2-(2-aminoacetamido)-N-(1-{[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-imidazol-5-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-hydroxypropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl)butanediamide

• ChemBase ID: 103870
• Molecular Formular: C52H73N15O12S
• Molecular Mass: 1132.29432
• Monoisotopic Mass: 1131.52838385
• SMILES: CSCCC(NC(=O)C(Cc1ccccc1)NC(=O)C(Cc1c[nH]cn1)NC(=O)CNC(=O)C(NC(=O)C(C)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(CC(C)C)NC(=O)C(CC(=O)N)NC(=O)CN)C(C)O)C(=O)N
• Canonical SMILES: CSCCC(C(=O)N)NC(=O)C(NC(=O)C(Cc1nc[nH]c1)NC(=O)CNC(=O)C(C(O)C)NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(NC(=O)CN)CC(=O)N)CC(C)C)C)Cc1ccccc1
• InChI: InChI=1S/C52H73N15O12S/c1-27(2)17-36(64-51(78)40(21-41(54)69)61-42(70)22-53)48(75)66-38(19-31-23-57-34-14-10-9-13-33(31)34)47(74)60-28(3)46(73)67-44(29(4)68)52(79)58-25-43(71)62-39(20-32-24-56-26-59-32)50(77)65-37(18-30-11-7-6-8-12-30)49(76)63-35(45(55)72)15-16-80-5/h6-14,23-24,26-29,35-40,44,57,68H,15-22,25,53H2,1-5H3,(H2,54,69)(H2,55,72)(H,56,59)(H,58,79)(H,60,74)(H,61,70)(H,62,71)(H,63,76)(H,64,78)(H,65,77)(H,66,75)(H,67,73)
• InChIKey: YPFNACALNKVZNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-aminoacetamido)-N-(1-{[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-imidazol-5-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-hydroxypropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl)butanediamide; 2-(2-aminoacetamido)-N-(1-{[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-imidazol-4-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-hydroxypropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl)butanediamide
• IUPAC Traditional name: 2-(2-aminoacetamido)-N-(1-{[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(3H-imidazol-4-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-hydroxypropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl)butanediamide; 2-(2-aminoacetamido)-N-(1-{[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-imidazol-4-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-hydroxypropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl)butanediamide
• Synonyms: Neuromedin B; Gly-Asn-Leu-Trp-Ala-Thr-Gly-His-Phe-Met-NH₂; NEUROMEDIN B

Database IDs

• CAS Number: 87096-84-2
• MDL Number: MFCD00167607
• PubChem SID: 24897661; 162091354
• PubChem CID: 4345957

CALCULATED PROPERTIES

• Acid pKa: 11.379384
• H Acceptors: 14
• H Donor: 15
• LogD (pH = 5.5): -7.672699
• LogD (pH = 7.4): -5.51987
• Log P: -4.884834
• Molar Refractivity: 291.4769 cm^3
• Polarizability: 114.68879 Å^3
• Polar Surface Area: 438.8 Å^2
• Rotatable Bonds: 33
• Lipinski's Rule of Five: false

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: ≥90% (HPLC)

DETAILS

Sigma Aldrich - N3762

Amino Acid Sequence
Gly-Asn-Leu-Trp-Ala-Thr-Gly-His-Phe-Met-NH2
Biochem/physiol Actions
Bombesin-like peptide that is present in the mammalian central nervous system and gastrointestinal tract that has been implicated in the control of food intake, smooth muscle contraction, and thermoregulation. It is also an autocrine growth factor in non-small cell lung cancer.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. N3762.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.