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Identification
Name(2R)-N-HYDROXY-2-[(3S)-3-METHYL-3-{4-[(2-METHYLQUINOLIN-4-YL)METHOXY]PHENYL}-2-OXOPYRROLIDIN-1-YL]PROPANAMIDE
Accession NumberDB07145
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 433.4996
Monoisotopic: 433.200156367
Chemical FormulaC25H27N3O4
InChI KeyYDMIPBHQKFOFQW-NSYGIPOTSA-N
InChI
InChI=1S/C25H27N3O4/c1-16-14-18(21-6-4-5-7-22(21)26-16)15-32-20-10-8-19(9-11-20)25(3)12-13-28(24(25)30)17(2)23(29)27-31/h4-11,14,17,31H,12-13,15H2,1-3H3,(H,27,29)/t17-,25+/m1/s1
IUPAC Name
(2R)-N-hydroxy-2-[(3S)-3-methyl-3-{4-[(2-methylquinolin-4-yl)methoxy]phenyl}-2-oxopyrrolidin-1-yl]propanamide
SMILES
[H][C@](C)(N1CC[C@](C)(C1=O)C1=CC=C(OCC2=CC(C)=NC3=CC=CC=C23)C=C1)C(=O)NO
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassPyrrolidines
SubclassPhenylpyrrolidines
Direct parentPhenylpyrrolidines
Alternative parentsQuinolines and Derivatives; Phenol Ethers; Alkyl Aryl Ethers; Pyrrolidones; Pyridines and Derivatives; Tertiary Carboxylic Acid Amides; Pyrroles; Hydroxamic Acids; Lactams; Tertiary Amines; Enolates; Carboxylic Acids; Polyamines
Substituentsphenol ether; alkyl aryl ether; pyrrolidone; pyridine; benzene; pyrrole; tertiary carboxylic acid amide; tertiary amine; carboxamide group; hydroxamic acid; lactam; carboxylic acid derivative; polyamine; enolate; ether; carboxylic acid; amine; organonitrogen compound
Classification descriptionThis compound belongs to the phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond.
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 + 0.9653
Blood Brain Barrier - 0.7125
Caco-2 permeable - 0.7048
P-glycoprotein substrate Substrate 0.7943
P-glycoprotein inhibitor I Non-inhibitor 0.5687
P-glycoprotein inhibitor II Inhibitor 0.9517
Renal organic cation transporter Non-inhibitor 0.7767
CYP450 2C9 substrate Non-substrate 0.8137
CYP450 2D6 substrate Non-substrate 0.7759
CYP450 3A4 substrate Substrate 0.7324
CYP450 1A2 substrate Non-inhibitor 0.8444
CYP450 2C9 substrate Inhibitor 0.5546
CYP450 2D6 substrate Non-inhibitor 0.7629
CYP450 2C19 substrate Non-inhibitor 0.5161
CYP450 3A4 substrate Inhibitor 0.7827
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7073
Ames test Non AMES toxic 0.5656
Carcinogenicity Non-carcinogens 0.7714
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 2.6764 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9785
hERG inhibition (predictor II) Inhibitor 0.5432
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00414ALOGPS
logP3.8ALOGPS
logP2.97ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)8.72ChemAxon
pKa (Strongest Basic)5.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.76 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity120.08 m3·mol-1ChemAxon
Polarizability47.66 Å3ChemAxon
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 Compound6914621
PubChem Substance99443616
ChemSpider5290501
ChEBI40083
ChEMBL
HET541
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

Comments
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Drug created on September 15, 2010 15:19 / Updated on September 16, 2013 18:05