2-{[(2S)-1-[(2S)-6-amino-2-[(2S)-2-({1-[(2S)-2-amino-5-carbamimidamidopentanoyl]pyrrolidin-2-yl}formamido)-4-methylpentanamido]hexanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanoic acid; trifluoroacetic acid

• ChemBase ID: 154469
• Molecular Formular: C41H62F3N11O9
• Molecular Mass: 909.9944896
• Monoisotopic Mass: 909.46840728
• SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)O)NC(=O)C1CCCN1C(=O)[C@H](CCCNC(=N)N)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)NC(C(=O)O)Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)C1CCCN1C(=O)[C@H](CCCNC(=N)N)N)CC(C)C
• InChI: InChI=1S/C39H61N11O7.C2HF3O2/c1-23(2)20-29(47-34(52)31-14-8-18-49(31)36(54)26(41)11-7-17-44-39(42)43)33(51)46-28(13-5-6-16-40)37(55)50-19-9-15-32(50)35(53)48-30(38(56)57)21-24-22-45-27-12-4-3-10-25(24)27;3-2(4,5)1(6)7/h3-4,10,12,22-23,26,28-32,45H,5-9,11,13-21,40-41H2,1-2H3,(H,46,51)(H,47,52)(H,48,53)(H,56,57)(H4,42,43,44);(H,6,7)/t26-,28-,29-,30?,31?,32-;/m0./s1
• InChIKey: XDICFIKWLJNEIE-ZMEMMPQZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2S)-1-[(2S)-6-amino-2-[(2S)-2-({1-[(2S)-2-amino-5-carbamimidamidopentanoyl]pyrrolidin-2-yl}formamido)-4-methylpentanamido]hexanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanoic acid; trifluoroacetic acid
• IUPAC Traditional name: 2-{[(2S)-1-[(2S)-6-amino-2-[(2S)-2-({1-[(2S)-2-amino-5-carbamimidamidopentanoyl]pyrrolidin-2-yl}formamido)-4-methylpentanamido]hexanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanoic acid; trifluoroacetic acid
• Synonyms: L-arginyl-L-prolyl-L-leucyl-L-lysyl-L-prolyl-L-tryptophan; Novokinin trifluoroacetate salt

Database IDs

• CAS Number: 358738-77-9(freebase)
• MDL Number: MFCD16875426
• PubChem SID: 162248608
• PubChem CID: 71311872

CALCULATED PROPERTIES

• Acid pKa: 3.5353384
• H Acceptors: 12
• H Donor: 10
• LogD (pH = 5.5): -7.6193027
• LogD (pH = 7.4): -5.515874
• Log P: -2.5185416
• Molar Refractivity: 222.4796 cm^3
• Polarizability: 83.829254 Å^3
• Polar Surface Area: 294.95 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 mg/mL
• Apperance: white lyophilized powder

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C39H61N11O7 · xC2HF3O2

DETAILS

Sigma Aldrich - N0415

Amino Acid Sequence
L-Arg-Pro-Leu-Lys-Pro-Trp
Biochem/physiol Actions
Novokinin trifluoroacetate is a angiotensin II receptor 2 (AT2) agonist.