(2S)-2-({4-[(1H-imidazol-4-ylmethyl)amino]-2-(naphthalen-1-yl)phenyl}formamido)-4-methylpentanoic acid; trifluoroacetic acid

• ChemBase编号: 154242
• 分子式: C29H29F3N4O5
• 平均质量: 570.5595696
• 单一同位素质量: 570.20900471
• SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)c1ccc(cc1c1cccc2c1cccc2)NCc1c[nH]cn1.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.CC(C[C@@H](C(=O)O)NC(=O)c1ccc(cc1c1cccc2c1cccc2)NCc1c[nH]cn1)C
• InChI: InChI=1S/C27H28N4O3.C2HF3O2/c1-17(2)12-25(27(33)34)31-26(32)23-11-10-19(29-15-20-14-28-16-30-20)13-24(23)22-9-5-7-18-6-3-4-8-21(18)22;3-2(4,5)1(6)7/h3-11,13-14,16-17,25,29H,12,15H2,1-2H3,(H,28,30)(H,31,32)(H,33,34);(H,6,7)/t25-;/m0./s1
• InChIKey: FXXUNOYBYJFSRB-UQIIZPHYSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-({4-[(1H-imidazol-4-ylmethyl)amino]-2-(naphthalen-1-yl)phenyl}formamido)-4-methylpentanoic acid; trifluoroacetic acid
• IUPAC传统名: (2S)-2-({4-[(1H-imidazol-4-ylmethyl)amino]-2-(naphthalen-1-yl)phenyl}formamido)-4-methylpentanoic acid; trifluoroacetic acid
• 别名: N-[[4-(Imidazol-4-yl)methylamino]-2-(1-naphthyl)benzoyl]leucine trifluoroacetate salt; GGTI-2133

登记号

• MDL号: MFCD07776925
• PubChem SID: 24724491; 162248381
• PubChem CID: 16078972

理论计算性质

• Acid pKa: 4.072431
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): 2.849691
• LogD (pH = 7.4): 1.7675228
• Log P: 2.9108512
• 摩尔折射率: 133.1106 cm^3
• 极化性: 52.585014 Å^3
• 极化表面积: 107.11 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: soluble25 mg/mL; H2O: insoluble
• 外观: white solid
• 熔点: 103-118.5 °C

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... FNTA(2339), PGGT1B(5229)

产品相关信息

• 纯度: ≥98% (HPLC)
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C27H28N4O3 · C2HF3O2

详细说明

Sigma Aldrich - G5294

Biochem/physiol Actions
GGTI-2133 is a cell-permeable non-thiol peptidomimetic that acts as a potent and selective inhibitor of geranylgeranyltransferase I (GGTase I; IC50 = 38 nM) with a 140-fold selectivity over farnesyltransferase (FTase; IC50 = 5.4 μM).