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

• ChemBase ID: 156150
• Molecular Formular: C11H21N3O5
• Molecular Mass: 275.30154
• Monoisotopic Mass: 275.14812079
• SMILES: CC(C)(C)OC(=O)N[C@H](CCCNC(=O)N)C(=O)O
• Canonical SMILES: OC(=O)[C@H](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)/t7-/m1/s1
• InChIKey: CMJCWQISQGNHHI-SSDOTTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-5-(carbamoylamino)pentanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-5-(carbamoylamino)pentanoic acid
• Synonyms: Nα-Boc-D-citrulline; Boc-D-Cit-OH; Nα-Boc-D-瓜氨酸

Database IDs

• CAS Number: 121080-95-3
• MDL Number: MFCD00151898
• PubChem SID: 162250288; 24849467
• PubChem CID: 7015821

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

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥85% (T)
• Grade: technical
• Impurities: ~2% water; ~5% ethyl acetate
• Empirical Formula (Hill Notation): C11H21N3O5