3-[8-(butan-2-yl)-14-(1H-indol-3-ylmethyl)-5-methyl-11-(2-methylpropyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaazacyclopentadecan-2-yl]propanoic acid

• ChemBase ID: 133448
• Molecular Formular: C31H44N6O7
• Molecular Mass: 612.71706
• Monoisotopic Mass: 612.32714778
• SMILES: CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C)CCC(=O)O)Cc1c[nH]c2c1cccc2)CC(C)C
• Canonical SMILES: CCC(C1NC(=O)C(C)NC(=O)C(CCC(=O)O)NC(=O)C(NC(=O)C(NC1=O)CC(C)C)Cc1c[nH]c2c1cccc2)C
• InChI: InChI=1S/C31H44N6O7/c1-6-17(4)26-31(44)36-23(13-16(2)3)29(42)35-24(14-19-15-32-21-10-8-7-9-20(19)21)30(43)34-22(11-12-25(38)39)28(41)33-18(5)27(40)37-26/h7-10,15-18,22-24,26,32H,6,11-14H2,1-5H3,(H,33,41)(H,34,43)(H,35,42)(H,36,44)(H,37,40)(H,38,39)
• InChIKey: UMKHUVRCCMAOBN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[8-(butan-2-yl)-14-(1H-indol-3-ylmethyl)-5-methyl-11-(2-methylpropyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaazacyclopentadecan-2-yl]propanoic acid
• IUPAC Traditional name: 3-[14-(1H-indol-3-ylmethyl)-5-methyl-11-(2-methylpropyl)-3,6,9,12,15-pentaoxo-8-(sec-butyl)-1,4,7,10,13-pentaazacyclopentadecan-2-yl]propanoic acid
• Synonyms: Cyclo(D-Glu-Ala-D-allo-Ile-Leu-D-Trp)

Database IDs

• CAS Number: 136553-74-7
• MDL Number: MFCD00144248
• PubChem SID: 24892400; 162227725
• PubChem CID: 3623355

CALCULATED PROPERTIES

• Acid pKa: 4.0686307
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -0.13819821
• LogD (pH = 7.4): -1.8131125
• Log P: 1.3055167
• Molar Refractivity: 160.2531 cm^3
• Polarizability: 63.76977 Å^3
• Polar Surface Area: 198.59 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: GT9160000
• 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% (HPLC)
• Compostion: Peptide content, >60%

DETAILS

Sigma Aldrich - C1307

Biochem/physiol Actions
Selective ETA endothelin receptor antagonist.