(2S)-2-amino-5-(carbamoylamino)-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide hydrobromide

• ChemBase ID: 158459
• Molecular Formular: C16H21BrN4O4
• Molecular Mass: 413.26634
• Monoisotopic Mass: 412.07461717
• SMILES: Cc1cc(=O)oc2c1ccc(c2)NC(=O)[C@H](CCCNC(=O)N)N.Br
• Canonical SMILES: NC(=O)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N.Br
• InChI: InChI=1S/C16H20N4O4.BrH/c1-9-7-14(21)24-13-8-10(4-5-11(9)13)20-15(22)12(17)3-2-6-19-16(18)23;/h4-5,7-8,12H,2-3,6,17H2,1H3,(H,20,22)(H3,18,19,23);1H/t12-;/m0./s1
• InChIKey: XYOHUMXDURSJOW-YDALLXLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-(carbamoylamino)-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide hydrobromide
• IUPAC Traditional name: (2S)-2-amino-5-(carbamoylamino)-N-(4-methyl-2-oxochromen-7-yl)pentanamide hydrobromide
• Synonyms: L-Citrulline 4-methyl-7-coumarinylamide hydrobromide; L-Citrulline 7-amido-4-methylcoumarin hydrobromide

Database IDs

• CAS Number: 123314-39-6
• MDL Number: MFCD00152040
• PubChem SID: 162252595; 24856637
• PubChem CID: 16211783

CALCULATED PROPERTIES

• Acid pKa: 13.040275
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.498489
• LogD (pH = 7.4): -0.8040861
• Log P: -0.12606929
• Molar Refractivity: 89.3789 cm^3
• Polarizability: 33.704502 Å^3
• Polar Surface Area: 136.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC)
• Empirical Formula (Hill Notation): C16H20N4O4 · HBr

DETAILS

Sigma Aldrich - 27525

Other Notes
Substrate for proteases 1