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Identification
NameNitrocefin Acyl-Serine
Accession NumberDB04041  (EXPT02306)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 619.58
Monoisotopic: 619.067897919
Chemical FormulaC24H21N5O11S2
InChI KeyInChIKey=GPHOELDACAWWAE-OFKRYJGVSA-L
InChI
InChI=1S/C24H23N5O11S2/c25-16(22(31)32)10-40-24(35)20(26-18(30)9-15-2-1-7-41-15)21-27-19(23(33)34)13(11-42-21)4-3-12-5-6-14(28(36)37)8-17(12)29(38)39/h1-8,16,20-21,27H,9-11,25H2,(H,26,30)(H,31,32)(H,33,34)/p-2/b4-3+/t16-,20+,21+/m1/s1
IUPAC Name
(2S)-2-[(1R)-2-[(2R)-2-amino-2-carboxylatoethoxy]-2-oxo-1-[2-(thiophen-2-yl)acetamido]ethyl]-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
SMILES
N[[email protected]](COC(=O)[C@@H](NC(=O)CC1=CC=CS1)[[email protected]]1NC(C([O-])=O)=C(CS1)\C=C\C1=CC=C(C=C1[N+]([O-])=O)[N+]([O-])=O)C([O-])=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids and derivatives
Alternative Parents
Substituents
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid ester
  • D-alpha-amino acid
  • Alpha-amino acid
  • Tricarboxylic acid or derivatives
  • Nitrobenzene
  • Styrene
  • Benzenoid
  • Monocyclic benzene moiety
  • Meta-thiazine
  • Heteroaromatic compound
  • Thiophene
  • Organic nitro compound
  • Secondary carboxylic acid amide
  • Organic nitrite
  • C-nitro compound
  • Carboxylic acid salt
  • Carboxylic acid ester
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Dialkylthioether
  • Hemithioaminal
  • Thioether
  • Organic oxoazanium
  • Enamine
  • Carboxylic acid
  • Carboxylic acid amide
  • Hydrocarbon derivative
  • Organic salt
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Organic cation
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.8236
Blood Brain Barrier-0.8508
Caco-2 permeable-0.6045
P-glycoprotein substrateSubstrate0.6887
P-glycoprotein inhibitor INon-inhibitor0.7435
P-glycoprotein inhibitor IINon-inhibitor0.9894
Renal organic cation transporterNon-inhibitor0.8915
CYP450 2C9 substrateNon-substrate0.8656
CYP450 2D6 substrateNon-substrate0.8193
CYP450 3A4 substrateSubstrate0.5195
CYP450 1A2 substrateNon-inhibitor0.5885
CYP450 2C9 inhibitorNon-inhibitor0.6276
CYP450 2D6 inhibitorNon-inhibitor0.8687
CYP450 2C19 inhibitorNon-inhibitor0.5384
CYP450 3A4 inhibitorInhibitor0.6004
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7531
Ames testAMES toxic0.5322
CarcinogenicityNon-carcinogens0.8582
BiodegradationNot ready biodegradable0.8447
Rat acute toxicity2.5436 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9776
hERG inhibition (predictor II)Non-inhibitor0.7903
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00276 mg/mLALOGPS
logP2.47ALOGPS
logP-0.76ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)1.72ChemAxon
pKa (Strongest Basic)8.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area265.35 Å2ChemAxon
Rotatable Bond Count14ChemAxon
Refractivity171.23 m3·mol-1ChemAxon
Polarizability57.23 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Staphylococcus aureus
Pharmacological action
unknown
General Function:
Penicillin binding
Specific Function:
Not Available
Gene Name:
pbp
Uniprot ID:
P07944
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. [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 ]
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:23