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Identification
Name1-[(3S)-5-PHENYL-3-THIOPHEN-2-YL-3H-1,4-BENZODIAZEPIN-2-YL]AZETIDIN-3-OL
Accession NumberDB08698
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 373.471
Monoisotopic: 373.124882935
Chemical FormulaC22H19N3OS
InChI KeyBKSGACYTXOQQNI-OAQYLSRUSA-N
InChI
InChI=1S/C22H19N3OS/c26-16-13-25(14-16)22-21(19-11-6-12-27-19)24-20(15-7-2-1-3-8-15)17-9-4-5-10-18(17)23-22/h1-12,16,21,26H,13-14H2/t21-/m1/s1
IUPAC Name
1-[(3S)-5-phenyl-3-(thiophen-2-yl)-3H-1,4-benzodiazepin-2-yl]azetidin-3-ol
SMILES
[H][C@@]1(N=C(C2=CC=CC=C2)C2=CC=CC=C2N=C1N1CC(O)C1)C1=CC=CS1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassBenzodiazepines
SubclassNot Available
Direct parentBenzodiazepines
Alternative parentsBenzene and Substituted Derivatives; Thiophenes; Secondary Alcohols; Tertiary Amines; Azetidines; Carboxamidines; Polyamines
Substituentsbenzene; thiophene; azetidine; secondary alcohol; tertiary amine; amidine; carboxylic acid amidine; polyamine; amine; alcohol; organonitrogen compound
Classification descriptionThis compound belongs to the benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms).
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 + 0.9932
Blood Brain Barrier + 0.939
Caco-2 permeable + 0.5069
P-glycoprotein substrate Substrate 0.7447
P-glycoprotein inhibitor I Non-inhibitor 0.5585
P-glycoprotein inhibitor II Inhibitor 0.6053
Renal organic cation transporter Non-inhibitor 0.5121
CYP450 2C9 substrate Non-substrate 0.6156
CYP450 2D6 substrate Non-substrate 0.7168
CYP450 3A4 substrate Substrate 0.5297
CYP450 1A2 substrate Inhibitor 0.6979
CYP450 2C9 substrate Non-inhibitor 0.6458
CYP450 2D6 substrate Non-inhibitor 0.6354
CYP450 2C19 substrate Inhibitor 0.511
CYP450 3A4 substrate Non-inhibitor 0.7167
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6351
Ames test Non AMES toxic 0.5941
Carcinogenicity Non-carcinogens 0.8519
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 2.5027 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.983
hERG inhibition (predictor II) Non-inhibitor 0.5442
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0063ALOGPS
logP3.6ALOGPS
logP4.07ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)14.76ChemAxon
pKa (Strongest Basic)3.82ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area48.19 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity109.61 m3·mol-1ChemAxon
Polarizability40.61 Å3ChemAxon
Number of Rings5ChemAxon
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
HETVGA
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Glutamate racemase

Kind: protein

Organism: Helicobacter pylori (strain J99 / ATCC 700824)

Pharmacological action: unknown

Components

Name UniProt ID Details
Glutamate racemase Q9ZLT0 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 15:34 / Updated on September 16, 2013 18:10