(2S)-2-[(2S)-2-[(2R)-2-amino-3-phenylpropanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamido-N-[(1S)-1-carbamoyl-2-phenylethyl]pentanamide

• ChemBase ID: 105389
• Molecular Formular: C29H42N8O4S
• Molecular Mass: 598.75998
• Monoisotopic Mass: 598.30497286
• SMILES: CSCC[C@H](NC(=O)[C@H](N)Cc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1ccccc1)C(=O)N
• Canonical SMILES: CSCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)CCCNC(=N)N)NC(=O)[C@@H](Cc1ccccc1)N
• InChI: InChI=1S/C29H42N8O4S/c1-42-16-14-23(35-26(39)21(30)17-19-9-4-2-5-10-19)28(41)36-22(13-8-15-34-29(32)33)27(40)37-24(25(31)38)18-20-11-6-3-7-12-20/h2-7,9-12,21-24H,8,13-18,30H2,1H3,(H2,31,38)(H,35,39)(H,36,41)(H,37,40)(H4,32,33,34)/t21-,22+,23+,24+/m1/s1
• InChIKey: WCSPDMCSKYUFBX-SBFWRKJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2R)-2-amino-3-phenylpropanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamido-N-[(1S)-1-carbamoyl-2-phenylethyl]pentanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2R)-2-amino-3-phenylpropanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamido-N-[(1S)-1-carbamoyl-2-phenylethyl]pentanamide
• Synonyms: D-PHE-MET-ARG-PHE AMIDE

Database IDs

• CAS Number: 84313-42-8
• PubChem SID: 162092603
• PubChem CID: 71299728

CALCULATED PROPERTIES

• Acid pKa: 12.185034
• H Acceptors: 8
• H Donor: 8
• LogD (pH = 5.5): -4.5075803
• LogD (pH = 7.4): -2.8334837
• Log P: -0.34954396
• Molar Refractivity: 173.9642 cm^3
• Polarizability: 63.67307 Å^3
• Polar Surface Area: 218.31 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

Product Information

• Purity: 97%

DETAILS

MP Biomedicals - 02159994

Purity: 97%
[_D -Phe^1 ]-Molluscan Cardioexcitatory Neuropeptide analog.

REFERENCES

• Mues, G., et al., Life Sci. , 31 : 2555 (1982).