3-amino-5-chloro-N-cyclopropyl-6-methoxy-4-methylthieno[2,3-b]pyridine-2-carboxamide

• ChemBase ID: 154440
• Molecular Formular: C13H14ClN3O2S
• Molecular Mass: 311.78716
• Monoisotopic Mass: 311.04952538
• SMILES: Cc1c2c(c(sc2nc(c1Cl)OC)C(=O)NC1CC1)N
• Canonical SMILES: COc1nc2sc(c(c2c(c1Cl)C)N)C(=O)NC1CC1
• InChI: InChI=1S/C13H14ClN3O2S/c1-5-7-9(15)10(11(18)16-6-3-4-6)20-13(7)17-12(19-2)8(5)14/h6H,3-4,15H2,1-2H3,(H,16,18)
• InChIKey: CTEGQKDJTBWFHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-5-chloro-N-cyclopropyl-6-methoxy-4-methylthieno[2,3-b]pyridine-2-carboxamide
• IUPAC Traditional name: 3-amino-5-chloro-N-cyclopropyl-6-methoxy-4-methylthieno[2,3-b]pyridine-2-carboxamide
• Synonyms: 3-Amino-5-chloro-N-cyclopropyl-6-methoxy-4-methyl-thieno[2,3-b]pyridine-2-carboxamide; LY2033298

Database IDs

• MDL Number: MFCD12912423
• PubChem SID: 162248579
• PubChem CID: 11536903

CALCULATED PROPERTIES

• Acid pKa: 15.587463
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.046707
• LogD (pH = 7.4): 3.046707
• Log P: 3.046707
• Molar Refractivity: 79.4873 cm^3
• Polarizability: 29.985132 Å^3
• Polar Surface Area: 77.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: off-white to tan solid

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 36/37
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C13H14ClN3O2S

DETAILS

Sigma Aldrich - L9919

Biochem/physiol Actions
LY2033298 is a robust allosteric potentiator that is highly selective for the human M4 muscarinic acetylcholine receptor subtype. LY2033298 potentiates ACh-M4 binding, with no effect at M1/3/5 receptors. LY2033298 can also bind to the M ACh receptor, and mediate either positive or negative allosteric effects depending on the ligand used to probe receptor activity.1