2-{[(tert-butoxy)carbonyl]amino}-5-(carbamoylamino)pentanoic acid

• ChemBase ID: 38707
• Molecular Formular: C11H21N3O5
• Molecular Mass: 275.30154
• Monoisotopic Mass: 275.14812079
• SMILES: C(=O)(NCCCC(C(=O)O)NC(=O)OC(C)(C)C)N
• Canonical SMILES: OC(=O)C(NC(=O)OC(C)(C)C)CCCNC(=O)N
• InChI: InChI=1S/C11H21N3O5/c1-11(2,3)19-10(18)14-7(8(15)16)5-4-6-13-9(12)17/h7H,4-6H2,1-3H3,(H,14,18)(H,15,16)(H3,12,13,17)
• InChIKey: CMJCWQISQGNHHI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(tert-butoxy)carbonyl]amino}-5-(carbamoylamino)pentanoic acid
• IUPAC Traditional name: 2-[(tert-butoxycarbonyl)amino]-5-(carbamoylamino)pentanoic acid
• Synonyms: Boc-DL-citrulline

Database IDs

• MDL Number: MFCD01883024
• PubChem SID: 161002014
• PubChem CID: 4056570

CALCULATED PROPERTIES

• Acid pKa: 3.9428473
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.7422076
• LogD (pH = 7.4): -3.368711
• Log P: -0.17778221
• Molar Refractivity: 66.202 cm^3
• Polarizability: 25.936121 Å^3
• Polar Surface Area: 130.75 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false