Identification
NameL-PROLINE, 1-[(2S)-3-MERCAPTO-2-METHYL-1-OXOPROPYL]-4-(PHENYLTHIO)-, 4S
Accession NumberDB08766
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNII4G4WDK2YBS
CAS numberNot Available
WeightAverage: 325.446
Monoisotopic: 325.080634859
Chemical FormulaC15H19NO3S2
InChI KeyUQWLOWFDKAFKAP-WXHSDQCUSA-N
InChI
InChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12+,13+/m1/s1
IUPAC Name
(2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid
SMILES
[H][C@@](C)(CS)C(=O)N1C[C@]([H])(C[C@@]1([H])C(O)=O)SC1=CC=CC=C1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Cytosol aminopeptidaseProteinunknownNot AvailableHumanP28838 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0519 mg/mLALOGPS
logP2.59ALOGPS
logP2.41ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)3.91ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.61 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity86.68 m3·mol-1ChemAxon
Polarizability34.03 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9771
Blood Brain Barrier+0.6268
Caco-2 permeable+0.6716
P-glycoprotein substrateNon-substrate0.6059
P-glycoprotein inhibitor INon-inhibitor0.9231
P-glycoprotein inhibitor IINon-inhibitor0.5765
Renal organic cation transporterNon-inhibitor0.7798
CYP450 2C9 substrateNon-substrate0.7018
CYP450 2D6 substrateNon-substrate0.5082
CYP450 3A4 substrateNon-substrate0.6499
CYP450 1A2 substrateNon-inhibitor0.8182
CYP450 2C9 inhibitorNon-inhibitor0.856
CYP450 2D6 inhibitorNon-inhibitor0.9028
CYP450 2C19 inhibitorNon-inhibitor0.7504
CYP450 3A4 inhibitorNon-inhibitor0.8996
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6159
Ames testNon AMES toxic0.8039
CarcinogenicityNon-carcinogens0.8948
BiodegradationNot ready biodegradable0.8754
Rat acute toxicity2.1864 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9891
hERG inhibition (predictor II)Non-inhibitor0.8377
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic acids and derivatives
Sub ClassCarboxylic acids and derivatives
Direct ParentProline and derivatives
Alternative ParentsN-acyl-L-alpha-amino acids / Thiophenol ethers / Pyrrolidine carboxylic acids / N-acylpyrrolidines / Alkylarylthioethers / Benzene and substituted derivatives / Tertiary carboxylic acid amides / Sulfenyl compounds / Alkylthiols / Azacyclic compounds
SubstituentsN-acyl-alpha-amino acid / N-acyl-alpha amino acid or derivatives / N-acyl-l-alpha-amino acid / Proline or derivatives / Aryl thioether / N-acylpyrrolidine / Pyrrolidine carboxylic acid / Pyrrolidine carboxylic acid or derivatives / Thiophenol ether / Alkylarylthioether
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptorsthiol, aryl sulfide, N-acyl-L-amino acid, L-proline derivative (CHEBI:82602 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Metalloexopeptidase activity
Specific Function:
Presumably involved in the processing and regular turnover of intracellular proteins. Catalyzes the removal of unsubstituted N-terminal amino acids from various peptides.
Gene Name:
LAP3
Uniprot ID:
P28838
Uniprot Name:
Cytosol aminopeptidase
Molecular Weight:
56165.84 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 15:34 / Updated on June 11, 2017 21:20