Identification
NamePinacol[[2-Amino-Alpha-(1-Carboxy-1-Methylethoxyimino)-4-Thiazoleacetyl]Amino]Methaneboronate
Accession NumberDB04035  (EXPT00840)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients 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
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 330.125
Monoisotopic: 330.080535388
Chemical FormulaC10H15BN4O6S
InChI KeyZECCQELUYUPTSB-UUASQNMZSA-N
InChI
InChI=1S/C10H15BN4O6S/c1-10(2,8(17)18)21-15-6(5-3-22-9(12)14-5)7(16)13-4-11(19)20/h3,19-20H,4H2,1-2H3,(H2,12,14)(H,13,16)(H,17,18)/b15-6-
IUPAC Name
2-{[(Z)-[(2-amino-1,3-thiazol-4-yl)({[(dihydroxyboranyl)methyl]carbamoyl})methylidene]amino]oxy}-2-methylpropanoic acid
SMILES
CC(C)(O\N=C(/C(=O)NCB(O)O)C1=CSC(N)=N1)C(O)=O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Beta-lactamase CTX-MProteinunknownNot AvailableEscherichia coliQ9L5C7 details
Beta-lactamaseProteinunknownNot AvailableEscherichia coli (strain K12)P00811 details
Beta-lactamase TEMProteinunknownNot AvailableEscherichia coliP62593 details
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
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.115 mg/mLALOGPS
logP0.16ALOGPS
logP-0.06ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)3.07ChemAxon
pKa (Strongest Basic)4.13ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area167.36 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity71.43 m3·mol-1ChemAxon
Polarizability31.59 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.8861
Blood Brain Barrier-0.6297
Caco-2 permeable-0.6322
P-glycoprotein substrateSubstrate0.5176
P-glycoprotein inhibitor INon-inhibitor0.8712
P-glycoprotein inhibitor IINon-inhibitor0.9812
Renal organic cation transporterNon-inhibitor0.9557
CYP450 2C9 substrateNon-substrate0.8208
CYP450 2D6 substrateNon-substrate0.8058
CYP450 3A4 substrateNon-substrate0.5831
CYP450 1A2 substrateNon-inhibitor0.7403
CYP450 2C9 inhibitorNon-inhibitor0.7514
CYP450 2D6 inhibitorNon-inhibitor0.8851
CYP450 2C19 inhibitorNon-inhibitor0.6896
CYP450 3A4 inhibitorNon-inhibitor0.6334
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8756
Ames testNon AMES toxic0.5085
CarcinogenicityNon-carcinogens0.631
BiodegradationNot ready biodegradable0.9962
Rat acute toxicity2.5996 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9988
hERG inhibition (predictor II)Non-inhibitor0.8531
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as 2,4-disubstituted thiazoles. These are compounds containing a thiazole ring substituted at the positions 2 and 3.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassAzoles
Direct Parent2,4-disubstituted thiazoles
Alternative ParentsPrimary aromatic amines / 2-amino-1,3-thiazoles / Heteroaromatic compounds / Secondary carboxylic acid amides / Boronic acids / Amino acids / Organic metalloid salts / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds
Substituents2,4-disubstituted 1,3-thiazole / Primary aromatic amine / 1,3-thiazol-2-amine / Heteroaromatic compound / Amino acid or derivatives / Boronic acid derivative / Boronic acid / Carboxamide group / Secondary carboxylic acid amide / Amino acid
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptorsmonocarboxylic acid, monocarboxylic acid amide, 1,3-thiazole, boronic acids (CHEBI:41354 )

Targets

Kind
Protein
Organism
Escherichia coli
Pharmacological action
unknown
General Function:
Involved in beta-lactamase activity
Specific Function:
Not Available
Gene Name:
blaCTX-M-14
Uniprot ID:
Q9L5C7
Molecular Weight:
30980.0 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. [PubMed:10592235 ]
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
Molecular Weight:
41555.3 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. [PubMed:10592235 ]
Kind
Protein
Organism
Escherichia coli
Pharmacological action
unknown
General Function:
Beta-lactamase activity
Specific Function:
TEM-type are the most prevalent beta-lactamases in enterobacteria; they hydrolyze the beta-lactam bond in susceptible beta-lactam antibiotics, thus conferring resistance to penicillins and cephalosporins. TEM-3 and TEM-4 are capable of hydrolyzing cefotaxime and ceftazidime. TEM-5 is capable of hydrolyzing ceftazidime. TEM-6 is capable of hydrolyzing ceftazidime and aztreonam. TEM-8/CAZ-2, TEM-...
Gene Name:
bla
Uniprot ID:
P62593
Molecular Weight:
31514.865 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. [PubMed:10592235 ]
Drug created on June 13, 2005 07:24 / Updated on June 11, 2017 20:52