Np mrd loader

Record Information
Version2.0
Created at2022-04-28 06:14:50 UTC
Updated at2022-04-28 06:14:50 UTC
NP-MRD IDNP0061460
Secondary Accession NumbersNone
Natural Product Identification
Common NameLK 6A
DescriptionLymphostin, also known as LK 6A, belongs to the class of organic compounds known as aminoquinolines and derivatives. These are organic compounds containing an amino group attached to a quinoline ring system. Lymphostin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. LK 6A was first documented in 2006 (PMID: 16900486). Based on a literature review a small amount of articles have been published on lymphostin (PMID: 21815669) (PMID: 27866908).
Structure
Thumb
Synonyms
ValueSource
LK 6aChEBI
LK6-aChEBI
Chemical FormulaC16H14N4O3
Average Mass310.3130 Da
Monoisotopic Mass310.10659 Da
IUPAC NameN-{11-amino-6-[(2E)-3-methoxyprop-2-enoyl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),2,4,6,8,10-hexaen-9-yl}acetamide
Traditional NameN-{11-amino-6-[(2E)-3-methoxyprop-2-enoyl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),2,4,6,8,10-hexaen-9-yl}acetamide
CAS Registry NumberNot Available
SMILES
CO\C=C\C(=O)C1=NC2=C(NC(C)=O)C=C(N)C3=C2C(C=N3)=C1
InChI Identifier
InChI=1S/C16H14N4O3/c1-8(21)19-12-6-10(17)15-14-9(7-18-15)5-11(20-16(12)14)13(22)3-4-23-2/h3-7H,17H2,1-2H3,(H,19,21)/b4-3+
InChI KeyHQPIKMNKCMXJQC-ONEGZZNKSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminoquinolines and derivatives. These are organic compounds containing an amino group attached to a quinoline ring system.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassAminoquinolines and derivatives
Direct ParentAminoquinolines and derivatives
Alternative Parents
Substituents
  • Aminoquinoline
  • Indole or derivatives
  • N-acetylarylamine
  • N-arylamide
  • Aryl ketone
  • Pyridine
  • Benzenoid
  • Acryloyl-group
  • Enone
  • Heteroaromatic compound
  • Alpha,beta-unsaturated ketone
  • Vinylogous ester
  • Acetamide
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Ketone
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboxylic acid derivative
  • Carbonyl group
  • Organic oxygen compound
  • Imine
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Organic oxide
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.66ALOGPS
logP0.66ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)12.34ChemAxon
pKa (Strongest Basic)1.03ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area106.67 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity90.22 m³·mol⁻¹ChemAxon
Polarizability31.89 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00016344
Chemspider ID8037186
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9861490
PDB IDNot Available
ChEBI ID157684
Good Scents IDNot Available
References
General References
  1. Miyanaga A, Janso JE, McDonald L, He M, Liu H, Barbieri L, Eustaquio AS, Fielding EN, Carter GT, Jensen PR, Feng X, Leighton M, Koehn FE, Moore BS: Discovery and assembly-line biosynthesis of the lymphostin pyrroloquinoline alkaloid family of mTOR inhibitors in Salinispora bacteria. J Am Chem Soc. 2011 Aug 31;133(34):13311-3. doi: 10.1021/ja205655w. Epub 2011 Aug 9. [PubMed:21815669 ]
  2. Tatsuta K, Hosokawa S: Total syntheses of polyketide-derived bioactive natural products. Chem Rec. 2006;6(4):217-33. doi: 10.1002/tcr.20084. [PubMed:16900486 ]
  3. Jordan PA, Moore BS: Biosynthetic Pathway Connects Cryptic Ribosomally Synthesized Posttranslationally Modified Peptide Genes with Pyrroloquinoline Alkaloids. Cell Chem Biol. 2016 Dec 22;23(12):1504-1514. doi: 10.1016/j.chembiol.2016.10.009. Epub 2016 Nov 17. [PubMed:27866908 ]