3-amino-N-[(4-methoxyphenyl)methyl]-4,6-dimethylthieno[2,3-b]pyridine-2-carboxamide

• ChemBase ID: 154811
• Molecular Formular: C18H19N3O2S
• Molecular Mass: 341.42736
• Monoisotopic Mass: 341.11979786
• SMILES: Cc1cc(nc2c1c(c(s2)C(=O)NCc1ccc(cc1)OC)N)C
• Canonical SMILES: COc1ccc(cc1)CNC(=O)c1sc2c(c1N)c(C)cc(n2)C
• InChI: InChI=1S/C18H19N3O2S/c1-10-8-11(2)21-18-14(10)15(19)16(24-18)17(22)20-9-12-4-6-13(23-3)7-5-12/h4-8H,9,19H2,1-3H3,(H,20,22)
• InChIKey: MDNWGCQSCGNTKH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-N-[(4-methoxyphenyl)methyl]-4,6-dimethylthieno[2,3-b]pyridine-2-carboxamide
• IUPAC Traditional name: 3-amino-N-[(4-methoxyphenyl)methyl]-4,6-dimethylthieno[2,3-b]pyridine-2-carboxamide
• Synonyms: 3-Amino-N-[(4-methoxyphenyl)methyl]-4,6-dimethyl-thieno[2,3-b]pyridine-2-carboxamide; VU0152100

Database IDs

• CAS Number: 409351-28-6
• MDL Number: MFCD02742972
• PubChem SID: 162248949
• PubChem CID: 864492

CALCULATED PROPERTIES

• Acid pKa: 15.686162
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.238424
• LogD (pH = 7.4): 3.2384827
• Log P: 3.2384834
• Molar Refractivity: 96.3619 cm^3
• Polarizability: 36.384995 Å^3
• Polar Surface Area: 77.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >50 mg/mL
• Apperance: powder

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25-36
• Safety Statements: 26-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H319
• GHS Precautionary statements: P301 + P310-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C18H19N3O2S

DETAILS

Sigma Aldrich - V5015

Biochem/physiol Actions
Positive allosteric modulator of muscarinic choline receptor M4. Potentiates activation by acetylcholine, but posesses no intrinsic agonist activity alone.