Identification

Generic Name
Phenylalanylmethylchloride
DrugBank Accession Number
DB08374
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 197.661
Monoisotopic: 197.060741718
Chemical Formula
C10H12ClNO
Synonyms
  • (3S)-3-Amino-1-chloro-4-phenyl-2-butanone
  • L-Phenylalanine chloromethyl ketone

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UChymotrypsinogen BNot 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
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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 amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenethylamines
Direct Parent
Amphetamines and derivatives
Alternative Parents
Aralkylamines / Alpha-chloroketones / Alpha-amino ketones / Organopnictogen compounds / Organochlorides / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Alkyl chlorides
Substituents
Alkyl chloride / Alkyl halide / Alpha-aminoketone / Alpha-chloroketone / Alpha-haloketone / Amine / Amphetamine or derivatives / Aralkylamine / Aromatic homomonocyclic compound / Carbonyl group
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
52735-71-4
InChI Key
CNNSBPMDYXZFTQ-VIFPVBQESA-N
InChI
InChI=1S/C10H12ClNO/c11-7-10(13)9(12)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2/t9-/m0/s1
IUPAC Name
(3S)-3-amino-1-chloro-4-phenylbutan-2-one
SMILES
[H][C@](N)(CC1=CC=CC=C1)C(=O)CCl

References

General References
Not Available
PubChem Compound
4369560
PubChem Substance
99444845
ChemSpider
3572088
ZINC
ZINC000002504633
PDBe Ligand
PCS
PDB Entries
1xqx / 4zar / 7kld

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 Solubility0.606 mg/mLALOGPS
logP1.26ALOGPS
logP1.94Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)15.51Chemaxon
pKa (Strongest Basic)7.66Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area43.09 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity53.42 m3·mol-1Chemaxon
Polarizability20.5 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9684
Caco-2 permeable+0.7641
P-glycoprotein substrateNon-substrate0.7513
P-glycoprotein inhibitor INon-inhibitor0.9361
P-glycoprotein inhibitor IINon-inhibitor0.9793
Renal organic cation transporterNon-inhibitor0.7528
CYP450 2C9 substrateNon-substrate0.8432
CYP450 2D6 substrateNon-substrate0.7054
CYP450 3A4 substrateNon-substrate0.6977
CYP450 1A2 substrateInhibitor0.8929
CYP450 2C9 inhibitorNon-inhibitor0.9077
CYP450 2D6 inhibitorInhibitor0.5145
CYP450 2C19 inhibitorInhibitor0.5646
CYP450 3A4 inhibitorNon-inhibitor0.5176
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7133
Ames testNon AMES toxic0.5219
CarcinogenicityNon-carcinogens0.6812
BiodegradationNot ready biodegradable0.7031
Rat acute toxicity3.0457 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9086
hERG inhibition (predictor II)Non-inhibitor0.8866
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

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Not Available
Gene Name
CTRB1
Uniprot ID
P17538
Uniprot Name
Chymotrypsinogen B
Molecular Weight
27869.74 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 21:31 / Updated at June 12, 2020 16:52