(3S)-2-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

• ChemBase ID: 4145
• Molecular Formular: C20H22FN3O2
• Molecular Mass: 355.4059832
• Monoisotopic Mass: 355.16960518
• SMILES: Fc1ccccc1C[C@@H](N)CC(=O)N1Cc2ccccc2C[C@H]1C(=O)N
• Canonical SMILES: N[C@H](Cc1ccccc1F)CC(=O)N1Cc2ccccc2C[C@H]1C(=O)N
• InChI: InChI=1S/C20H22FN3O2/c21-17-8-4-3-6-14(17)9-16(22)11-19(25)24-12-15-7-2-1-5-13(15)10-18(24)20(23)26/h1-8,16,18H,9-12,22H2,(H2,23,26)/t16-,18+/m1/s1
• InChIKey: OEVYDSSAPNIURZ-AEFFLSMTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-2-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide
• IUPAC Traditional name: (3S)-2-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxamide
• Synonyms: (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

Database IDs

• PubChem SID: 160967577; 46507585
• PubChem CID: 5494385

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.251781
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2574228
• LogD (pH = 7.4): 0.17303061
• Log P: 1.5929086
• Molar Refractivity: 97.1469 cm^3
• Polarizability: 37.523106 Å^3
• Polar Surface Area: 89.42 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.35
• LOG S: -3.84
• Solubility (Water): 5.20e-02 g/l

DETAILS

DrugBank - DB04578

Drug information: experimental