2,6,8-Trimethyl-3-Amino-9-Benzyl-9-Methoxynonanoic Acid

Identification

Name
2,6,8-Trimethyl-3-Amino-9-Benzyl-9-Methoxynonanoic Acid
Accession Number
DB02506  (EXPT00428)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 335.4809
Monoisotopic: 335.246043927
Chemical Formula
C20H33NO3
InChI Key
SWTFXINHZPXNOX-DZBHQSCQSA-N
InChI
InChI=1S/C20H33NO3/c1-14(10-11-18(21)16(3)20(22)23)12-15(2)19(24-4)13-17-8-6-5-7-9-17/h5-9,14-16,18-19H,10-13,21H2,1-4H3,(H,22,23)/t14-,15+,16+,18+,19+/m1/s1
IUPAC Name
(2S,3S,6R,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldecanoic acid
SMILES
[H][[email protected]@](C)(CC[[email protected]]([H])(N)[[email protected]]([H])(C)C(O)=O)C[[email protected]]([H])(C)[[email protected]]([H])(CC1=CC=CC=C1)OC

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USerine/threonine-protein phosphatase PP1-alpha catalytic subunitNot AvailableHuman
USerine/threonine-protein phosphatase 2A 65 kDa regulatory subunit A alpha isoformNot AvailableHuman
USerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformNot AvailableHuman
USerine/threonine-protein phosphatase 2A 56 kDa regulatory subunit gamma isoformNot AvailableHuman
USerine/threonine-protein phosphatase 2A 55 kDa regulatory subunit B alpha isoformNot AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
17753820
PubChem Substance
46508526
ChemSpider
16743816
HET
ADD

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0042 mg/mLALOGPS
logP1.32ALOGPS
logP2.02ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)4.1ChemAxon
pKa (Strongest Basic)10.59ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area72.55 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity97.36 m3·mol-1ChemAxon
Polarizability39.68 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8676
Blood Brain Barrier+0.7303
Caco-2 permeable+0.5226
P-glycoprotein substrateSubstrate0.5606
P-glycoprotein inhibitor INon-inhibitor0.9006
P-glycoprotein inhibitor IINon-inhibitor0.8248
Renal organic cation transporterNon-inhibitor0.829
CYP450 2C9 substrateNon-substrate0.8109
CYP450 2D6 substrateNon-substrate0.708
CYP450 3A4 substrateNon-substrate0.5346
CYP450 1A2 substrateNon-inhibitor0.6877
CYP450 2C9 inhibitorNon-inhibitor0.7976
CYP450 2D6 inhibitorNon-inhibitor0.7566
CYP450 2C19 inhibitorNon-inhibitor0.8876
CYP450 3A4 inhibitorNon-inhibitor0.8862
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8266
Ames testNon AMES toxic0.8855
CarcinogenicityNon-carcinogens0.9093
BiodegradationNot ready biodegradable0.7719
Rat acute toxicity2.1439 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9633
hERG inhibition (predictor II)Non-inhibitor0.6173
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Beta amino acids and derivatives
Alternative Parents
Medium-chain fatty acids / Methyl-branched fatty acids / Aralkylamines / Amino fatty acids / Benzene and substituted derivatives / Amino acids / Monocarboxylic acids and derivatives / Dialkyl ethers / Carboxylic acids / Organopnictogen compounds
show 4 more
Substituents
Beta amino acid or derivatives / Medium-chain fatty acid / Amino fatty acid / Branched fatty acid / Aralkylamine / Methyl-branched fatty acid / Monocyclic benzene moiety / Fatty acyl / Fatty acid / Benzenoid
show 17 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Ribonucleoprotein complex binding
Specific Function
Protein phosphatase that associates with over 200 regulatory proteins to form highly specific holoenzymes which dephosphorylate hundreds of biological targets. Protein phosphatase 1 (PP1) is essent...
Gene Name
PPP1CA
Uniprot ID
P62136
Uniprot Name
Serine/threonine-protein phosphatase PP1-alpha catalytic subunit
Molecular Weight
37511.695 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
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine phosphatase activity
Specific Function
The PR65 subunit of protein phosphatase 2A serves as a scaffolding molecule to coordinate the assembly of the catalytic subunit and a variable regulatory B subunit. Required for proper chromosome s...
Gene Name
PPP2R1A
Uniprot ID
P30153
Uniprot Name
Serine/threonine-protein phosphatase 2A 65 kDa regulatory subunit A alpha isoform
Molecular Weight
65307.81 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
Human
Pharmacological action
Unknown
General Function
PP2A is the major phosphatase for microtubule-associated proteins (MAPs). PP2A can modulate the activity of phosphorylase B kinase casein kinase 2, mitogen-stimulated S6 kinase, and MAP-2 kinase. Cooperates with SGO2 to protect centromeric cohesin from separase-mediated cleavage in oocytes specifically during meiosis I (By similarity). Can dephosphorylate SV40 large T antigen and p53/TP53. Activates RAF1 by dephosphorylating it at 'Ser-259'.
Specific Function
Gaba receptor binding
Gene Name
PPP2CA
Uniprot ID
P67775
Uniprot Name
Serine/threonine-protein phosphatase 2A catalytic subunit alpha isoform
Molecular Weight
35593.93 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
Human
Pharmacological action
Unknown
General Function
Protein phosphatase type 2a regulator activity
Specific Function
The B regulatory subunit might modulate substrate selectivity and catalytic activity, and also might direct the localization of the catalytic enzyme to a particular subcellular compartment. The PP2...
Gene Name
PPP2R5C
Uniprot ID
Q13362
Uniprot Name
Serine/threonine-protein phosphatase 2A 56 kDa regulatory subunit gamma isoform
Molecular Weight
61060.235 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
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine phosphatase activity
Specific Function
The B regulatory subunit might modulate substrate selectivity and catalytic activity, and also might direct the localization of the catalytic enzyme to a particular subcellular compartment.
Gene Name
PPP2R2A
Uniprot ID
P63151
Uniprot Name
Serine/threonine-protein phosphatase 2A 55 kDa regulatory subunit B alpha isoform
Molecular Weight
51691.6 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 December 01, 2017 14:58