(4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-(2-{2-[2-(2-{[(2S)-1-[(2S)-2-{[(2S)-1-[(2R)-2-amino-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}acetamido)acetamido]acetamido}acetamido)-3-carbamoylpropanamido]acetamido}-3-carboxypropanamido]-3-phenylpropanamido]-4-carboxybutanamido]-4-{[(2S,3S)-1-[(2S)-2-{[(1S)-3-carboxy-1-{[(1S)-3-carboxy-1-{[(1S)-1-{[(1S)-1-carboxy-3-methylbutyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}propyl]carbamoyl}propyl]carbamoyl}pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]carbamoyl}butanoic acid

• ChemBase编号: 2092
• 分子式: C98H138N24O33
• 平均质量: 2180.28532
• 单一同位素质量: 2178.985813
• SMILES: N=C(N)NCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](N)Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)NCC(=O)NCC(=O)NCC(=O)NCC(=O)N[C@@H](CC(=O)N)C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CC(C)C)C(=O)O
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CC(C)C)Cc1ccc(cc1)O)CCC(=O)O)CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc1ccccc1)N)CCCNC(=N)N)CC(=O)N)Cc1ccccc1)CCC(=O)O)CCC(=O)O)C
• InChI: InChI=1S/C98H138N24O33/c1-5-52(4)82(96(153)122-39-15-23-70(122)92(149)114-60(30-34-79(134)135)85(142)111-59(29-33-78(132)133)86(143)116-64(43-55-24-26-56(123)27-25-55)89(146)118-67(97(154)155)40-51(2)3)119-87(144)61(31-35-80(136)137)112-84(141)58(28-32-77(130)131)113-88(145)63(42-54-18-10-7-11-19-54)117-90(147)66(45-81(138)139)110-76(129)50-107-83(140)65(44-71(100)124)109-75(128)49-106-73(126)47-104-72(125)46-105-74(127)48-108-91(148)68-21-13-38-121(68)95(152)62(20-12-36-103-98(101)102)115-93(150)69-22-14-37-120(69)94(151)57(99)41-53-16-8-6-9-17-53/h6-11,16-19,24-27,51-52,57-70,82,123H,5,12-15,20-23,28-50,99H2,1-4H3,(H2,100,124)(H,104,125)(H,105,127)(H,106,126)(H,107,140)(H,108,148)(H,109,128)(H,110,129)(H,111,142)(H,112,141)(H,113,145)(H,114,149)(H,115,150)(H,116,143)(H,117,147)(H,118,146)(H,119,144)(H,130,131)(H,132,133)(H,134,135)(H,136,137)(H,138,139)(H,154,155)(H4,101,102,103)/t52-,57+,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,82-/m0/s1
• InChIKey: OIRCOABEOLEUMC-GEJPAHFPSA-N

名称和登记号

名称

• IUPAC标准名: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-(2-{2-[2-(2-{[(2S)-1-[(2S)-2-{[(2S)-1-[(2R)-2-amino-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}acetamido)acetamido]acetamido}acetamido)-3-carbamoylpropanamido]acetamido}-3-carboxypropanamido]-3-phenylpropanamido]-4-carboxybutanamido]-4-{[(2S,3S)-1-[(2S)-2-{[(1S)-3-carboxy-1-{[(1S)-3-carboxy-1-{[(1S)-1-{[(1S)-1-carboxy-3-methylbutyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}propyl]carbamoyl}propyl]carbamoyl}pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]carbamoyl}butanoic acid
• IUPAC传统名: bivalirudin; hirulog
• 商标名: Angiomax
• 别名: d-Phenylalanyl-l-prolyl-l-arginyl; -l-prolylglycylglycylglycylglycyl-l-asparaginylglycyl; -l-alpha-aspartyl-l-phenylalanyl; -l-alpha-glutamyl-l-alpha-glutamyl-l-isoleucyl; -l-prolyl-l-alpha-glutamyl-l-alpha-glutamyl; -l-tyrosyl-l-leucine; Bivalirudin; Hirulog

登记号

• CAS号: 128270-60-0
• PubChem SID: 160965546; 46506040
• PubChem CID: 16129704
• CHEBI ID: 59173
• ATC码: B01AE06
• CHEMBL: 1201455
• Chemspider ID: 10482069
• DrugBank ID: DB00006
• 美国药典/FDA物质标识码: TN9BEX005G
• 维基百科标题: Bivalirudin

理论计算性质

JChem

• Acid pKa: 2.7944312
• 质子受体: 37
• 质子供体: 28
• LogD (pH = 5.5): -20.38589
• LogD (pH = 7.4): -27.076435
• Log P: -14.345512
• 摩尔折射率: 543.3342 cm^3
• 极化性: 208.12482 Å^3
• 极化表面积: 901.57 Å^2
• 可自由旋转的化学键: 66
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -0.76
• LOG S: -4.67
• 溶解度: 4.64e-02 g/l

分子性质

药理学性质

• 给药途径: Intravenous injection/infusion only
• 生物利用度: N/A (IV application only)
• 半衰期: ~25 minutes in patients with normal renal function
• 代谢: Angiomax is cleared from plasma by a combination of renal mechanisms and proteolytic cleavage
• 法定药品分级: Rx-only. Not a controlled substance.
• 妊娠期药物分类: B (US)

详细说明

DrugBank - DB02351

• Drug Groups: experimental
• External Links: RxList