Identification
NameBulgecin A
Accession NumberDB02595  (EXPT00715)
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
Categories
UNIINot Available
CAS number92953-54-3
WeightAverage: 552.551
Monoisotopic: 552.116919063
Chemical FormulaC16H30N3O14S2
InChI KeyRPNZWZDLNYCCIG-HMMVDTEZSA-O
InChI
InChI=1S/C16H29N3O14S2/c1-7(22)18-12-13(23)14(33-35(28,29)30)11(6-21)32-16(12)31-10-4-8(19-9(10)5-20)15(24)17-2-3-34(25,26)27/h8-14,16,19-21,23H,2-6H2,1H3,(H,17,24)(H,18,22)(H,25,26,27)(H,28,29,30)/p+1/t8-,9+,10-,11+,12+,13+,14+,16+/m0/s1
IUPAC Name
{hydroxy[(2S,4S,5R)-4-{[(2R,3R,4R,5S,6R)-4-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-5-(sulfooxy)oxan-2-yl]oxy}-5-(hydroxymethyl)pyrrolidin-2-yl]methylidene}(2-sulfoethyl)azanium
SMILES
[H][C@]1(C[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(OS(O)(=O)=O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@@]([H])(CO)N1)C(O)=[NH+]CCS(O)(=O)=O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Membrane-bound lytic murein transglycosylase BProteinunknownNot AvailableEscherichia coli (strain K12)P41052 details
Soluble lytic murein transglycosylaseProteinunknownNot AvailableEscherichia coli (strain K12)P0AGC3 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 Solubility7.72 mg/mLALOGPS
logP-0.12ALOGPS
logP-6.4ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)-2ChemAxon
pKa (Strongest Basic)7.59ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area275.94 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity122.51 m3·mol-1ChemAxon
Polarizability50.9 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9924
Blood Brain Barrier-0.877
Caco-2 permeable-0.6667
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor INon-inhibitor0.7943
P-glycoprotein inhibitor IINon-inhibitor0.9958
Renal organic cation transporterNon-inhibitor0.9334
CYP450 2C9 substrateNon-substrate0.8789
CYP450 2D6 substrateNon-substrate0.803
CYP450 3A4 substrateNon-substrate0.5253
CYP450 1A2 substrateNon-inhibitor0.8513
CYP450 2C9 inhibitorNon-inhibitor0.809
CYP450 2D6 inhibitorNon-inhibitor0.8905
CYP450 2C19 inhibitorNon-inhibitor0.7711
CYP450 3A4 inhibitorNon-inhibitor0.9892
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9769
Ames testNon AMES toxic0.5793
CarcinogenicityNon-carcinogens0.7157
BiodegradationNot ready biodegradable0.5426
Rat acute toxicity2.4563 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8237
hERG inhibition (predictor II)Non-inhibitor0.6686
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 organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentN-acyl-alpha-hexosamines
Alternative ParentsProline and derivatives / Alpha amino acid amides / Hexoses / O-glycosyl compounds / Monosaccharide sulfates / Pyrrolidinecarboxamides / Oxanes / Alkyl sulfates / Sulfuric acid monoesters / Organosulfonic acids
SubstituentsN-acyl-alpha-hexosamine / Proline or derivatives / Alpha-amino acid amide / Hexose monosaccharide / Glycosyl compound / O-glycosyl compound / Alpha-amino acid or derivatives / Monosaccharide sulfate / Pyrrolidine carboxylic acid or derivatives / Pyrrolidine-2-carboxamide
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
unknown
General Function:
Lytic transglycosylase activity
Specific Function:
Murein-degrading enzyme. Catalyzes the cleavage of the glycosidic bonds between N-acetylmuramic acid and N-acetylglucosamine residues in peptidoglycan. May play a role in recycling of muropeptides during cell elongation and/or cell division.
Gene Name:
mltB
Uniprot ID:
P41052
Uniprot Name:
Membrane-bound lytic murein transglycosylase B
Molecular Weight:
40255.55 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
Escherichia coli (strain K12)
Pharmacological action
unknown
General Function:
Lytic transglycosylase activity
Specific Function:
Murein-degrading enzyme. Catalyzes the cleavage of the glycosidic bonds between N-acetylmuramic acid and N-acetylglucosamine residues in peptidoglycan. May play a role in recycling of muropeptides during cell elongation and/or cell division.
Gene Name:
slt
Uniprot ID:
P0AGC3
Uniprot Name:
Soluble lytic murein transglycosylase
Molecular Weight:
73352.56 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 June 11, 2017 20:40