NAV

N-[(1R)-1-(4-Bromophenyl)ethyl]-5-fluoro-2-hydroxybenzamide

Identification

Generic Name
N-[(1R)-1-(4-Bromophenyl)ethyl]-5-fluoro-2-hydroxybenzamide
DrugBank Accession Number
DB02880
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 338.172
Monoisotopic: 337.011369517
Chemical Formula
C15H13BrFNO2
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 n-benzylbenzamides. These are compounds containing a benzamide moiety that is N-linked to a benzyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
N-benzylbenzamides
Alternative Parents
Salicylamides / 3-halobenzoic acids and derivatives / P-fluorophenols / Benzoyl derivatives / 1-hydroxy-2-unsubstituted benzenoids / Bromobenzenes / Fluorobenzenes / Aryl bromides / Aryl fluorides / Vinylogous acids
show 7 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 3-halobenzoic acid or derivatives / 4-fluorophenol / 4-halophenol / Aromatic homomonocyclic compound / Aryl bromide / Aryl fluoride / Aryl halide / Benzoyl / Bromobenzene
show 20 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
163669-81-6
InChI Key
KFTNEILVDDUXGR-SECBINFHSA-N
InChI
InChI=1S/C15H13BrFNO2/c1-9(10-2-4-11(16)5-3-10)18-15(20)13-8-12(17)6-7-14(13)19/h2-9,19H,1H3,(H,18,20)/t9-/m1/s1
IUPAC Name
N-[(1R)-1-(4-bromophenyl)ethyl]-5-fluoro-2-hydroxybenzamide
SMILES
[H]N([C@H](C)C1=CC=C(Br)C=C1)C(=O)C1=C(O)C=CC(F)=C1

References

General References
Not Available
PubChem Compound
5496910
PubChem Substance
46508661
ChemSpider
4593573
BindingDB
50078284
ChEMBL
CHEMBL38912
PDBe Ligand
BFS
PDB Entries
1std / 4std

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 Solubility0.0106 mg/mLALOGPS
logP4.56ALOGPS
logP4.45Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)7.93Chemaxon
pKa (Strongest Basic)-1.7Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area49.33 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity78.88 m3·mol-1Chemaxon
Polarizability30.16 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9958
Blood Brain Barrier+0.9668
Caco-2 permeable+0.7092
P-glycoprotein substrateNon-substrate0.7641
P-glycoprotein inhibitor INon-inhibitor0.8473
P-glycoprotein inhibitor IINon-inhibitor0.9792
Renal organic cation transporterNon-inhibitor0.88
CYP450 2C9 substrateNon-substrate0.709
CYP450 2D6 substrateNon-substrate0.7163
CYP450 3A4 substrateNon-substrate0.5676
CYP450 1A2 substrateInhibitor0.7568
CYP450 2C9 inhibitorInhibitor0.5801
CYP450 2D6 inhibitorNon-inhibitor0.6951
CYP450 2C19 inhibitorNon-inhibitor0.6724
CYP450 3A4 inhibitorNon-inhibitor0.6137
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6967
Ames testNon AMES toxic0.8635
CarcinogenicityNon-carcinogens0.7806
BiodegradationNot ready biodegradable0.9866
Rat acute toxicity2.8741 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9796
hERG inhibition (predictor II)Non-inhibitor0.7802
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-MSsplash10-001c-0901000000-5f73d4300bee747b0d97
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0904000000-51771f5f4e0c2ed9f072
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kr-1907000000-5894b3ebc1260b4a1395
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0905000000-8895b75ac156e178a0c4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0gw0-0900000000-a718b0d386c5eeb02ca8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-002g-9511000000-7069ae835c4b11b50fe4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0uxr-0900000000-d72a2749a6c805f2a2ea
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]-167.94138
predicted
DeepCCS 1.0 (2019)
[M+H]+170.29938
predicted
DeepCCS 1.0 (2019)
[M+Na]+177.15219
predicted
DeepCCS 1.0 (2019)

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