(2S)-2-[(2S)-2-[(2S)-2-formamido-4-(methylsulfanyl)butanamido]-4-(methylsulfanyl)butanamido]-3-phenylpropanoic acid

• ChemBase ID: 156670
• Molecular Formular: C20H29N3O5S2
• Molecular Mass: 455.59136
• Monoisotopic Mass: 455.15486304
• SMILES: CSCC[C@@H](C(=O)N[C@@H](CCSC)C(=O)N[C@@H](Cc1ccccc1)C(=O)O)NC=O
• Canonical SMILES: CSCC[C@@H](C(=O)N[C@H](C(=O)O)Cc1ccccc1)NC(=O)[C@H](CCSC)NC=O
• InChI: InChI=1S/C20H29N3O5S2/c1-29-10-8-15(21-13-24)18(25)22-16(9-11-30-2)19(26)23-17(20(27)28)12-14-6-4-3-5-7-14/h3-7,13,15-17H,8-12H2,1-2H3,(H,21,24)(H,22,25)(H,23,26)(H,27,28)/t15-,16-,17-/m0/s1
• InChIKey: SOWHFLBOUFJUNX-ULQDDVLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-formamido-4-(methylsulfanyl)butanamido]-4-(methylsulfanyl)butanamido]-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-formamido-4-(methylsulfanyl)butanamido]-4-(methylsulfanyl)butanamido]-3-phenylpropanoic acid
• Synonyms: N-Formyl-L-methionyl-L-methionyl-L-phenylalanine; N-Formyl-Met-Met-Phe

Database IDs

• CAS Number: 59881-05-9
• MDL Number: MFCD00077770
• PubChem SID: 24871355; 162250807
• PubChem CID: 173704

CALCULATED PROPERTIES

• Acid pKa: 3.9109826
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.51753664
• LogD (pH = 7.4): -2.1303086
• Log P: 1.0775818
• Molar Refractivity: 118.8418 cm^3
• Polarizability: 46.432148 Å^3
• Polar Surface Area: 124.6 Å^2
• Rotatable Bonds: 14
• 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: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C20H29N3O5S2