NAV

(2S)-2-(1H-indol-3-yl)hexanoic acid

Identification

Generic Name
(2S)-2-(1H-indol-3-yl)hexanoic acid
DrugBank Accession Number
DB06980
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 231.2903
Monoisotopic: 231.125928793
Chemical Formula
C14H17NO2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
US-phase kinase-associated protein 1Not AvailableHumans
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as indole-3-acetic acid derivatives. These are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolyl carboxylic acids and derivatives
Direct Parent
Indole-3-acetic acid derivatives
Alternative Parents
3-alkylindoles / Medium-chain fatty acids / Heterocyclic fatty acids / Amino fatty acids / Substituted pyrroles / Benzenoids / Heteroaromatic compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds
show 5 more
Substituents
3-alkylindole / Amino fatty acid / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Fatty acid / Fatty acyl
show 15 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
RCBHCHBXRBYJGU-NSHDSACASA-N
InChI
InChI=1S/C14H17NO2/c1-2-3-6-11(14(16)17)12-9-15-13-8-5-4-7-10(12)13/h4-5,7-9,11,15H,2-3,6H2,1H3,(H,16,17)/t11-/m0/s1
IUPAC Name
(2S)-2-(1H-indol-3-yl)hexanoic acid
SMILES
[H][C@@](CCCC)(C(O)=O)C1=CNC2=C1C=CC=C2

References

General References
Not Available
PubChem Compound
24768549
PubChem Substance
99443451
ChemSpider
25058959
PDBe Ligand
2S2
PDB Entries
3c6o

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.106 mg/mLALOGPS
logP3.42ALOGPS
logP3.59Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)4.82Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area53.09 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity66.83 m3·mol-1Chemaxon
Polarizability25.68 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9705
Caco-2 permeable-0.5178
P-glycoprotein substrateNon-substrate0.5469
P-glycoprotein inhibitor INon-inhibitor0.9872
P-glycoprotein inhibitor IINon-inhibitor0.8873
Renal organic cation transporterNon-inhibitor0.8517
CYP450 2C9 substrateNon-substrate0.7646
CYP450 2D6 substrateNon-substrate0.7852
CYP450 3A4 substrateNon-substrate0.71
CYP450 1A2 substrateInhibitor0.7799
CYP450 2C9 inhibitorNon-inhibitor0.608
CYP450 2D6 inhibitorNon-inhibitor0.9285
CYP450 2C19 inhibitorNon-inhibitor0.598
CYP450 3A4 inhibitorNon-inhibitor0.8427
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7471
Ames testNon AMES toxic0.928
CarcinogenicityNon-carcinogens0.9431
BiodegradationNot ready biodegradable0.6597
Rat acute toxicity2.3622 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.965
hERG inhibition (predictor II)Non-inhibitor0.9485
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-MSsplash10-002f-9850000000-d64eb20540cba7a9337e
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0390000000-c87434edbd10cac92391
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0290000000-ab9634e2b1f9509acc60
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-6950000000-67c04c2873a606a9a938
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kr-0920000000-a6453994006dd76eda21
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kf-1900000000-28efd5bcd5b675e24e8e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-1900000000-2b7f7675eaac32d6485f
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-154.79277
predicted
DeepCCS 1.0 (2019)
[M+H]+157.13841
predicted
DeepCCS 1.0 (2019)
[M+Na]+163.22404
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. S-phase kinase-associated protein 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Ubiquitin-protein transferase activity
Specific Function
Essential component of the SCF (SKP1-CUL1-F-box protein) ubiquitin ligase complex, which mediates the ubiquitination of proteins involved in cell cycle progression, signal transduction and transcri...
Gene Name
SKP1
Uniprot ID
P63208
Uniprot Name
S-phase kinase-associated protein 1
Molecular Weight
18657.86 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. [Article]

Drug created at September 15, 2010 21:18 / Updated at June 12, 2020 16:52