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Identification
NamePLATENSIMYCIN
Accession NumberDB08407
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 441.4737
Monoisotopic: 441.178752223
Chemical FormulaC24H27NO7
InChI KeyCSOMAHTTWTVBFL-OFBLZTNGSA-N
InChI
InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)/t12-,15+,20+,22-,23+,24+/m1/s1
IUPAC Name
3-{3-[(1S,5S,6R,7S,9S,10S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1^{7,10}.0^{1,6}]tridec-2-en-5-yl]propanamido}-2,4-dihydroxybenzoic acid
SMILES
[H][C@]12C[C@]3([H])O[C@@]1(C)C[C@@]1(C2)C=CC(=O)[C@@](C)(CCC(=O)NC2=C(O)C(=CC=C2O)C(O)=O)[C@]31[H]
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassBenzoic Acid and Derivatives
Direct parentHydroxybenzoic Acid Derivatives
Alternative parentsAminobenzoic Acid Derivatives; Salicylic Acids; Anilides; Benzoic Acids; Resorcinols; Aminophenols; Benzoyl Derivatives; Oxepanes; Oxanes; Tetrahydrofurans; Oxolanes; Ketones; Secondary Carboxylic Acid Amides; Polyols; Polyamines; Enols; Carboxylic Acids; Enolates; Ethers
Substituentsaminophenol; benzoyl; resorcinol; oxepane; phenol derivative; oxane; oxolane; tetrahydrofuran; ketone; polyol; secondary carboxylic acid amide; carboxamide group; enolate; polyamine; ether; enol; carboxylic acid derivative; carboxylic acid; carbonyl group; amine; organonitrogen compound
Classification descriptionThis compound belongs to the hydroxybenzoic acid derivatives. These are compounds containing an hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxylic acid.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
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
Property Value Probability
Human Intestinal Absorption + 0.7286
Blood Brain Barrier - 0.7464
Caco-2 permeable - 0.6743
P-glycoprotein substrate Substrate 0.7945
P-glycoprotein inhibitor I Non-inhibitor 0.9156
P-glycoprotein inhibitor II Non-inhibitor 0.7671
Renal organic cation transporter Non-inhibitor 0.9208
CYP450 2C9 substrate Non-substrate 0.6936
CYP450 2D6 substrate Non-substrate 0.8219
CYP450 3A4 substrate Substrate 0.7025
CYP450 1A2 substrate Non-inhibitor 0.8309
CYP450 2C9 substrate Non-inhibitor 0.8217
CYP450 2D6 substrate Non-inhibitor 0.8896
CYP450 2C19 substrate Non-inhibitor 0.8044
CYP450 3A4 substrate Non-inhibitor 0.9134
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7716
Ames test Non AMES toxic 0.6406
Carcinogenicity Non-carcinogens 0.9528
Biodegradation Not ready biodegradable 0.9942
Rat acute toxicity 3.0222 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9622
hERG inhibition (predictor II) Non-inhibitor 0.8421
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0139ALOGPS
logP2.6ALOGPS
logP3.24ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)2.96ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area133.16 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity116.81 m3·mol-1ChemAxon
Polarizability44.67 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Eun Lee, Ki Po Jang, Chan Hyuk Kim, Seong Wook Na, Dong Seok Jang, “Novel Platensimycin Derivatives, Their Intermediates, and Process for Preparing the Same, and New Process for Preparing Platensimycin.” U.S. Patent US20110028741, issued February 03, 2011.

US20110028741
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound6857724
PubChem Substance99444878
ChemSpider5257055
HETPMN
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. 3-oxoacyl-[acyl-carrier-protein] synthase 2

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
3-oxoacyl-[acyl-carrier-protein] synthase 2 P0AAI5 Details

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

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Drug created on September 15, 2010 15:31 / Updated on September 16, 2013 18:09