(2R,3S)-N-hydroxy-N'-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-2-(2-methylpropyl)-3-[(thiophen-2-ylsulfanyl)methyl]butanediamide

• ChemBase编号: 3517
• 分子式: C23H31N3O4S2
• 平均质量: 477.63994
• 单一同位素质量: 477.17559849
• SMILES: [C@H](C(=O)NO)(CSc1cccs1)[C@@H](CC(C)C)C(=O)N[C@H](C(=O)NC)Cc1ccccc1
• Canonical SMILES: CNC(=O)[C@@H](NC(=O)[C@@H]([C@@H](C(=O)NO)CSc1cccs1)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C23H31N3O4S2/c1-15(2)12-17(18(22(28)26-30)14-32-20-10-7-11-31-20)21(27)25-19(23(29)24-3)13-16-8-5-4-6-9-16/h4-11,15,17-19,30H,12-14H2,1-3H3,(H,24,29)(H,25,27)(H,26,28)/t17-,18+,19+/m1/s1
• InChIKey: XFILPEOLDIKJHX-QYZOEREBSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S)-N-hydroxy-N'-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-2-(2-methylpropyl)-3-[(thiophen-2-ylsulfanyl)methyl]butanediamide; (2R,3S)-N'-hydroxy-N-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-2-(2-methylpropyl)-3-[(thiophen-2-ylsulfanyl)methyl]butanediamide
• IUPAC传统名: (2R,3S)-N-hydroxy-N'-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-2-(2-methylpropyl)-3-[(thiophen-2-ylsulfanyl)methyl]butanediamide; (2R,3S)-N'-hydroxy-N-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-2-(2-methylpropyl)-3-[(thiophen-2-ylsulfanyl)methyl]succinamide; batimastat
• 别名: BB94; Batimastat; Batimastat; Batimastat (BB-94); BB-94; (2R,3S)-N4-Hydroxy-N1-[(1S)-2-(methylamino)-2-oxo-1-(phenylmethyl)ethyl]-2-(2-methylpropyl)-3-[(2-thienylthio)methyl]butanediamide; Batimastat

登记号

• CAS号: 130370-60-4
• MDL号: MFCD00866533
• PubChem SID: 46505727; 160966956
• PubChem CID: 5362422

理论计算性质

JChem

• Acid pKa: 8.856091
• 质子受体: 4
• 质子供体: 4
• LogD (pH = 5.5): 3.2718008
• LogD (pH = 7.4): 3.257128
• Log P: 3.2719913
• 摩尔折射率: 127.3039 cm^3
• 极化性: 49.851807 Å^3
• 极化表面积: 107.53 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.23
• LOG S: -5.44
• 溶解度: 1.73e-03 g/l

分子性质

理化性质

• 溶解度: DMSO: ≥15 mg/mL
• 外观: white to tan powder

安全信息

• 德国WGK号: 3
• 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
• 保存温度: -20°C

药理学性质

• 作用靶点: MMP

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Free Base
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C23H31N3O4S2

详细说明

DrugBank - DB03880

• Drug Groups: experimental
• Pharmacology: An anticancer drug that belongs to the family of drugs called angiogenesis inhibitors. Batimastat is a matrix metalloproteinase inhibitor.
• Affected Organisms: Humans and other mammals

Sigma Aldrich - SML0041

Biochem/physiol Actions
Batimastat is a potent, broad spectrum matrix metalloprotease (MMP) inhibitor.