NAV

4-Fluorotryptophane

Identification

Generic Name
4-Fluorotryptophane
DrugBank Accession Number
DB03386
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 222.2156
Monoisotopic: 222.080455811
Chemical Formula
C11H11FN2O2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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 indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolyl carboxylic acids and derivatives
Direct Parent
Indolyl carboxylic acids and derivatives
Alternative Parents
3-alkylindoles / L-alpha-amino acids / Aralkylamines / Substituted pyrroles / Aryl fluorides / Benzenoids / Heteroaromatic compounds / Amino acids / Monocarboxylic acids and derivatives / Azacyclic compounds
show 7 more
Substituents
3-alkylindole / Alpha-amino acid / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Aralkylamine / Aromatic heteropolycyclic compound / Aryl fluoride / Aryl halide
show 23 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
DEBQMEYEKKWIKC-QMMMGPOBSA-N
InChI
InChI=1S/C11H11FN2O2/c12-7-2-1-3-9-10(7)6(5-14-9)4-8(13)11(15)16/h1-3,5,8,14H,4,13H2,(H,15,16)/t8-/m0/s1
IUPAC Name
(2S)-2-amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid
SMILES
N[C@@H](CC1=CNC2=C1C(F)=CC=C2)C(O)=O

References

General References
Not Available
PubChem Compound
688475
PubChem Substance
46504641
ChemSpider
599928
ZINC
ZINC000000057328
PDBe Ligand
4FW
PDB Entries
1rm9 / 4b2j / 5o7w / 6fw7 / 6szz

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 Solubility1.59 mg/mLALOGPS
logP-0.9ALOGPS
logP-0.94Chemaxon
logS-2.1ALOGPS
pKa (Strongest Acidic)2.18Chemaxon
pKa (Strongest Basic)9.36Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area79.11 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity56.42 m3·mol-1Chemaxon
Polarizability21.05 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9859
Blood Brain Barrier+0.9764
Caco-2 permeable-0.5672
P-glycoprotein substrateNon-substrate0.5947
P-glycoprotein inhibitor INon-inhibitor0.9863
P-glycoprotein inhibitor IINon-inhibitor0.9763
Renal organic cation transporterNon-inhibitor0.8867
CYP450 2C9 substrateNon-substrate0.878
CYP450 2D6 substrateNon-substrate0.8099
CYP450 3A4 substrateNon-substrate0.7417
CYP450 1A2 substrateNon-inhibitor0.9162
CYP450 2C9 inhibitorNon-inhibitor0.9295
CYP450 2D6 inhibitorNon-inhibitor0.9011
CYP450 2C19 inhibitorNon-inhibitor0.9405
CYP450 3A4 inhibitorNon-inhibitor0.9253
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9416
Ames testNon AMES toxic0.9177
CarcinogenicityNon-carcinogens0.9072
BiodegradationNot ready biodegradable0.9953
Rat acute toxicity1.9769 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9888
hERG inhibition (predictor II)Non-inhibitor0.867
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-MSsplash10-004j-5930000000-90ff937d1d00978b78a7
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0190000000-75ccd862e72e58b54da9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0aor-6930000000-cc43b622d63d351c80d2
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03fr-0920000000-92f4454ce8c0b80a7d5b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-2900000000-f1fab5b05b0892f9112e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dr-0900000000-c92d6bf2c6e8c642b501
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-005a-1900000000-c64d42500161d7279200
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]-146.7105
predicted
DeepCCS 1.0 (2019)
[M+H]+149.10606
predicted
DeepCCS 1.0 (2019)
[M+Na]+155.01859
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52