(2S)-8-[(tert-butoxycarbonyl)amino]-2-(1H-indol-3-yl)octanoic acid

Identification

Generic Name
(2S)-8-[(tert-butoxycarbonyl)amino]-2-(1H-indol-3-yl)octanoic acid
DrugBank Accession Number
DB06982
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 374.4739
Monoisotopic: 374.220557458
Chemical Formula
C21H30N2O4
Synonyms
Not Available

Pharmacology

Indication

Not Available

Pharmacology
Reduce drug development failure rates
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Contraindications & Blackbox Warnings
Contraindications
Avoid life-threatening adverse drug events
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Avoid life-threatening adverse drug events & improve clinical decision support.
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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
Adverseeffects
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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 / Amino fatty acids / Branched fatty acids / Heterocyclic fatty acids / Substituted pyrroles / Benzenoids / Heteroaromatic compounds / Carbamate esters / Organic carbonic acids and derivatives
show 8 more
Substituents
3-alkylindole / Amino fatty acid / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Branched fatty acid / Carbamic acid ester / Carbonic acid derivative / Carbonyl group / Carboxylic acid
show 18 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
AWVCKFLATUTBCX-INIZCTEOSA-N
InChI
InChI=1S/C21H30N2O4/c1-21(2,3)27-20(26)22-13-9-5-4-6-11-16(19(24)25)17-14-23-18-12-8-7-10-15(17)18/h7-8,10,12,14,16,23H,4-6,9,11,13H2,1-3H3,(H,22,26)(H,24,25)/t16-/m0/s1
IUPAC Name
(2S)-8-{[(tert-butoxy)carbonyl]amino}-2-(1H-indol-3-yl)octanoic acid
SMILES
[H][C@@](CCCCCCNC(=O)OC(C)(C)C)(C(O)=O)C1=CNC2=C1C=CC=C2

References

General References
Not Available
PubChem Compound
24768548
PubChem Substance
99443453
ChemSpider
25057551
ZINC
ZINC000053683754
PDBe Ligand
2S8
PDB Entries
3c6n

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 Solubility0.00303 mg/mLALOGPS
logP4.29ALOGPS
logP4.42ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)4.76ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area91.42 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity104.49 m3·mol-1ChemAxon
Polarizability42.48 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9909
Blood Brain Barrier+0.809
Caco-2 permeable-0.6628
P-glycoprotein substrateSubstrate0.6909
P-glycoprotein inhibitor INon-inhibitor0.7378
P-glycoprotein inhibitor IIInhibitor0.8592
Renal organic cation transporterNon-inhibitor0.8384
CYP450 2C9 substrateNon-substrate0.8091
CYP450 2D6 substrateNon-substrate0.7606
CYP450 3A4 substrateSubstrate0.5871
CYP450 1A2 substrateNon-inhibitor0.5469
CYP450 2C9 inhibitorNon-inhibitor0.7433
CYP450 2D6 inhibitorNon-inhibitor0.8824
CYP450 2C19 inhibitorNon-inhibitor0.6768
CYP450 3A4 inhibitorNon-inhibitor0.822
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6109
Ames testNon AMES toxic0.8311
CarcinogenicityNon-carcinogens0.9128
BiodegradationNot ready biodegradable0.9955
Rat acute toxicity2.6528 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.965
hERG inhibition (predictor II)Non-inhibitor0.7702
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 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

Targets

Drugtargets2
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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