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Identification
Namemethyl (1R,2S)-2-(hydroxycarbamoyl)-1-{4-[(2-methylquinolin-4-yl)methoxy]benzyl}cyclopropanecarboxylate
Accession NumberDB07147
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 420.4578
Monoisotopic: 420.168521888
Chemical FormulaC24H24N2O5
InChI KeyHJWMYFBKJRVWJY-YKSBVNFPSA-N
InChI
InChI=1S/C24H24N2O5/c1-15-11-17(19-5-3-4-6-21(19)25-15)14-31-18-9-7-16(8-10-18)12-24(23(28)30-2)13-20(24)22(27)26-29/h3-11,20,29H,12-14H2,1-2H3,(H,26,27)/t20-,24+/m1/s1
IUPAC Name
methyl (1R,2S)-2-(hydroxycarbamoyl)-1-({4-[(2-methylquinolin-4-yl)methoxy]phenyl}methyl)cyclopropane-1-carboxylate
SMILES
[H][C@@]1(C[C@]1(CC1=CC=C(OCC2=CC(C)=NC3=C2C=CC=C3)C=C1)C(=O)OC)C(=O)NO
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassQuinolines and Derivatives
SubclassNot Available
Direct parentQuinolines and Derivatives
Alternative parentsPhenol Ethers; Alkyl Aryl Ethers; Fatty Acid Esters; Pyridines and Derivatives; Cyclopropanecarboxylic Acids and Derivatives; Hydroxamic Acids; Carboxylic Acid Esters; Polyamines; Enolates
Substituentsphenol ether; fatty acid ester; alkyl aryl ether; pyridine; cyclopropanecarboxylic acid or derivative; benzene; hydroxamic acid; carboxylic acid ester; carboxamide group; polyamine; carboxylic acid derivative; ether; enolate; organonitrogen compound; amine
Classification descriptionThis compound belongs to the quinolines and derivatives. These are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.
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 + 0.7354
Blood Brain Barrier + 0.6867
Caco-2 permeable - 0.6604
P-glycoprotein substrate Substrate 0.6224
P-glycoprotein inhibitor I Non-inhibitor 0.8375
P-glycoprotein inhibitor II Non-inhibitor 0.7036
Renal organic cation transporter Non-inhibitor 0.8911
CYP450 2C9 substrate Non-substrate 0.8567
CYP450 2D6 substrate Non-substrate 0.8119
CYP450 3A4 substrate Substrate 0.6691
CYP450 1A2 substrate Non-inhibitor 0.5921
CYP450 2C9 substrate Non-inhibitor 0.5632
CYP450 2D6 substrate Non-inhibitor 0.8399
CYP450 2C19 substrate Non-inhibitor 0.6476
CYP450 3A4 substrate Non-inhibitor 0.5487
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6316
Ames test AMES toxic 0.528
Carcinogenicity Non-carcinogens 0.8765
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 2.7595 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9968
hERG inhibition (predictor II) Non-inhibitor 0.6053
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility2.30e-03 g/lALOGPS
logP3.81ALOGPS
logP3.11ChemAxon
logS-5.3ALOGPS
pKa (strongest acidic)8.86ChemAxon
pKa (strongest basic)5.02ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count5ChemAxon
hydrogen donor count2ChemAxon
polar surface area97.75ChemAxon
rotatable bond count8ChemAxon
refractivity113.42ChemAxon
polarizability44.95ChemAxon
number of rings4ChemAxon
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 Compound24800833
PubChem Substance99443618
ChemSpider23325936
HET550
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Disintegrin and metalloproteinase domain-containing protein 17

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Disintegrin and metalloproteinase domain-containing protein 17 P78536 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 15:19 / Updated on September 16, 2013 18:05