(2R)-2-amino-3-(benzylsulfanyl)-N-(4-nitrophenyl)propanamide

• ChemBase ID: 85723
• Molecular Formular: C16H17N3O3S
• Molecular Mass: 331.38948
• Monoisotopic Mass: 331.09906242
• SMILES: [N+](=O)(c1ccc(cc1)NC(=O)[C@@H](N)CSCc1ccccc1)[O-]
• Canonical SMILES: N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CSCc1ccccc1
• InChI: InChI=1S/C16H17N3O3S/c17-15(11-23-10-12-4-2-1-3-5-12)16(20)18-13-6-8-14(9-7-13)19(21)22/h1-9,15H,10-11,17H2,(H,18,20)/t15-/m0/s1
• InChIKey: HOZQMLJHNCMSRC-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-(benzylsulfanyl)-N-(4-nitrophenyl)propanamide
• IUPAC Traditional name: (2R)-2-amino-3-(benzylsulfanyl)-N-(4-nitrophenyl)propanamide
• Synonyms: N1-(4-nitrophenyl)-2-amino-3-(benzylthio)propanamide; S-Benzyl-L-cysteine 4-nitroanilide; S-BENZYL-L-CYSTEINE-p-NITROANILIDE; S-Benzyl-L-cysteine p-nitroanilide; S-Benzyl-L-cysteine 4-nitroanilide; S-苄基-L-半胱氨酸对硝基苯胺

Database IDs

• CAS Number: 52207-07-5; 7436-62-6
• EC Number: 231-090-1
• MDL Number: MFCD02090610; MFCD00007302
• Beilstein Number: 4537849
• PubChem SID: 162072839; 24888470
• PubChem CID: 81941

CALCULATED PROPERTIES

• Acid pKa: 12.67021
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.545351
• LogD (pH = 7.4): 2.23782
• Log P: 2.8518312
• Molar Refractivity: 93.1384 cm^3
• Polarizability: 34.93445 Å^3
• Polar Surface Area: 100.94 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100-102 °C(lit.); 99-102 °C
• Optical Rotation: [α]20/D +36±2°, c = 1% in ethanol; [α]20/D -68.6°, c = 0.5 in dioxane

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: ≥98.0% (NT); 98%
• Linear Formula: C6H5CH2SCH2CH(NH2)CONHC6H4NO2
• Empirical Formula (Hill Notation): C16H17N3O3S

DETAILS

MP Biomedicals - 02100915

Crystalline

Sigma Aldrich - 13340

Other Notes
Substrate for the assay of cystyl-aminopeptidase (oxytocinase), EC 3.4.11.31,2,3