(4S)-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1R)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-5-amino-1-[({[(1S)-1-carboxyethyl]carbamoyl}methyl)carbamoyl]pentyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}ethyl]carbamoyl}-2-carbamoylethyl]carbamoyl}-2-phenylethyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-sulfanylethyl]carbamoyl}-2-carboxyethyl]carbamoyl}-2-methylpropyl]carbamoyl}ethyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-(methylsulfanyl)butanamido]-3-(1H-imidazol-4-yl)propanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]butanoic acid

• ChemBase编号: 131116
• 分子式: C111H191N39O29S2
• 平均质量: 2600.07814
• 单一同位素质量: 2598.41113329
• SMILES: C[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](CCSC)N
• Canonical SMILES: NCCCC[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[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)O)C)CCCCN)CC(C)C)CCCCN)CCCNC(=N)N)CCCNC(=N)N)C)CC(=O)N)Cc1ccccc1)CCCCN)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCSC)N)Cc1nc[nH]c1)CCCNC(=N)N)CCC(=O)N)CCC(=O)O)C)CC(=O)O)CS)CC(C)C
• InChI: InChI=1S/C111H191N39O29S2/c1-57(2)47-75(101(171)135-66(27-14-18-39-112)91(161)129-54-84(153)131-62(9)108(178)179)144-97(167)68(29-16-20-41-114)137-95(165)71(32-23-44-127-110(121)122)138-94(164)70(31-22-43-126-109(119)120)134-88(158)60(7)133-100(170)79(51-83(118)152)147-103(173)77(49-63-25-12-11-13-26-63)146-98(168)69(30-17-21-42-115)136-93(163)67(28-15-19-40-113)139-102(172)76(48-58(3)4)145-106(176)81(55-180)149-105(175)80(52-86(156)157)148-107(177)87(59(5)6)150-89(159)61(8)132-92(162)74(35-37-85(154)155)142-99(169)73(34-36-82(117)151)141-96(166)72(33-24-45-128-111(123)124)140-104(174)78(50-64-53-125-56-130-64)143-90(160)65(116)38-46-181-10/h11-13,25-26,53,56-62,65-81,87,180H,14-24,27-52,54-55,112-116H2,1-10H3,(H2,117,151)(H2,118,152)(H,125,130)(H,129,161)(H,131,153)(H,132,162)(H,133,170)(H,134,158)(H,135,171)(H,136,163)(H,137,165)(H,138,164)(H,139,172)(H,140,174)(H,141,166)(H,142,169)(H,143,160)(H,144,167)(H,145,176)(H,146,168)(H,147,173)(H,148,177)(H,149,175)(H,150,159)(H,154,155)(H,156,157)(H,178,179)(H4,119,120,126)(H4,121,122,127)(H4,123,124,128)/t60-,61-,62-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,87-/m0/s1
• InChIKey: ACDBCMZNUZVHNS-LIAXTBBGSA-N

名称和登记号

名称

• IUPAC标准名: (4S)-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1R)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-5-amino-1-[({[(1S)-1-carboxyethyl]carbamoyl}methyl)carbamoyl]pentyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}ethyl]carbamoyl}-2-carbamoylethyl]carbamoyl}-2-phenylethyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-sulfanylethyl]carbamoyl}-2-carboxyethyl]carbamoyl}-2-methylpropyl]carbamoyl}ethyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-(methylsulfanyl)butanamido]-3-(1H-imidazol-4-yl)propanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]butanoic acid
• IUPAC传统名: (4S)-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1R)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-5-amino-1-[({[(1S)-1-carboxyethyl]carbamoyl}methyl)carbamoyl]pentyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}ethyl]carbamoyl}-2-carbamoylethyl]carbamoyl}-2-phenylethyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-sulfanylethyl]carbamoyl}-2-carboxyethyl]carbamoyl}-2-methylpropyl]carbamoyl}ethyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-(methylsulfanyl)butanamido]-3-(1H-imidazol-4-yl)propanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]butanoic acid
• 别名: CAM Kinase II Inhibitor (281-302); CaM Kinase II Inhibitor; Calmodulin-dependent Kinase II Inhibitor from rat

登记号

• MDL号: MFCD00214599
• PubChem SID: 162225394
• PubChem CID: 71308389

理论计算性质

• Acid pKa: 2.9959562
• 质子受体: 44
• 质子供体: 42
• LogD (pH = 5.5): -24.951408
• LogD (pH = 7.4): -24.093779
• Log P: -19.158978
• 摩尔折射率: 688.8438 cm^3
• 极化性: 257.5316 Å^3
• 极化表面积: 1153.66 Å^2
• 可自由旋转的化学键: 94
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: lyophilized powder

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 相关基因信息: rat ... Camk2n1(287005), Camk2n2(59314)

产品相关信息

• 纯度: >96%; ≥70%
• 基因表达载体: expressed in E. coli (as N-terminal histidine tagged)

详细说明

Sigma Aldrich - C1360

Biochem/physiol Actions
Calcium/calmodulin-dependent protein kinase II (CaMK II) inhibitor.
Physical form
Solution in 50 mM HEPES buffer, pH 7.5.

Sigma Aldrich - C185

Substrates
Ca2+/Calmodulin kinase II substrate antagonist.