(3S)-3-[(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]-3-hydroxybutanamido]acetamido}-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanamido]propanamido]-3-methylpentanamido]-3-(1H-imidazol-4-yl)propanamido]-3-carbamoylpropanoic acid; trifluoroacetic acid

• ChemBase ID: 153601
• Molecular Formular: C51H87F3N24O17
• Molecular Mass: 1365.3822896
• Monoisotopic Mass: 1364.6633121
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CC(=O)O)C(=O)N)NC(=O)[C@H](C)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)CNC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)CN.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.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(=O)N[C@H](C(=O)N[C@H](C(=O)N)CC(=O)O)Cc1nc[nH]c1)[C@H](CC)C)C)CC(=O)N)CCCNC(=N)N)CCCNC(=N)N)[C@H](O)C)CCCNC(=N)N
• InChI: InChI=1S/C49H86N24O15.C2HF3O2/c1-5-22(2)36(46(88)71-30(15-25-19-59-21-64-25)44(86)69-29(38(52)80)17-35(78)79)72-39(81)23(3)65-43(85)31(16-32(51)75)70-41(83)28(11-8-14-62-49(57)58)68-40(82)26(9-6-12-60-47(53)54)67-34(77)20-63-45(87)37(24(4)74)73-42(84)27(66-33(76)18-50)10-7-13-61-48(55)56;3-2(4,5)1(6)7/h19,21-24,26-31,36-37,74H,5-18,20,50H2,1-4H3,(H2,51,75)(H2,52,80)(H,59,64)(H,63,87)(H,65,85)(H,66,76)(H,67,77)(H,68,82)(H,69,86)(H,70,83)(H,71,88)(H,72,81)(H,73,84)(H,78,79)(H4,53,54,60)(H4,55,56,61)(H4,57,58,62);(H,6,7)/t22-,23-,24+,26-,27-,28-,29-,30-,31-,36-,37-;/m0./s1
• InChIKey: WHXDJOUKXDRBLV-IQFKIXDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-[(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]-3-hydroxybutanamido]acetamido}-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanamido]propanamido]-3-methylpentanamido]-3-(1H-imidazol-4-yl)propanamido]-3-carbamoylpropanoic acid; trifluoroacetic acid
• IUPAC Traditional name: (3S)-3-[(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]-3-hydroxybutanamido]acetamido}-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanamido]propanamido]-3-methylpentanamido]-3-(1H-imidazol-4-yl)propanamido]-3-carbamoylpropanoic acid; trifluoroacetic acid
• Synonyms: Protein kinase A inhibitor fragment 14-24 trifluoroacetate salt

Database IDs

• MDL Number: MFCD03788004
• PubChem SID: 162247740
• PubChem CID: 71311694

CALCULATED PROPERTIES

• Acid pKa: 3.3383007
• H Acceptors: 26
• H Donor: 25
• LogD (pH = 5.5): -21.938332
• LogD (pH = 7.4): -19.50859
• Log P: -14.474097
• Molar Refractivity: 337.0312 cm^3
• Polarizability: 118.74642 Å^3
• Polar Surface Area: 675.11 Å^2
• Rotatable Bonds: 43
• 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: Protein Content, ≥55%
• Mol. Weight: calculated mol wt 1250

DETAILS

Sigma Aldrich - P5990

Amino Acid Sequence
Gly-Arg-Thr-Gly-Arg-Arg-Asn-Ala-Ile-His-Asp-NH2
Biochem/physiol Actions
cAMP-dependent protein kinase inhibitor.
Other Notes
cAMP-dependent protein kinase inhibitor