(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]-3-hydroxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid

• ChemBase ID: 155479
• Molecular Formular: C52H87N19O24
• Molecular Mass: 1362.36008
• Monoisotopic Mass: 1361.61713476
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)N)O
• Canonical SMILES: OC(=O)CC[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)CCC(=O)O)CCC(=O)O)CCC(=O)O)[C@H](O)C)CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)N)CCCNC(=N)N)CCCNC(=N)N)CCC(=O)O
• InChI: InChI=1S/C52H87N19O24/c1-23(72)39(48(93)69-30(11-17-36(79)80)45(90)67-29(10-16-35(77)78)46(91)70-32(49(94)95)13-19-38(83)84)71-47(92)31(12-18-37(81)82)68-44(89)28(9-15-34(75)76)66-43(88)27(8-14-33(73)74)65-42(87)26(7-4-22-62-52(58)59)64-41(86)25(6-3-21-61-51(56)57)63-40(85)24(53)5-2-20-60-50(54)55/h23-32,39,72H,2-22,53H2,1H3,(H,63,85)(H,64,86)(H,65,87)(H,66,88)(H,67,90)(H,68,89)(H,69,93)(H,70,91)(H,71,92)(H,73,74)(H,75,76)(H,77,78)(H,79,80)(H,81,82)(H,83,84)(H,94,95)(H4,54,55,60)(H4,56,57,61)(H4,58,59,62)/t23-,24+,25+,26+,27+,28+,29+,30+,31+,32+,39+/m1/s1
• InChIKey: FYEPIIASCNUBEH-MJBCRNAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]-3-hydroxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]-3-hydroxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid
• Synonyms: Arg-Arg-Arg-Glu-Glu-Glu-Thr-Glu-Glu-Glu

Database IDs

• MDL Number: MFCD00080103
• PubChem SID: 162249617
• PubChem CID: 71312140

CALCULATED PROPERTIES

• Acid pKa: 2.7315855
• H Acceptors: 34
• H Donor: 27
• LogD (pH = 5.5): -18.728033
• LogD (pH = 7.4): -22.116766
• Log P: -16.350597
• Molar Refractivity: 347.1562 cm^3
• Polarizability: 123.364784 Å^3
• Polar Surface Area: 754.95 Å^2
• Rotatable Bonds: 50
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• 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 ... CSNK2A1(1457), CSNK2A2(1459), CSNK2B(1460)mouse ... CSNK2A1(12995), CSNK2A2(13000), CSNK2B(13001)rat ... CSNK2A1(116549), CSNK2B(81650)

Product Information

• Empirical Formula (Hill Notation): C52H87N19O24

DETAILS

Sigma Aldrich - A2793

Amino Acid Sequence
Arg-Arg-Arg-Glu-Glu-Glu-Thr-Glu-Glu-Glu
Biochem/physiol Actions
Specific substrate for casein kinase II.