IDPharmacologyInteractionsReferencesTrialsEconomicsPropertiesSpectraTaxonomy
Targets (1)
Targets (1)

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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
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
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
UNIINot 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
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Disintegrin and metalloproteinase domain-containing protein 17ProteinunknownNot AvailableHumanP78536 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 Solubility0.00414 mg/mLALOGPS
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
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9653
Blood Brain Barrier-0.7125
Caco-2 permeable-0.7048
P-glycoprotein substrateSubstrate0.7943
P-glycoprotein inhibitor INon-inhibitor0.5687
P-glycoprotein inhibitor IIInhibitor0.9517
Renal organic cation transporterNon-inhibitor0.7767
CYP450 2C9 substrateNon-substrate0.8137
CYP450 2D6 substrateNon-substrate0.7759
CYP450 3A4 substrateSubstrate0.7324
CYP450 1A2 substrateNon-inhibitor0.8444
CYP450 2C9 inhibitorInhibitor0.5546
CYP450 2D6 inhibitorNon-inhibitor0.7629
CYP450 2C19 inhibitorNon-inhibitor0.5161
CYP450 3A4 inhibitorInhibitor0.7827
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7073
Ames testNon AMES toxic0.5656
CarcinogenicityNon-carcinogens0.7714
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6764 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9785
hERG inhibition (predictor II)Inhibitor0.5432
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 phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassPyrrolidines
Direct ParentPhenylpyrrolidines
Alternative ParentsQuinolines and derivatives / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Methylpyridines / Pyrrolidine-2-ones / N-alkylpyrrolidines / Tertiary carboxylic acid amides / Pyrroles / Heteroaromatic compounds
Substituents3-phenylpyrrolidine / Quinoline / Phenoxy compound / Phenol ether / Alkyl aryl ether / Methylpyridine / Monocyclic benzene moiety / Pyridine / Pyrrolidone / 2-pyrrolidone
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorsquinolines, hydroxamic acid, pyrrolidin-2-ones (CHEBI:40083 )

Targets

Details
1. Disintegrin and metalloproteinase domain-containing protein 17
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
Cleaves the membrane-bound precursor of TNF-alpha to its mature soluble form. Responsible for the proteolytical release of soluble JAM3 from endothelial cells surface. Responsible for the proteolytic release of several other cell-surface proteins, including p75 TNF-receptor, interleukin 1 receptor type II, p55 TNF-receptor, transforming growth factor-alpha, L-selectin, growth hormone receptor, ...
Gene Name:
ADAM17
Uniprot ID:
P78536
Molecular Weight:
93020.165 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 15:19 / Updated on June 11, 2017 21:05