ethyl (2S)-5-carbamimidamido-2-(phenylformamido)pentanoate hydrochloride

• ChemBase ID: 73350
• Molecular Formular: C15H23ClN4O3
• Molecular Mass: 342.82112
• Monoisotopic Mass: 342.1458683
• SMILES: N([C@H](C(=O)OCC)CCCNC(=N)N)C(=O)c1ccccc1.Cl
• Canonical SMILES: CCOC(=O)[C@@H](NC(=O)c1ccccc1)CCCNC(=N)N.Cl
• InChI: InChI=1S/C15H22N4O3.ClH/c1-2-22-14(21)12(9-6-10-18-15(16)17)19-13(20)11-7-4-3-5-8-11;/h3-5,7-8,12H,2,6,9-10H2,1H3,(H,19,20)(H4,16,17,18);1H/t12-;/m0./s1
• InChIKey: HIXDELXKSSLIKB-YDALLXLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-5-carbamimidamido-2-(phenylformamido)pentanoate hydrochloride
• IUPAC Traditional name: ethyl (2S)-5-carbamimidamido-2-(phenylformamido)pentanoate hydrochloride
• Synonyms: Ethyl (2S)-2-(benzoylamino)-5-guanidinopentanoate hydrochloride; Ethyl (2S)-2-(benzoylamino)-5-carbamimidamidopentanoate hydrochloride; N2-Benzoyl-L-arginine ethyl ester hydrochloride; Nα-Benzoyl-L-arginine ethyl ester hydrochloride; N-alpha-Benzoyl-L-arginine ethyl ester hydrochloride; Ethyl N-benzoyl-L-argininate hydrochloride; BAEE; Bz-Arg-Oet • HCl; α-N-BENZOYL-L-ARGININE ETHYL ESTER HYDROCHLORIDE; N-α-苄基-L-精氨酸乙酯盐酸盐

Database IDs

• CAS Number: 2645-08-1
• EC Number: 220-157-0
• MDL Number: MFCD00012579
• Beilstein Number: 3781694
• PubChem SID: 162038270; 24891777
• PubChem CID: 2723604

CALCULATED PROPERTIES

• Acid pKa: 15.026189
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.7286516
• LogD (pH = 7.4): -1.7258435
• Log P: 0.68677163
• Molar Refractivity: 93.5551 cm^3
• Polarizability: 31.691725 Å^3
• Polar Surface Area: 117.3 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127-131°C; 127-131°C; 128-130 °C; 128-130°C
• Optical Rotation: [α]20/D -17±1°, c = 2% in H2O

Safety Information

• Storage Condition: 0°C, Desiccate
• Storage Warning: Hygroscopic; Irritant/Keep Cold/Hygroscopic
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (AT); 98%; 99%
• Ignition Residue: ≤0.05%
• Empirical Formula (Hill Notation): C15H22N4O3 · HCl

DETAILS

MP Biomedicals - 02100088

Hydrochloride
Crystalline
Substrate for trypsin^1 and papain^2 .

Sigma Aldrich - B4500

Substrates
The prototype substrate for trypsin.

Sigma Aldrich - 12880

Other Notes
Assay of esterase activity of trypsin1,2; thrombin3; subtilisin4; papain5

REFERENCES

• Schwert, G.W. and Takenaka, Y., Biochem. Biophys. Acta , 16 : 570, (1955)
• Smith, E.L., and Parker, M., J. Biol. Chem. , 233 : 1387, (1958).