(4S)-4-{[(1S)-1-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-[({[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}butyl]carbamoyl}butyl]carbamoyl}butyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-hydroxyethyl]carbamoyl}methyl)carbamoyl]-3-carbamoylpropyl]carbamoyl}butyl]carbamoyl}pentyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}pyrrolidin-1-yl]-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-4-hydrazinylbutanoic acid; trifluoroacetic acid

• ChemBase ID: 155654
• Molecular Formular: C85H157F3N40O23S
• Molecular Mass: 2196.4704896
• Monoisotopic Mass: 2195.20180714
• SMILES: CC(C)[C@@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](C(C)C)C(=O)O)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(=O)O)NN.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=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)N[C@H](C(=O)O)C(C)C)CCCNC(=N)N)CCCNC(=N)N)CCCNC(=N)N)C(C)C)CO)CCC(=O)N)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NN)CCCNC(=N)N)CCSC)CCCNC(=N)N)CCCNC(=N)N
• InChI: InChI=1S/C83H156N40O21S.C2HF3O2/c1-42(2)60(74(141)118-49(21-12-35-105-81(94)95)68(135)112-45(17-8-31-101-77(86)87)64(131)113-50(22-13-36-106-82(96)97)70(137)121-61(43(3)4)76(143)144)120-72(139)55(41-124)109-58(126)40-108-62(129)51(25-27-57(85)125)115-65(132)46(18-9-32-102-78(88)89)111-63(130)44(16-6-7-30-84)110-67(134)48(20-11-34-104-80(92)93)117-73(140)56-24-15-38-123(56)75(142)54(23-14-37-107-83(98)99)119-69(136)52(29-39-145-5)116-66(133)47(19-10-33-103-79(90)91)114-71(138)53(122-100)26-28-59(127)128;3-2(4,5)1(6)7/h42-56,60-61,122,124H,6-41,84,100H2,1-5H3,(H2,85,125)(H,108,129)(H,109,126)(H,110,134)(H,111,130)(H,112,135)(H,113,131)(H,114,138)(H,115,132)(H,116,133)(H,117,140)(H,118,141)(H,119,136)(H,120,139)(H,121,137)(H,127,128)(H,143,144)(H4,86,87,101)(H4,88,89,102)(H4,90,91,103)(H4,92,93,104)(H4,94,95,105)(H4,96,97,106)(H4,98,99,107);(H,6,7)/t44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,60-,61-;/m0./s1
• InChIKey: PVZUDBYDMNTCEQ-OTHXIIPQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S)-1-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-[({[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}butyl]carbamoyl}butyl]carbamoyl}butyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-hydroxyethyl]carbamoyl}methyl)carbamoyl]-3-carbamoylpropyl]carbamoyl}butyl]carbamoyl}pentyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}pyrrolidin-1-yl]-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-4-hydrazinylbutanoic acid; trifluoroacetic acid
• IUPAC Traditional name: (4S)-4-{[(1S)-1-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-[({[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}butyl]carbamoyl}butyl]carbamoyl}butyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-hydroxyethyl]carbamoyl}methyl)carbamoyl]-3-carbamoylpropyl]carbamoyl}butyl]carbamoyl}pentyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}pyrrolidin-1-yl]-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-4-hydrazinylbutanoic acid; trifluoroacetic acid
• Synonyms: Protein kinase Cε substrate trifluoroacetate salt

Database IDs

• PubChem SID: 162249792
• PubChem CID: 71312189

CALCULATED PROPERTIES

• Acid pKa: 3.512653
• H Acceptors: 45
• H Donor: 42
• LogD (pH = 5.5): -31.885616
• LogD (pH = 7.4): -31.856915
• Log P: -17.870731
• Molar Refractivity: 609.4498 cm^3
• Polarizability: 203.18085 Å^3
• Polar Surface Area: 1063.0 Å^2
• Rotatable Bonds: 76
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Apperance: lyophilized powder

Safety Information

• 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)
• Compostion: Peptide content, ≥55%
• Shipped in: wet ice
• Mol. Weight: calculated mol wt 2066

DETAILS

Sigma Aldrich - P6114

Amino Acid Sequence
H2N-Glu-Arg-Met-Arg-Pro-Arg-Lys-Arg-Gln-Gly-Ser-Val-Arg-Arg-Arg-Val
Biochem/physiol Actions
Phospholipid/phorbol ester-dependent substrate for protein kinase C (PKC) ε and ζ