methyl (2R)-2-{2-[(3S)-1-carbamimidoylpiperidin-3-yl]acetamido}-3-[4-(2-phenylethynyl)phenyl]propanoate

• ChemBase ID: 3131
• Molecular Formular: C26H30N4O3
• Molecular Mass: 446.5414
• Monoisotopic Mass: 446.23179084
• SMILES: COC(=O)[C@@H](Cc1ccc(cc1)C#Cc1ccccc1)NC(=O)C[C@@H]1CCCN(C1)C(=N)N
• Canonical SMILES: COC(=O)[C@@H](Cc1ccc(cc1)C#Cc1ccccc1)NC(=O)C[C@@H]1CCCN(C1)C(=N)N
• InChI: InChI=1S/C26H30N4O3/c1-33-25(32)23(29-24(31)17-22-8-5-15-30(18-22)26(27)28)16-21-13-11-20(12-14-21)10-9-19-6-3-2-4-7-19/h2-4,6-7,11-14,22-23H,5,8,15-18H2,1H3,(H3,27,28)(H,29,31)/t22-,23+/m0/s1
• InChIKey: MRNGXYMKYHNMLV-XZOQPEGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-{2-[(3S)-1-carbamimidoylpiperidin-3-yl]acetamido}-3-[4-(2-phenylethynyl)phenyl]propanoate
• IUPAC Traditional name: methyl (2R)-2-{2-[(3S)-1-carbamimidoylpiperidin-3-yl]acetamido}-3-[4-(2-phenylethynyl)phenyl]propanoate
• Synonyms: (R)-N-[2-[1-(Aminoiminomethyl)-3-Piperidinyl]-1-Oxoethyl]-4-(Phenylethynyl)-L-Phenylalanine Methylester

Database IDs

• PubChem SID: 46508479; 160966575
• PubChem CID: 10765798

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.403726
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.6137627
• LogD (pH = 7.4): 0.61679536
• Log P: 2.6298862
• Molar Refractivity: 133.3302 cm^3
• Polarizability: 48.828773 Å^3
• Polar Surface Area: 108.51 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.74
• LOG S: -4.72
• Solubility (Water): 8.58e-03 g/l

DETAILS

DrugBank - DB03453

Drug information: experimental