2-[2-(2-{2-[2-(2-{2-[2-(2-aminoacetamido)-3-hydroxypropanamido]-3-(1H-imidazol-5-yl)propanamido}-3-(1H-indol-3-yl)propanamido)propanamido]-3-methylbutanamido}acetamido)-3-(1H-imidazol-5-yl)propanamido]-N-[1-carbamoyl-3-(methylsulfanyl)propyl]-4-methylpentanamide

• ChemBase ID: 133009
• Molecular Formular: C49H72N16O11S
• Molecular Mass: 1093.26158
• Monoisotopic Mass: 1092.5287182
• SMILES: CC(C)CC(C(=O)NC(CCSC)C(=O)N)NC(=O)C(Cc1cnc[nH]1)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(C)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1cnc[nH]1)NC(=O)C(CO)NC(=O)CN
• Canonical SMILES: CSCCC(C(=O)N)NC(=O)C(NC(=O)C(Cc1[nH]cnc1)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(NC(=O)CN)CO)Cc1[nH]cnc1)C)CC(C)C
• InChI: InChI=1S/C49H72N16O11S/c1-25(2)13-34(45(72)61-33(42(51)69)11-12-77-6)62-46(73)36(15-29-19-52-23-56-29)59-40(68)21-55-49(76)41(26(3)4)65-43(70)27(5)58-44(71)35(14-28-18-54-32-10-8-7-9-31(28)32)63-47(74)37(16-30-20-53-24-57-30)64-48(75)38(22-66)60-39(67)17-50/h7-10,18-20,23-27,33-38,41,54,66H,11-17,21-22,50H2,1-6H3,(H2,51,69)(H,52,56)(H,53,57)(H,55,76)(H,58,71)(H,59,68)(H,60,67)(H,61,72)(H,62,73)(H,63,74)(H,64,75)(H,65,70)
• InChIKey: CDSKUMVQOSVSRF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{2-[2-(2-{2-[2-(2-aminoacetamido)-3-hydroxypropanamido]-3-(1H-imidazol-5-yl)propanamido}-3-(1H-indol-3-yl)propanamido)propanamido]-3-methylbutanamido}acetamido)-3-(1H-imidazol-5-yl)propanamido]-N-[1-carbamoyl-3-(methylsulfanyl)propyl]-4-methylpentanamide
• IUPAC Traditional name: 2-[2-(2-{2-[2-(2-{2-[2-(2-aminoacetamido)-3-hydroxypropanamido]-3-(3H-imidazol-4-yl)propanamido}-3-(1H-indol-3-yl)propanamido)propanamido]-3-methylbutanamido}acetamido)-3-(3H-imidazol-4-yl)propanamido]-N-[1-carbamoyl-3-(methylsulfanyl)propyl]-4-methylpentanamide
• Synonyms: [Ser2]-Neuromedin C

Database IDs

• CAS Number: 136058-54-3
• MDL Number: MFCD00214338
• PubChem SID: 24897526; 162227286
• PubChem CID: 5049566

CALCULATED PROPERTIES

• Acid pKa: 11.434372
• H Acceptors: 14
• H Donor: 15
• LogD (pH = 5.5): -8.707321
• LogD (pH = 7.4): -6.08991
• Log P: -5.392329
• Molar Refractivity: 281.1388 cm^3
• Polarizability: 110.311455 Å^3
• Polar Surface Area: 424.39 Å^2
• Rotatable Bonds: 32
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Pharmacology Properties

• Gene Information: human ... GRP(2922)

Product Information

• Purity: ≥97% (HPLC)
• Compostion: Peptide content, ~70%

DETAILS

Sigma Aldrich - N1773

Amino Acid Sequence
Gly-Ser-His-Trp-Ala-Val-Gly-His-Leu-Met-NH2
Other Notes
Bombesin-like peptide originally isolated from the brain of the European green frog, Rana ridibunda.
Biochem/physiol Actions
[Ser2]-Neuromedin C is a bombesin-like peptide known to inhibit feeding.