3-methyl-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide

• ChemBase ID: 154160
• Molecular Formular: C26H24N2O
• Molecular Mass: 380.48156
• Monoisotopic Mass: 380.1888634
• SMILES: CC[C@@H](c1ccccc1)NC(=O)c1c(c(nc2c1cccc2)c1ccccc1)C
• Canonical SMILES: CC[C@@H](c1ccccc1)NC(=O)c1c(C)c(nc2c1cccc2)c1ccccc1
• InChI: InChI=1S/C26H24N2O/c1-3-22(19-12-6-4-7-13-19)28-26(29)24-18(2)25(20-14-8-5-9-15-20)27-23-17-11-10-16-21(23)24/h4-17,22H,3H2,1-2H3,(H,28,29)/t22-/m0/s1
• InChIKey: MQNYRKWJSMQECI-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide
• IUPAC Traditional name: 3-methyl-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide
• Synonyms: (S)-3-Methyl-2-phenyl-N-(1-phenylpropyl)-4-quinolinecarboxamide; SB 222200

Database IDs

• CAS Number: 174635-69-9
• MDL Number: MFCD00944072
• PubChem SID: 24278254; 162248299
• PubChem CID: 6604009

CALCULATED PROPERTIES

• Acid pKa: 15.546426
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.414782
• LogD (pH = 7.4): 6.415278
• Log P: 6.4152846
• Molar Refractivity: 117.3152 cm^3
• Polarizability: 47.807247 Å^3
• Polar Surface Area: 41.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble ~28 mg/mL; H2O: insoluble
• Apperance: light yellow solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... TACR2(6865), TACR3(6870)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H24N2O

DETAILS

Sigma Aldrich - S5192

Biochem/physiol Actions
Non-peptide NK3 tachykinin receptor antagonist.
Legal Information
Sold for research purposes under agreement from Glaxo-Smith-Kline