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Identification
Name2-{4-[2-(2-AMINO-4-OXO-4,7-DIHYDRO-3H-PYRROLO[2,3-D]PYRIMIDIN-5-YL)-ETHYL]-BENZOYLAMINO}-3-METHYL-BUTYRIC ACID
Accession NumberDB08131
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 397.4277
Monoisotopic: 397.175004249
Chemical FormulaC20H23N5O4
InChI KeyMYENGRJSPURSQB-HNNXBMFYSA-N
InChI
InChI=1S/C20H23N5O4/c1-10(2)15(19(28)29)23-17(26)12-6-3-11(4-7-12)5-8-13-9-22-16-14(13)18(27)25-20(21)24-16/h3-4,6-7,9-10,15H,5,8H2,1-2H3,(H,23,26)(H,28,29)(H4,21,22,24,25,27)/t15-/m0/s1
IUPAC Name
(2S)-2-{[4-(2-{2-amino-4-oxo-3H,4H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]formamido}-3-methylbutanoic acid
SMILES
[H][C@](NC(=O)C1=CC=C(CCC2=CNC3=C2C(=O)NC(N)=N3)C=C1)(C(C)C)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassBenzamides
Direct parentHippuric Acid Derivatives
Alternative parentsN-acyl-alpha Amino Acids; Pyrrolopyrimidines; Benzoyl Derivatives; Pyrimidones; Amino Fatty Acids; Substituted Pyrroles; Primary Aromatic Amines; Secondary Carboxylic Acid Amides; Carboxylic Acids; Enolates; Polyamines
Substituentsalpha-amino acid or derivative; pyrrolopyrimidine; benzoyl; pyrimidone; pyrimidine; substituted pyrrole; primary aromatic amine; pyrrole; carboxamide group; secondary carboxylic acid amide; enolate; carboxylic acid derivative; carboxylic acid; polyamine; amine; primary amine; organonitrogen compound
Classification descriptionThis compound belongs to the hippuric acid derivatives. These are compounds containing an hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine.
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 + 0.791
Blood Brain Barrier + 0.5262
Caco-2 permeable - 0.7863
P-glycoprotein substrate Substrate 0.5201
P-glycoprotein inhibitor I Non-inhibitor 0.9614
P-glycoprotein inhibitor II Non-inhibitor 0.9489
Renal organic cation transporter Non-inhibitor 0.9277
CYP450 2C9 substrate Non-substrate 0.7178
CYP450 2D6 substrate Non-substrate 0.8194
CYP450 3A4 substrate Non-substrate 0.5706
CYP450 1A2 substrate Non-inhibitor 0.8549
CYP450 2C9 substrate Non-inhibitor 0.8273
CYP450 2D6 substrate Non-inhibitor 0.9001
CYP450 2C19 substrate Non-inhibitor 0.8296
CYP450 3A4 substrate Non-inhibitor 0.8673
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9277
Ames test Non AMES toxic 0.7832
Carcinogenicity Non-carcinogens 0.9615
Biodegradation Not ready biodegradable 0.9607
Rat acute toxicity 2.4980 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9813
hERG inhibition (predictor II) Non-inhibitor 0.8414
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility3.21e-02 g/lALOGPS
logP1.69ALOGPS
logP1.43ChemAxon
logS-4.1ALOGPS
pKa (strongest acidic)3.4ChemAxon
pKa (strongest basic)4.2ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count6ChemAxon
hydrogen donor count5ChemAxon
polar surface area149.67ChemAxon
rotatable bond count7ChemAxon
refractivity108.09ChemAxon
polarizability42.11ChemAxon
number of rings3ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleYesChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound446560
PubChem Substance99444602
ChemSpider393882
HETLYD
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Thymidylate synthase

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Thymidylate synthase P0A884 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

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Drug created on September 15, 2010 15:28 / Updated on September 16, 2013 18:08