Methicillin Acyl-Serine

Identification

Generic Name
Methicillin Acyl-Serine
DrugBank Accession Number
DB02443
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 483.492
Monoisotopic: 483.131150103
Chemical Formula
C20H25N3O9S
Synonyms
Not Available

Pharmacology

Indication

Not Available

Reduce drug development failure rates
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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBeta-lactam-inducible penicillin-binding proteinNot 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

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
GFYFFUGNPVBDAK-ZHBCMPEGSA-L
InChI
InChI=1S/C20H27N3O9S/c1-20(2)14(18(27)28)23-16(33-20)13(19(29)32-8-9(21)17(25)26)22-15(24)12-10(30-3)6-5-7-11(12)31-4/h5-7,9,13-14,16,23H,8,21H2,1-4H3,(H,22,24)(H,25,26)(H,27,28)/p-2/t9-,13-,14-,16+/m0/s1
IUPAC Name
(2S)-2-amino-3-{[(2R)-2-[(2R,4S)-4-carboxy-5,5-dimethyl-1,3-thiazolidin-2-yl]-2-{[(2,6-dimethoxyphenyl)(oxido)methylidene]amino}acetyl]oxy}propanoate
SMILES
[H][C@](N)(COC(=O)[C@@]([H])(N=C([O-])C1=C(OC)C=CC=C1OC)[C@]1([H])N[C@@]([H])(C(O)=O)C(C)(C)S1)C([O-])=O

References

General References
Not Available
PubChem Compound
131704202
PubChem Substance
46506281
ChemSpider
25059029

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 Solubility0.103 mg/mLALOGPS
logP-0.74ALOGPS
logP-3.9Chemaxon
logS-3.7ALOGPS
pKa (Strongest Acidic)1.02Chemaxon
pKa (Strongest Basic)8.75Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count11Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area195.66 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity136.94 m3·mol-1Chemaxon
Polarizability46.28 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9665
Blood Brain Barrier-0.9495
Caco-2 permeable-0.6465
P-glycoprotein substrateSubstrate0.6831
P-glycoprotein inhibitor INon-inhibitor0.9658
P-glycoprotein inhibitor IINon-inhibitor0.996
Renal organic cation transporterNon-inhibitor0.9288
CYP450 2C9 substrateNon-substrate0.8524
CYP450 2D6 substrateNon-substrate0.8143
CYP450 3A4 substrateSubstrate0.5118
CYP450 1A2 substrateNon-inhibitor0.6442
CYP450 2C9 inhibitorNon-inhibitor0.7494
CYP450 2D6 inhibitorNon-inhibitor0.8876
CYP450 2C19 inhibitorNon-inhibitor0.7311
CYP450 3A4 inhibitorNon-inhibitor0.5841
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7495
Ames testNon AMES toxic0.755
CarcinogenicityNon-carcinogens0.8709
BiodegradationNot ready biodegradable0.874
Rat acute toxicity2.3553 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9989
hERG inhibition (predictor II)Non-inhibitor0.9068
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 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-209.26378
predicted
DeepCCS 1.0 (2019)
[M+H]+211.15918
predicted
DeepCCS 1.0 (2019)
[M+Na]+216.87407
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Staphylococcus aureus
Pharmacological action
Unknown
General Function
Penicillin binding
Specific Function
Not Available
Gene Name
pbp
Uniprot ID
P07944
Uniprot Name
Beta-lactam-inducible penicillin-binding protein
Molecular Weight
76462.775 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. [Article]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:16