(2S)-2-[(5-{methyl[(2-methyl-4-oxo-1,4-dihydroquinazolin-6-yl)methyl]amino}thiophen-2-yl)formamido]pentanedioic acid

• ChemBase编号: 178
• 分子式: C21H22N4O6S
• 平均质量: 458.48758
• 单一同位素质量: 458.12600544
• SMILES: s1c(N(Cc2cc3c([nH]c(nc3=O)C)cc2)C)ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(s1)N(Cc1ccc2c(c1)c(=O)nc([nH]2)C)C
• InChI: InChI=1S/C21H22N4O6S/c1-11-22-14-4-3-12(9-13(14)19(28)23-11)10-25(2)17-7-6-16(32-17)20(29)24-15(21(30)31)5-8-18(26)27/h3-4,6-7,9,15H,5,8,10H2,1-2H3,(H,24,29)(H,26,27)(H,30,31)(H,22,23,28)/t15-/m0/s1
• InChIKey: IVTVGDXNLFLDRM-HNNXBMFYSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-[(5-{methyl[(2-methyl-4-oxo-1,4-dihydroquinazolin-6-yl)methyl]amino}thiophen-2-yl)formamido]pentanedioic acid
• IUPAC传统名: tomudex
• 商标名: Tomudex
• 别名: ZD1694; raltitrexed; ZD-1694; Raltitrexed

登记号

• CAS号: 112887-68-0
• PubChem SID: 160963641; 46504880
• PubChem CID: 104758

理论计算性质

JChem

• Acid pKa: 3.724397
• 质子受体: 9
• 质子供体: 4
• LogD (pH = 5.5): -0.8874727
• LogD (pH = 7.4): -4.234397
• Log P: 1.9703588
• 摩尔折射率: 117.3915 cm^3
• 极化性: 43.372974 Å^3
• 极化表面积: 148.4 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.65
• LOG S: -4.4
• 溶解度: 1.81e-02 g/l

分子性质

理化性质

• 溶解度: soluble
• 疏水性(logP): -1.2

详细说明

DrugBank - DB00293

• Drug Groups: approved; investigational
• Description: Raltitrexed (brand name Tomudex®) is a chemotherapy drug manufactured AstraZeneca Company, is an antimetabolite used in chemotherapy. It is an inhibitor of thymidylate synthase.
• Indication: For the treatment of malignant neoplasm of colon and rectum
• Pharmacology: Raltitrexed belongs to a group of medicines known as antimetabolites. It is used to treat cancer of the colon and rectum. It may also be used to treat other kinds of cancer, as determined by your doctor. Raltitrexed blocks an enzyme needed by the cell to live. This interferes with the growth of cancer cells, which are eventually destroyed. Since the growth of normal body cells may also be affected by raltitrexed, other effects will also occur. Some of these may be serious and must be reported to your doctor. Other effects, like hair loss, may not be serious but may cause concern.
• Toxicity: Side effects include pale skin, troubled breathing, unusual bleeding or bruising, unusual tiredness or weakness, black, tarry stools, chest pain, chills, cough, fever, painful or difficult urination, shortness of breath, sore throat, sores, ulcers, or white spots on lips or in mouth, swollen glands, increase in bowel movements, loose stools, soft stools.
• Affected Organisms: Humans and other mammals
• Biotransformation: Raltitrexed is transported into cells via a reduced folate carrier. Inside the cell it is extensively polyglutamated by the enzyme folyl polyglutamate synthetase to polyglutamate forms.
• Half Life: 198 hours
• Protein Binding: >93%
• External Links: Wikipedia