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Identification
Name6-Chloro-2-(2-Hydroxy-Biphenyl-3-Yl)-1h-Indole-5-Carboxamidine
Accession NumberDB03865  (EXPT00023)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 362.832
Monoisotopic: 362.106014888
Chemical FormulaC21H17ClN3O
InChI KeyFEKRWNWZMOSVBX-UHFFFAOYSA-O
InChI
InChI=1S/C21H16ClN3O/c22-17-11-18-13(9-16(17)21(23)24)10-19(25-18)15-8-4-7-14(20(15)26)12-5-2-1-3-6-12/h1-11,25-26H,(H3,23,24)/p+1
IUPAC Name
{amino[6-chloro-2-(2-hydroxy-3-phenylphenyl)-1H-indol-5-yl]methylidene}azanium
SMILES
NC(=[NH2+])C1=CC2=C(NC(=C2)C2=CC=CC(=C2O)C2=CC=CC=C2)C=C1Cl
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassPhenylpropanoids and Polyketides
ClassStilbenes
SubclassNot Available
Direct parentStilbenes
Alternative parentsBiphenyls and Derivatives; Phenylpyrroles; Indoles; Phenols and Derivatives; Chlorobenzenes; Aryl Chlorides; Enols; Polyamines; Carboxamidines; Organochlorides
Substituentsbiphenyl; 2-phenylpyrrole; indole; indole or derivative; chlorobenzene; phenol derivative; aryl chloride; substituted pyrrole; aryl halide; benzene; pyrrole; polyamine; enol; amidine; carboxylic acid amidine; organochloride; organohalogen; amine; organonitrogen compound
Classification descriptionThis compound belongs to the stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
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 + 0.937
Blood Brain Barrier + 0.9496
Caco-2 permeable - 0.6019
P-glycoprotein substrate Non-substrate 0.6561
P-glycoprotein inhibitor I Non-inhibitor 0.976
P-glycoprotein inhibitor II Non-inhibitor 0.6342
Renal organic cation transporter Non-inhibitor 0.6883
CYP450 2C9 substrate Non-substrate 0.677
CYP450 2D6 substrate Non-substrate 0.8018
CYP450 3A4 substrate Non-substrate 0.639
CYP450 1A2 substrate Inhibitor 0.7623
CYP450 2C9 substrate Non-inhibitor 0.5501
CYP450 2D6 substrate Inhibitor 0.6336
CYP450 2C19 substrate Inhibitor 0.5893
CYP450 3A4 substrate Non-inhibitor 0.6014
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6543
Ames test Non AMES toxic 0.6118
Carcinogenicity Non-carcinogens 0.8582
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 2.5672 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9571
hERG inhibition (predictor II) Non-inhibitor 0.6441
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.000297ALOGPS
logP2.08ALOGPS
logP3.97ChemAxon
logS-6.1ALOGPS
pKa (Strongest Acidic)9.27ChemAxon
pKa (Strongest Basic)10.06ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area87.63 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity116.55 m3·mol-1ChemAxon
Polarizability39.76 Å3ChemAxon
Number of Rings4ChemAxon
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 Compound445843
PubChem Substance46507457
ChemSpider393359
BindingDB50106240
HET132
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Prothrombin

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Prothrombin P00734 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

2. Trypsin-1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Trypsin-1 P07477 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

3. Urokinase-type plasminogen activator

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Urokinase-type plasminogen activator P00749 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

4. Serine protease hepsin

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Serine protease hepsin P05981 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 June 13, 2005 07:24 / Updated on September 16, 2013 17:22