(2R,5S,6R)-6-[(5S)-5-amino-5-carboxypentanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

• ChemBase编号: 3216
• 分子式: C14H21N3O6S
• 平均质量: 359.39804
• 单一同位素质量: 359.11510641
• SMILES: CC1(C)S[C@H]2[C@H](NC(=O)CCC[C@H](N)C(=O)O)C(=O)N2[C@@H]1C(=O)O
• Canonical SMILES: O=C(N[C@@H]1C(=O)N2[C@H]1SC([C@H]2C(=O)O)(C)C)CCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t6-,8+,9+,11-/m0/s1
• InChIKey: MIFYHUACUWQUKT-QSKNDCFUSA-N

名称和登记号

名称

• IUPAC标准名: (2R,5S,6R)-6-[(5S)-5-amino-5-carboxypentanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC传统名: @isopenicillin N
• 别名: Isopenicillin N

登记号

• PubChem SID: 46504620; 160966659
• PubChem CID: 46936713

理论计算性质

JChem

• Acid pKa: 1.8342174
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -5.1629453
• LogD (pH = 7.4): -6.624511
• Log P: -3.3928711
• 摩尔折射率: 83.0509 cm^3
• 极化性: 33.33548 Å^3
• 极化表面积: 150.03 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.43
• LOG S: -1.6
• 溶解度: 8.96e+00 g/l

详细说明

DrugBank - DB03550

Drug information: experimental