N-(carbamoylmethyl)-4-methyl-2-(pyrrolidin-2-ylformamido)pentanamide

• ChemBase ID: 103879
• Molecular Formular: C13H24N4O3
• Molecular Mass: 284.35466
• Monoisotopic Mass: 284.18484065
• SMILES: CC(C)CC(NC(=O)C1CCCN1)C(=O)NCC(=O)N
• Canonical SMILES: CC(CC(C(=O)NCC(=O)N)NC(=O)C1CCCN1)C
• InChI: InChI=1S/C13H24N4O3/c1-8(2)6-10(12(19)16-7-11(14)18)17-13(20)9-4-3-5-15-9/h8-10,15H,3-7H2,1-2H3,(H2,14,18)(H,16,19)(H,17,20)
• InChIKey: NOOJLZTTWSNHOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(carbamoylmethyl)-4-methyl-2-(pyrrolidin-2-ylformamido)pentanamide
• IUPAC Traditional name: N-(carbamoylmethyl)-4-methyl-2-(pyrrolidin-2-ylformamido)pentanamide
• Synonyms: MIF-1; Melanostatin; Melanocyte-Stimulating Hormone-Release Inhibiting Factor; Oxytocin fragment 7-9; PRO-LEU-GLY AMIDE; MIF-I; Pro-Leu-Gly amide

Database IDs

• CAS Number: 2002-44-0
• EC Number: 217-902-7
• MDL Number: MFCD00037866
• PubChem SID: 162091355; 24898927
• PubChem CID: 3896043

CALCULATED PROPERTIES

• Acid pKa: 12.461859
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -4.4648213
• LogD (pH = 7.4): -3.3704116
• Log P: -1.2917761
• Molar Refractivity: 73.661 cm^3
• Polarizability: 29.154572 Å^3
• Polar Surface Area: 113.32 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C
• 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: ≥97% (TLC)
• Empirical Formula (Hill Notation): C13H24N4O3

DETAILS

MP Biomedicals - 02153167

Inhibits the release of melanocyte-stimulating hormone from the pituitary gland.

REFERENCES

• Bjoekman, S. and Sievertsson, Naunyn-Scmiedeberg's Arch. Pharmac., 298: 79 (1977).
• Chiu, S. and Mishra, R.K., Eur. J. Pharmac. , 53: 119 (1979).