQFVHQVGHNFK-UISBYWKRSA-N
InChI
InChI=1S/C13H17NO5S/c1-4-5-18-13(17)11-7-20-12(14-11)10(6-15)8(2)19-9(3)16/h4,6-8,10,12,14H,1,5H2,2-3H3/t8-,10-,12+/m1/s1
IUPAC Name
prop-2-en-1-yl (2S)-2-[(2S,3R)-3-(acetyloxy)-1-oxobutan-2-yl]-2,3-dihydro-1,3-thiazole-4-carboxylate
SMILES
[H][C@](C)(OC(C)=O)[C@@]([H])(C=O)[C@@]1([H])NC(=CS1)C(=O)OCC=C

References

General References
Not Available
PubChem Compound
131704302
PubChem Substance
99443375
ChemSpider
35033694
ZINC
ZINC000103522228
PDBe Ligand
1PN
PDB Entries
1b12

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.428 mg/mLALOGPS
logP1.31ALOGPS
logP0.6Chemaxon
logS-2.8ALOGPS
pKa (Strongest Acidic)16.31Chemaxon
pKa (Strongest Basic)-1.1Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area81.7 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity75.26 m3·mol-1Chemaxon
Polarizability29.83 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8089
Blood Brain Barrier-0.9172
Caco-2 permeable-0.542
P-glycoprotein substrateNon-substrate0.6517
P-glycoprotein inhibitor INon-inhibitor0.5096
P-glycoprotein inhibitor IINon-inhibitor0.9431
Renal organic cation transporterNon-inhibitor0.8964
CYP450 2C9 substrateNon-substrate0.8358
CYP450 2D6 substrateNon-substrate0.8209
CYP450 3A4 substrateSubstrate0.5914
CYP450 1A2 substrateNon-inhibitor0.6015
CYP450 2C9 inhibitorNon-inhibitor0.7049
CYP450 2D6 inhibitorNon-inhibitor0.8951
CYP450 2C19 inhibitorNon-inhibitor0.5786
CYP450 3A4 inhibitorNon-inhibitor0.832
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7858
Ames testNon AMES toxic0.6909
CarcinogenicityNon-carcinogens0.86
BiodegradationReady biodegradable0.8628
Rat acute toxicity2.2105 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9934
hERG inhibition (predictor II)Non-inhibitor0.9294
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0006-9330000000-d0f89028c0fa1393e042
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-052b-4890000000-ab9d6ee47625744ac291
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gvo-0291000000-57c22249cc7795fb6586
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zfu-1980000000-7f71565344105353e1b6
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9820000000-f16acefe3cb3e2a34d4d
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-056r-5900000000-bfa9f52ccd9c44b6b62c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0abi-6910000000-ccdadf8c6c99e048aa3a
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-165.15169
predicted
DeepCCS 1.0 (2019)
[M+H]+167.54726
predicted
DeepCCS 1.0 (2019)
[M+Na]+173.56166
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Signal peptidase I
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Toxic substance binding
Specific Function
Not Available
Gene Name
lepB
Uniprot ID
P00803
Uniprot Name
Signal peptidase I
Molecular Weight
35960.075 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:17 / Updated at June 12, 2020 16:52