(2S)-2-[(2S,3S)-2-[(2S,3R)-2-[(2S)-6-amino-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]-4-methylpentanamido]-4-carbamoylbutanamido]-4-methylpentanamido]-4-carbamoylbutanamido]propanamido]propanamido]-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-phenylpropanamido]hexanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}-3-methylbutanamido]hexanamido]-3-hydroxybutanamido]-3-methylpentanamido]-5-carbamimidamidopentanoic acid

• ChemBase ID: 133690
• Molecular Formular: C90H153N27O26
• Molecular Mass: 2029.34312
• Monoisotopic Mass: 2028.14800815
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CO)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(=O)N)N
• Canonical SMILES: NCCCC[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)CCCNC(=N)N)[C@H](CC)C)[C@H](O)C)CCCCN)C(C)C)CO)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)N)N)CC(C)C)CCC(=O)N)CC(C)C)CCC(=O)N)C)C)CO)CC(=O)N)Cc1ccccc1
• InChI: InChI=1S/C90H153N27O26/c1-12-47(8)70(86(139)107-57(89(142)143)26-20-36-100-90(98)99)115-87(140)71(50(11)120)116-78(131)54(25-17-19-35-92)106-85(138)69(46(6)7)114-84(137)64-27-21-37-117(64)88(141)63(43-119)113-76(129)53(24-16-18-34-91)103-81(134)60(40-51-22-14-13-15-23-51)110-82(135)61(41-68(97)124)111-83(136)62(42-118)112-73(126)49(10)101-72(125)48(9)102-75(128)55(29-32-66(95)122)104-80(133)59(39-45(4)5)109-77(130)56(30-33-67(96)123)105-79(132)58(38-44(2)3)108-74(127)52(93)28-31-65(94)121/h13-15,22-23,44-50,52-64,69-71,118-120H,12,16-21,24-43,91-93H2,1-11H3,(H2,94,121)(H2,95,122)(H2,96,123)(H2,97,124)(H,101,125)(H,102,128)(H,103,134)(H,104,133)(H,105,132)(H,106,138)(H,107,139)(H,108,127)(H,109,130)(H,110,135)(H,111,136)(H,112,126)(H,113,129)(H,114,137)(H,115,140)(H,116,131)(H,142,143)(H4,98,99,100)/t47-,48-,49-,50+,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,69-,70-,71-/m0/s1
• InChIKey: OMUTVGVKPXPHPX-TWWSAIDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S,3S)-2-[(2S,3R)-2-[(2S)-6-amino-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]-4-methylpentanamido]-4-carbamoylbutanamido]-4-methylpentanamido]-4-carbamoylbutanamido]propanamido]propanamido]-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-phenylpropanamido]hexanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}-3-methylbutanamido]hexanamido]-3-hydroxybutanamido]-3-methylpentanamido]-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-[(2S,3S)-2-[(2S,3R)-2-[(2S)-6-amino-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]-4-methylpentanamido]-4-carbamoylbutanamido]-4-methylpentanamido]-4-carbamoylbutanamido]propanamido]propanamido]-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-phenylpropanamido]hexanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}-3-methylbutanamido]hexanamido]-3-hydroxybutanamido]-3-methylpentanamido]-5-carbamimidamidopentanoic acid
• Synonyms: Casein Kinase II-β fragment 198-215

Database IDs

• MDL Number: MFCD00798252
• PubChem SID: 162227967
• PubChem CID: 71308702

CALCULATED PROPERTIES

• Acid pKa: 3.4389112
• H Acceptors: 32
• H Donor: 30
• LogD (pH = 5.5): -21.896732
• LogD (pH = 7.4): -19.358734
• Log P: -13.763848
• Molar Refractivity: 519.5961 cm^3
• Polarizability: 200.36508 Å^3
• Polar Surface Area: 896.22 Å^2
• Rotatable Bonds: 69
• Lipinski's Rule of Five: false

PROPERTIES

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 ... CSNK2B(1460)

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - C4330

Amino Acid Sequence
Gln-Leu-Gln-Leu-Gln-Ala-Ala-Ser-Asn-Phe-Lys-Ser-Pro-Val-Lys-Thr-Ile-Arg
Biochem/physiol Actions
Cdc2 substrate and competitive inhibitor of apoptosis. Sequence contains CK II autophosphorylation site plus p34cdc2 consensus phosphorylation site Ser209.