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Identification
Name(1R)-N,6-DIHYDROXY-7-METHOXY-2-[(4-METHOXYPHENYL)SULFONYL]-1,2,3,4-TETRAHYDROISOQUINOLINE-1-CARBOXAMIDE
Accession NumberDB08170
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 408.426
Monoisotopic: 408.099121694
Chemical FormulaC18H20N2O7S
InChI KeyAYFCYVLVRYQGME-QGZVFWFLSA-N
InChI
InChI=1S/C18H20N2O7S/c1-26-12-3-5-13(6-4-12)28(24,25)20-8-7-11-9-15(21)16(27-2)10-14(11)17(20)18(22)19-23/h3-6,9-10,17,21,23H,7-8H2,1-2H3,(H,19,22)/t17-/m1/s1
IUPAC Name
(1R)-N,6-dihydroxy-7-methoxy-2-[(4-methoxybenzene)sulfonyl]-1,2,3,4-tetrahydroisoquinoline-1-carboxamide
SMILES
[H][C@]1(N(CCC2=CC(O)=C(OC)C=C12)S(=O)(=O)C1=CC=C(OC)C=C1)C(=O)NO
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassIsoquinolines and Derivatives
SubclassNot Available
Direct parentIsoquinolines and Derivatives
Alternative parentsMethoxyphenols and Derivatives; Benzenesulfonamides; Anisoles; Alkyl Aryl Ethers; Sulfonyls; Sulfonamides; Hydroxamic Acids; Polyamines; Enolates; Enols
Substituentsphenol ether; anisole; alkyl aryl ether; phenol derivative; benzene; sulfonamide; sulfonyl; sulfonic acid derivative; hydroxamic acid; carboxamide group; polyamine; enolate; carboxylic acid derivative; enol; ether; amine; organonitrogen compound
Classification descriptionThis compound belongs to the isoquinolines and derivatives. These are aromatic polycyclic compounds containing an isoquinoline moiety, which consists of a benzene ring fused to a pyridine ring and forming benzo[c]pyridine.
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 + 0.9323
Blood Brain Barrier - 0.6921
Caco-2 permeable - 0.6288
P-glycoprotein substrate Substrate 0.6687
P-glycoprotein inhibitor I Non-inhibitor 0.6865
P-glycoprotein inhibitor II Non-inhibitor 0.538
Renal organic cation transporter Non-inhibitor 0.7835
CYP450 2C9 substrate Non-substrate 0.5516
CYP450 2D6 substrate Non-substrate 0.806
CYP450 3A4 substrate Substrate 0.5906
CYP450 1A2 substrate Non-inhibitor 0.791
CYP450 2C9 substrate Inhibitor 0.5297
CYP450 2D6 substrate Non-inhibitor 0.8761
CYP450 2C19 substrate Non-inhibitor 0.5
CYP450 3A4 substrate Non-inhibitor 0.7077
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6733
Ames test Non AMES toxic 0.5717
Carcinogenicity Non-carcinogens 0.7421
Biodegradation Not ready biodegradable 0.9857
Rat acute toxicity 2.4142 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9755
hERG inhibition (predictor II) Inhibitor 0.5507
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.602ALOGPS
logP1.02ALOGPS
logP1.05ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)8.64ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area125.4 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity100.26 m3·mol-1ChemAxon
Polarizability40.33 Å3ChemAxon
Number of Rings3ChemAxon
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 Compound15942651
PubChem Substance99444641
ChemSpider13085320
HETMDW
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Matrilysin

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Matrilysin P09237 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 15:29 / Updated on September 16, 2013 18:08