(2R)-2-benzyl-3-nitropropanoic acid

Identification

Name
(2R)-2-benzyl-3-nitropropanoic acid
Accession Number
DB06924
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: 209.1986
Monoisotopic: 209.068807845
Chemical Formula
C10H11NO4
InChI Key
GCXOTBPCUQHSAO-SECBINFHSA-N
InChI
InChI=1S/C10H11NO4/c12-10(13)9(7-11(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)/t9-/m1/s1
IUPAC Name
(2R)-2-benzyl-3-nitropropanoic acid
SMILES
[H][[email protected]@](CC1=CC=CC=C1)(C[N+]([O-])=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCarboxypeptidase A1Not 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
24768537
PubChem Substance
99443395
ChemSpider
23319419
BindingDB
50373038
ChEMBL
CHEMBL407567
HET
23N
PDB Entries
2rfh

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 Solubility0.445 mg/mLALOGPS
logP1.44ALOGPS
logP1.86ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)3.94ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.12 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity52.64 m3·mol-1ChemAxon
Polarizability19.68 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8501
Blood Brain Barrier+0.7162
Caco-2 permeable-0.522
P-glycoprotein substrateNon-substrate0.8197
P-glycoprotein inhibitor INon-inhibitor0.9451
P-glycoprotein inhibitor IINon-inhibitor0.9902
Renal organic cation transporterNon-inhibitor0.8651
CYP450 2C9 substrateNon-substrate0.8311
CYP450 2D6 substrateNon-substrate0.8536
CYP450 3A4 substrateNon-substrate0.6271
CYP450 1A2 substrateNon-inhibitor0.6094
CYP450 2C9 inhibitorNon-inhibitor0.901
CYP450 2D6 inhibitorNon-inhibitor0.9241
CYP450 2C19 inhibitorNon-inhibitor0.858
CYP450 3A4 inhibitorNon-inhibitor0.9757
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9765
Ames testAMES toxic0.6971
CarcinogenicityNon-carcinogens0.5937
BiodegradationReady biodegradable0.8274
Rat acute toxicity2.2475 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7552
hERG inhibition (predictor II)Non-inhibitor0.9409
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 phenylpropanoic acids. These are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Phenylpropanoic acids
Sub Class
Not Available
Direct Parent
Phenylpropanoic acids
Alternative Parents
Benzene and substituted derivatives / C-nitro compounds / Propargyl-type 1,3-dipolar organic compounds / Organic oxoazanium compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
3-phenylpropanoic-acid / Monocyclic benzene moiety / Benzenoid / C-nitro compound / Organic nitro compound / Organic 1,3-dipolar compound / Propargyl-type 1,3-dipolar organic compound / Allyl-type 1,3-dipolar organic compound / Organic oxoazanium / Monocarboxylic acid or derivatives
show 11 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Details
1. Carboxypeptidase A1
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Carboxypeptidase that catalyzes the release of a C-terminal amino acid, but has little or no action with -Asp, -Glu, -Arg, -Lys or -Pro.
Gene Name
CPA1
Uniprot ID
P15085
Uniprot Name
Carboxypeptidase A1
Molecular Weight
47139.86 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. [PubMed:10592235]

Drug created on September 15, 2010 15:17 / Updated on December 01, 2017 15:43