(2S) N-acetyl-L-alanyl-αL-phenylalanyl-chloroethylketone

Identification

Name
(2S) N-acetyl-L-alanyl-αL-phenylalanyl-chloroethylketone
Accession Number
DB07899
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • N2-Acetyl-N-[(2S)-5-chloro-3-oxo-1-phenyl-2-pentanyl]-L-alaninamide
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 324.803
Monoisotopic: 324.124070255
Chemical Formula
C16H21ClN2O3
InChI Key
WABWAIGLGFELMI-FZMZJTMJSA-N
InChI
InChI=1S/C16H21ClN2O3/c1-11(18-12(2)20)16(22)19-14(15(21)8-9-17)10-13-6-4-3-5-7-13/h3-7,11,14H,8-10H2,1-2H3,(H,18,20)(H,19,22)/t11-,14-/m0/s1
IUPAC Name
(2S)-N-[(2S)-5-chloro-3-oxo-1-phenylpentan-2-yl]-2-acetamidopropanamide
SMILES
[H][[email protected]@](C)(NC(C)=O)C(=O)N[[email protected]@]([H])(CC1=CC=CC=C1)C(=O)CCCl

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UChymotrypsinogen BNot 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
46937104
PubChem Substance
99444370
ChemSpider
25057340
HET
HIN
PDB Entries
2gmt

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 Solubility0.0374 mg/mLALOGPS
logP1.28ALOGPS
logP1.46ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)12ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.27 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity84.86 m3·mol-1ChemAxon
Polarizability33.75 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.986
Blood Brain Barrier+0.9108
Caco-2 permeable-0.6981
P-glycoprotein substrateSubstrate0.5807
P-glycoprotein inhibitor INon-inhibitor0.6997
P-glycoprotein inhibitor IINon-inhibitor0.9582
Renal organic cation transporterNon-inhibitor0.8723
CYP450 2C9 substrateNon-substrate0.8179
CYP450 2D6 substrateNon-substrate0.8106
CYP450 3A4 substrateNon-substrate0.5099
CYP450 1A2 substrateNon-inhibitor0.8448
CYP450 2C9 inhibitorNon-inhibitor0.8579
CYP450 2D6 inhibitorNon-inhibitor0.8746
CYP450 2C19 inhibitorInhibitor0.5467
CYP450 3A4 inhibitorInhibitor0.627
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.78
Ames testNon AMES toxic0.5827
CarcinogenicityNon-carcinogens0.799
BiodegradationNot ready biodegradable0.9212
Rat acute toxicity2.1833 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9378
hERG inhibition (predictor II)Non-inhibitor0.8975
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 n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
N-acyl-alpha amino acids and derivatives
Alternative Parents
Alpha amino acid amides / Alanine and derivatives / Amphetamines and derivatives / Acetamides / Secondary carboxylic acid amides / Ketones / Organopnictogen compounds / Organonitrogen compounds / Organochlorides / Organic oxides
show 2 more
Substituents
N-acyl-alpha amino acid or derivatives / Alpha-amino acid amide / Alanine or derivatives / Amphetamine or derivatives / Monocyclic benzene moiety / Benzenoid / Acetamide / Secondary carboxylic acid amide / Ketone / Carboxamide group
show 13 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
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. [PubMed:10592235]

Drug created on September 15, 2010 15:26 / Updated on December 01, 2017 15:57