methyl (2S)-3-(3-carbamimidoylphenyl)-2-[2-(4-methylbenzenesulfonamido)acetamido]propanoate

• ChemBase ID: 1511
• Molecular Formular: C20H24N4O5S
• Molecular Mass: 432.49336
• Monoisotopic Mass: 432.14674089
• SMILES: N([C@@H](Cc1cccc(c1)C(=N)N)C(=O)OC)C(=O)CNS(=O)(=O)c1ccc(C)cc1
• Canonical SMILES: COC(=O)[C@H](Cc1cccc(c1)C(=N)N)NC(=O)CNS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C20H24N4O5S/c1-13-6-8-16(9-7-13)30(27,28)23-12-18(25)24-17(20(26)29-2)11-14-4-3-5-15(10-14)19(21)22/h3-10,17,23H,11-12H2,1-2H3,(H3,21,22)(H,24,25)/t17-/m0/s1
• InChIKey: YAEIKQDHLCFGAA-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-3-(3-carbamimidoylphenyl)-2-[2-(4-methylbenzenesulfonamido)acetamido]propanoate
• IUPAC Traditional name: methyl (2S)-3-(3-carbamimidoylphenyl)-2-[2-(4-methylbenzenesulfonamido)acetamido]propanoate
• Synonyms: Nalpha-(2-Naphthylsulfonylglycyl)-3-Amidino-D,L-Phenylalanine-Isopropylester

Database IDs

• CAS Number: 133397-81-6
• PubChem SID: 160964969; 46505569
• PubChem CID: 131624

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.3234625
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.4339467
• LogD (pH = 7.4): -1.3630056
• Log P: 0.53725266
• Molar Refractivity: 122.5964 cm^3
• Polarizability: 43.733124 Å^3
• Polar Surface Area: 151.44 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.43
• LOG S: -4.04
• Solubility (Water): 3.92e-02 g/l

DETAILS

DrugBank - DB01737

Drug information: experimental