(2S)-3-(1H-indol-3-yl)-2-{[(2-nitrophenyl)sulfanyl]amino}propanoic acid; N-cyclohexylcyclohexanamine

• ChemBase ID: 132664
• Molecular Formular: C29H38N4O4S
• Molecular Mass: 538.70142
• Monoisotopic Mass: 538.26137672
• SMILES: c1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)O)NSc1ccccc1[N+](=O)[O-].C1CCC(CC1)NC1CCCCC1
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.OC(=O)[C@H](Cc1c[nH]c2c1cccc2)NSc1ccccc1[N+](=O)[O-]
• InChI: InChI=1S/C17H15N3O4S.C12H23N/c21-17(22)14(9-11-10-18-13-6-2-1-5-12(11)13)19-25-16-8-4-3-7-15(16)20(23)24;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-8,10,14,18-19H,9H2,(H,21,22);11-13H,1-10H2/t14-;/m0./s1
• InChIKey: QLCIBFSGUWUCDS-UQKRIMTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(1H-indol-3-yl)-2-{[(2-nitrophenyl)sulfanyl]amino}propanoic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: (2S)-3-(1H-indol-3-yl)-2-{[(2-nitrophenyl)sulfanyl]amino}propanoic acid; dicha
• Synonyms: N-(2-Nitrophenylsulfenyl)-L-tryptophan (dicyclohexylammonium) salt

Database IDs

• CAS Number: 7675-55-0
• MDL Number: MFCD00038479
• PubChem SID: 24897789; 162226941
• PubChem CID: 16219769

CALCULATED PROPERTIES

• Acid pKa: 2.4600112
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.7546531
• LogD (pH = 7.4): 0.38831183
• Log P: 2.4360392
• Molar Refractivity: 104.4504 cm^3
• Polarizability: 37.573963 Å^3
• Polar Surface Area: 110.94 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: yellow crystalline

Safety Information

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

DETAILS

Sigma Aldrich - N6753

Biochem/physiol Actions
N-(2-Nitrophenylsulfenyl)-L-tryptophan (dicyclohexylammonium) salt is a stable NPS derivative of L-tryptophan.