(2R)-2-amino-3-{[(2R)-2-amino-2-[(naphthalen-2-yl)carbamoyl]ethyl]disulfanyl}-N-(naphthalen-2-yl)propanamide

• ChemBase ID: 110096
• Molecular Formular: C26H26N4O2S2
• Molecular Mass: 490.64024
• Monoisotopic Mass: 490.14971809
• SMILES: N[C@@H](CSSC[C@H](N)C(=O)Nc1ccc2ccccc2c1)C(=O)Nc1ccc2ccccc2c1
• Canonical SMILES: O=C([C@H](CSSC[C@@H](C(=O)Nc1ccc2c(c1)cccc2)N)N)Nc1ccc2c(c1)cccc2
• InChI: InChI=1S/C26H26N4O2S2/c27-23(25(31)29-21-11-9-17-5-1-3-7-19(17)13-21)15-33-34-16-24(28)26(32)30-22-12-10-18-6-2-4-8-20(18)14-22/h1-14,23-24H,15-16,27-28H2,(H,29,31)(H,30,32)/t23-,24-/m0/s1
• InChIKey: REEVAJUPLLWYBH-ZEQRLZLVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-{[(2R)-2-amino-2-[(naphthalen-2-yl)carbamoyl]ethyl]disulfanyl}-N-(naphthalen-2-yl)propanamide
• IUPAC Traditional name: (2R)-2-amino-3-{[(2R)-2-amino-2-[(naphthalen-2-yl)carbamoyl]ethyl]disulfanyl}-N-(naphthalen-2-yl)propanamide
• Synonyms: L-Cystine di-β-naphthylamide; L-Cystine-di-2-naphthylamide; L-CYSTINE DI-β-NAPHTHYLAMIDE HCl

Database IDs

• CAS Number: 1259-69-4
• EC Number: 215-022-8
• MDL Number: MFCD00021594
• Beilstein Number: 3183259
• PubChem SID: 24893125; 162095721; 24858265
• PubChem CID: 6331411

CALCULATED PROPERTIES

• Acid pKa: 12.902234
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.9797807
• LogD (pH = 7.4): 2.3870614
• Log P: 3.474673
• Molar Refractivity: 144.3268 cm^3
• Polarizability: 57.669483 Å^3
• Polar Surface Area: 110.24 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +51±3°, c = 2% in acetic acid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C26H26N4O2S2

DETAILS

MP Biomedicals - 05213730

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 30260

Other Notes
Substrate for the determination of oxytocinase activity1