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Identification
Name2-(2-{2-[(BIPHENYL-4-YLMETHYL)-AMINO]-3-MERCAPTO-PENTANOYLAMINO}-ACETYLAMINO)-3-METHYL-BUTYRIC ACID METHYL ESTER
Accession NumberDB08643
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 457.586
Monoisotopic: 457.203527185
Chemical FormulaC24H31N3O4S
InChI KeyQFAWBPLETHINFK-UNMCSNQZSA-N
InChI
InChI=1S/C24H31N3O4S/c1-16(2)22(24(30)31-3)27-21(28)14-26-23(29)20(15-32)25-13-17-9-11-19(12-10-17)18-7-5-4-6-8-18/h4-12,16,20,22,25,32H,13-15H2,1-3H3,(H,26,29)(H,27,28)/t20-,22-/m0/s1
IUPAC Name
methyl (2S)-3-methyl-2-{2-[(2R)-2-{[(4-phenylphenyl)methyl]amino}-3-sulfanylpropanamido]acetamido}butanoate
SMILES
[H][C@@](CS)(NCC1=CC=C(C=C1)C1=CC=CC=C1)C(=O)NCC(=O)N[C@@]([H])(C(C)C)C(=O)OC
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentPeptides
Alternative parentsAlpha Amino Acid Esters; N-acyl-alpha Amino Acids and Derivatives; Alpha Amino Acid Amides; Biphenyls and Derivatives; Fatty Acid Esters; Secondary Carboxylic Acid Amides; Carboxylic Acid Esters; Dialkylamines; Carboxylic Acids; Enolates; Ethers; Polyamines; Alkylthiols
Substituentsn-acyl-alpha amino acid or derivative; alpha-amino acid ester; biphenyl; alpha-amino acid amide; alpha-amino acid or derivative; fatty acid ester; benzene; carboxylic acid ester; carboxamide group; secondary carboxylic acid amide; alkylthiol; polyamine; enolate; ether; secondary aliphatic amine; secondary amine; carboxylic acid; amine; organonitrogen compound
Classification descriptionThis compound belongs to the peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.8998
Blood Brain Barrier - 0.7866
Caco-2 permeable - 0.7356
P-glycoprotein substrate Substrate 0.7463
P-glycoprotein inhibitor I Inhibitor 0.6986
P-glycoprotein inhibitor II Non-inhibitor 0.9142
Renal organic cation transporter Non-inhibitor 0.9176
CYP450 2C9 substrate Non-substrate 0.806
CYP450 2D6 substrate Non-substrate 0.8305
CYP450 3A4 substrate Substrate 0.5368
CYP450 1A2 substrate Non-inhibitor 0.8817
CYP450 2C9 substrate Non-inhibitor 0.7808
CYP450 2D6 substrate Non-inhibitor 0.7655
CYP450 2C19 substrate Non-inhibitor 0.6418
CYP450 3A4 substrate Inhibitor 0.5624
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.5155
Ames test Non AMES toxic 0.7714
Carcinogenicity Non-carcinogens 0.8261
Biodegradation Not ready biodegradable 0.9962
Rat acute toxicity 2.4053 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.993
hERG inhibition (predictor II) Non-inhibitor 0.5656
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.65e-03 g/lALOGPS
logP3.21ALOGPS
logP2.67ChemAxon
logS-5.4ALOGPS
pKa (strongest acidic)9.97ChemAxon
pKa (strongest basic)7.62ChemAxon
physiological charge1ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count4ChemAxon
polar surface area96.53ChemAxon
rotatable bond count12ChemAxon
refractivity126.61ChemAxon
polarizability50.29ChemAxon
number of rings2ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound4369141
PubChem Substance99445114
ChemSpider3571842
HETTR1
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Stromelysin-1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Stromelysin-1 P08254 Details

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

Comments
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Drug created on September 15, 2010 15:33 / Updated on September 16, 2013 18:10