(2S)-2-[(2S)-5-carbamimidamido-2-[(2S)-5-carbamimidamido-2-{2-[(2S,3R)-2-[(2S)-5-carbamimidamido-2-(2-tetradecanamidoacetamido)pentanamido]-3-hydroxybutanamido]acetamido}pentanamido]pentanamido]-N-[(1S)-1-{[(1S,2S)-1-carbamoyl-2-methylbutyl]carbamoyl}ethyl]butanediamide; trifluoroacetic acid

• ChemBase ID: 155724
• Molecular Formular: C55H101F3N20O14
• Molecular Mass: 1323.5112496
• Monoisotopic Mass: 1322.77582267
• SMILES: CCCCCCCCCCCCCC(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.CCCCCCCCCCCCCC(=O)NCC(=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@H](CC)C)C(=O)N)C)CC(=O)N)CCCNC(=N)N)CCCNC(=N)N)[C@H](O)C)CCCNC(=N)N
• InChI: InChI=1S/C53H100N20O12.C2HF3O2/c1-6-8-9-10-11-12-13-14-15-16-17-24-39(76)65-29-40(77)69-35(22-19-26-63-52(58)59)48(83)73-43(33(5)74)50(85)66-30-41(78)68-34(21-18-25-62-51(56)57)46(81)70-36(23-20-27-64-53(60)61)47(82)71-37(28-38(54)75)49(84)67-32(4)45(80)72-42(44(55)79)31(3)7-2;3-2(4,5)1(6)7/h31-37,42-43,74H,6-30H2,1-5H3,(H2,54,75)(H2,55,79)(H,65,76)(H,66,85)(H,67,84)(H,68,78)(H,69,77)(H,70,81)(H,71,82)(H,72,80)(H,73,83)(H4,56,57,62)(H4,58,59,63)(H4,60,61,64);(H,6,7)/t31-,32-,33+,34-,35-,36-,37-,42-,43-;/m0./s1
• InChIKey: DBHNUJXUTKVLID-UXBYPZMDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-5-carbamimidamido-2-[(2S)-5-carbamimidamido-2-{2-[(2S,3R)-2-[(2S)-5-carbamimidamido-2-(2-tetradecanamidoacetamido)pentanamido]-3-hydroxybutanamido]acetamido}pentanamido]pentanamido]-N-[(1S)-1-{[(1S,2S)-1-carbamoyl-2-methylbutyl]carbamoyl}ethyl]butanediamide; trifluoroacetic acid
• IUPAC Traditional name: (2S)-2-[(2S)-5-carbamimidamido-2-[(2S)-5-carbamimidamido-2-{2-[(2S,3R)-2-[(2S)-5-carbamimidamido-2-(2-tetradecanamidoacetamido)pentanamido]-3-hydroxybutanamido]acetamido}pentanamido]pentanamido]-N-[(1S)-1-{[(1S,2S)-1-carbamoyl-2-methylbutyl]carbamoyl}ethyl]butanediamide; trifluoroacetic acid
• Synonyms: Protein Kinase A inhibitor fragment 14-22, myristoylated trifluoroacetate salt

Database IDs

• MDL Number: MFCD03788010
• PubChem SID: 162249862
• PubChem CID: 71312212

CALCULATED PROPERTIES

• Acid pKa: 11.97058
• H Acceptors: 21
• H Donor: 21
• LogD (pH = 5.5): -12.129659
• LogD (pH = 7.4): -12.1171055
• Log P: -5.58548
• Molar Refractivity: 344.0867 cm^3
• Polarizability: 121.61358 Å^3
• Polar Surface Area: 554.01 Å^2
• Rotatable Bonds: 48
• 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

Pharmacology Properties

• Gene Information: human ... PRKACA(5566)mouse ... PRKACA(18747)rat ... PRKACA(25636)

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C53H98N20O12 · C2HF3O2

DETAILS

Sigma Aldrich - P9115

Amino Acid Sequence
Myr-Gly-Arg-Thr-Gly-Arg-Arg-Asn-Ala-Ile-NH2
Biochem/physiol Actions
Cell permeable cAMP-dependent protein kinase (PKA) inhibitor