NAV

Biphenylalanine

Identification

Generic Name
Biphenylalanine
DrugBank Accession Number
DB04639
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 241.2851
Monoisotopic: 241.110278729
Chemical Formula
C15H15NO2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UIg gamma-1 chain C regionNot AvailableHumans
UEnvelope glycoprotein gp160Not 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 phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Phenylalanine and derivatives
Alternative Parents
Biphenyls and derivatives / Phenylpropanoic acids / L-alpha-amino acids / Amphetamines and derivatives / Aralkylamines / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides
show 3 more
Substituents
3-phenylpropanoic-acid / Alpha-amino acid / Amine / Amino acid / Amphetamine or derivatives / Aralkylamine / Aromatic homomonocyclic compound / Benzenoid / Biphenyl / Carbonyl group
show 14 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
JCZLABDVDPYLRZ-AWEZNQCLSA-N
InChI
InChI=1S/C15H15NO2/c16-14(15(17)18)10-11-6-8-13(9-7-11)12-4-2-1-3-5-12/h1-9,14H,10,16H2,(H,17,18)/t14-/m0/s1
IUPAC Name
(2S)-2-amino-3-{[1,1'-biphenyl]-4-yl}propanoic acid
SMILES
[H][C@](N)(CC1=CC=C(C=C1)C1=CC=CC=C1)C(O)=O

References

Synthesis Reference

Kiyoshi Sugi, Masahide Tanaka, Yoshihiro Kawada, Daisuke Sasayama, "Method For Production of Optically Active Biphenylalanine Compound or Salt or Ester Thereof." U.S. Patent US20090011475, issued January 08, 2009.

US20090011475
General References
Not Available
PubChem Compound
2761815
PubChem Substance
46505628
ChemSpider
2042538
ZINC
ZINC000002244337
PDBe Ligand
BIF
PDB Entries
1yyl / 2i5y / 4oud / 4s02 / 4s03 / 4s0i / 4s0j / 4s0k / 4s0l / 7nus …
show 1 more

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 Solubility0.0587 mg/mLALOGPS
logP0.1ALOGPS
logP0.46Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)2.49Chemaxon
pKa (Strongest Basic)9.44Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area63.32 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity70.25 m3·mol-1Chemaxon
Polarizability26.67 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9932
Blood Brain Barrier+0.6593
Caco-2 permeable+0.7804
P-glycoprotein substrateNon-substrate0.6801
P-glycoprotein inhibitor INon-inhibitor0.9747
P-glycoprotein inhibitor IINon-inhibitor0.9716
Renal organic cation transporterNon-inhibitor0.9052
CYP450 2C9 substrateNon-substrate0.8164
CYP450 2D6 substrateNon-substrate0.8462
CYP450 3A4 substrateNon-substrate0.7939
CYP450 1A2 substrateNon-inhibitor0.8041
CYP450 2C9 inhibitorNon-inhibitor0.9349
CYP450 2D6 inhibitorNon-inhibitor0.9378
CYP450 2C19 inhibitorNon-inhibitor0.9412
CYP450 3A4 inhibitorNon-inhibitor0.9236
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9351
Ames testNon AMES toxic0.8819
CarcinogenicityNon-carcinogens0.7822
BiodegradationNot ready biodegradable0.6644
Rat acute toxicity2.4771 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9889
hERG inhibition (predictor II)Non-inhibitor0.8963
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-MSsplash10-00ke-4920000000-32630c7621982b557afa
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-002g-0940000000-f767d977a7f3ddf982cc
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0290000000-fe61bf6fa4068a626d2a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0920000000-ac22266505e6507ed72d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0104-4940000000-26221820c377bf086903
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-016r-0910000000-69a783fb1b62a2409a2b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ufr-1900000000-65f9632740e9a37aebb0
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]-170.0614124
predicted
DarkChem Lite v0.1.0
[M-H]-155.30621
predicted
DeepCCS 1.0 (2019)
[M+H]+170.6636124
predicted
DarkChem Lite v0.1.0
[M+H]+157.70178
predicted
DeepCCS 1.0 (2019)
[M+Na]+169.8442124
predicted
DarkChem Lite v0.1.0
[M+Na]+163.65796
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Ig gamma-1 chain C region
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Immunoglobulin receptor binding
Specific Function
Not Available
Gene Name
IGHG1
Uniprot ID
P01857
Uniprot Name
Ig gamma-1 chain C region
Molecular Weight
36105.695 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. [Article]
Details2. Envelope glycoprotein gp160
Kind
Protein
Organism
Not Available
Pharmacological action
Unknown
General Function
Structural molecule activity
Specific Function
Envelope glycoprotein gp160: Oligomerizes in the host endoplasmic reticulum into predominantly trimers. In a second time, gp160 transits in the host Golgi, where glycosylation is completed. The pre...
Gene Name
env
Uniprot ID
P35961
Uniprot Name
Envelope glycoprotein gp160
Molecular Weight
95647.42 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 11, 2007 17:49 / Updated at June 12, 2020 16:52