(4S)-4-{[(1S)-1-{[(1S)-2-carbamoyl-1-{[(1S)-3-carboxy-1-{[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl}propyl]carbamoyl}ethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-4-{[(2S)-1-[(2S)-3-carbamoyl-2-[(2S)-2-[(2S)-3-hydroxy-2-tetradecanamidopropanamido]-4-methylpentanamido]propanoyl]pyrrolidin-2-yl]formamido}butanoic acid; trifluoroacetic acid

• ChemBase ID: 153971
• Molecular Formular: C63H95F3N12O21
• Molecular Mass: 1413.4914096
• Monoisotopic Mass: 1412.66868278
• SMILES: CCCCCCCCCCCCCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(=O)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)O.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.CCCCCCCCCCCCCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)[C@H](O)C)CCC(=O)O)CC(=O)N)Cc1c[nH]c2c1cccc2)CCC(=O)O)CC(=O)N)CC(C)C)CO
• InChI: InChI=1S/C61H94N12O19.C2HF3O2/c1-5-6-7-8-9-10-11-12-13-14-15-22-49(78)65-45(33-74)58(88)68-41(28-34(2)3)55(85)71-44(31-48(63)77)60(90)73-27-18-21-46(73)59(89)67-39(23-25-50(79)80)53(83)69-42(29-36-32-64-38-20-17-16-19-37(36)38)56(86)70-43(30-47(62)76)57(87)66-40(24-26-51(81)82)54(84)72-52(35(4)75)61(91)92;3-2(4,5)1(6)7/h16-17,19-20,32,34-35,39-46,52,64,74-75H,5-15,18,21-31,33H2,1-4H3,(H2,62,76)(H2,63,77)(H,65,78)(H,66,87)(H,67,89)(H,68,88)(H,69,83)(H,70,86)(H,71,85)(H,72,84)(H,79,80)(H,81,82)(H,91,92);(H,6,7)/t35-,39+,40+,41+,42+,43+,44+,45+,46+,52+;/m1./s1
• InChIKey: FATKAQBIAPMYQT-YPNBOXGNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S)-1-{[(1S)-2-carbamoyl-1-{[(1S)-3-carboxy-1-{[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl}propyl]carbamoyl}ethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-4-{[(2S)-1-[(2S)-3-carbamoyl-2-[(2S)-2-[(2S)-3-hydroxy-2-tetradecanamidopropanamido]-4-methylpentanamido]propanoyl]pyrrolidin-2-yl]formamido}butanoic acid; trifluoroacetic acid
• IUPAC Traditional name: (4S)-4-{[(1S)-1-{[(1S)-2-carbamoyl-1-{[(1S)-3-carboxy-1-{[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl}propyl]carbamoyl}ethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-4-{[(2S)-1-[(2S)-3-carbamoyl-2-[(2S)-2-[(2S)-3-hydroxy-2-tetradecanamidopropanamido]-4-methylpentanamido]propanoyl]pyrrolidin-2-yl]formamido}butanoic acid; trifluoroacetic acid
• Synonyms: Protein Kinase C Beta II Peptide Inhibitor I trifluoroacetate salt; PKCβII Peptide Inhibitor I trifluoroacetate salt; Protein Kinase C Beta II Peptide Inhibitor I 三氟乙酸盐; PKCβII Peptide Inhibitor I 三氟乙酸盐

Database IDs

• CAS Number: 862502-26-9(freebase)
• MDL Number: MFCD11045301
• PubChem SID: 162248110
• PubChem CID: 71311767

CALCULATED PROPERTIES

• Acid pKa: 3.2966943
• H Acceptors: 19
• H Donor: 16
• LogD (pH = 5.5): -6.4259825
• LogD (pH = 7.4): -11.125468
• Log P: -1.4604168
• Molar Refractivity: 325.4286 cm^3
• Polarizability: 128.88425 Å^3
• Polar Surface Area: 507.44 Å^2
• Rotatable Bonds: 46
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: >1 mg/mL
• Apperance: white lyophilized powder

Safety Information

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

Product Information

• Purity: ≥95% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C61H94N12O19 · xC2HF3O2

DETAILS

Sigma Aldrich - P0102

Amino Acid Sequence
Myr-Ser-Leu-Asn-Pro-Glu-Trp-Asn-Glu-Thr
Biochem/physiol Actions
PKCβII Peptide Inhibitor I is a cell-permeable protein kinase C inhibitor.