(2S)-1-[(2S)-2-[(2S)-2-[(2R)-3-(tert-butoxy)-2-[(2S)-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamido]propanamido]-4-methylpentanamido]-5-[(diaminomethylidene)amino]pentanoyl]-N-(carbamoylamino)pyrrolidine-2-carboxamide

• ChemBase编号: 130502
• 分子式: C59H84N18O14
• 平均质量: 1269.41046
• 单一同位素质量: 1268.64143946
• SMILES: O=C(N)NNC(=O)[C@H]1N(C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]2NC(=O)CC2)Cc2c[nH]cn2)Cc2c3ccccc3[nH]c2)CO)Cc2ccc(O)cc2)COC(C)(C)C)CC(C)C)CCCN=C(N)N)CCC1
• Canonical SMILES: OC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NNC(=O)N)CCCN=C(N)N)CC(C)C)COC(C)(C)C)Cc1ccc(cc1)O)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)Cc1nc[nH]c1
• InChI: InChI=1S/C59H84N18O14/c1-31(2)22-40(49(82)68-39(12-8-20-64-57(60)61)56(89)77-21-9-13-46(77)55(88)75-76-58(62)90)69-54(87)45(29-91-59(3,4)5)74-50(83)41(23-32-14-16-35(79)17-15-32)70-53(86)44(28-78)73-51(84)42(24-33-26-65-37-11-7-6-10-36(33)37)71-52(85)43(25-34-27-63-30-66-34)72-48(81)38-18-19-47(80)67-38/h6-7,10-11,14-17,26-27,30-31,38-46,65,78-79H,8-9,12-13,18-25,28-29H2,1-5H3,(H,63,66)(H,67,80)(H,68,82)(H,69,87)(H,70,86)(H,71,85)(H,72,81)(H,73,84)(H,74,83)(H,75,88)(H4,60,61,64)(H3,62,76,90)/t38-,39-,40-,41-,42-,43-,44-,45+,46-/m0/s1
• InChIKey: BLCLNMBMMGCOAS-URPVMXJPSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-1-[(2S)-2-[(2S)-2-[(2R)-3-(tert-butoxy)-2-[(2S)-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamido]propanamido]-4-methylpentanamido]-5-[(diaminomethylidene)amino]pentanoyl]-N-(carbamoylamino)pyrrolidine-2-carboxamide
• IUPAC传统名: (2S)-1-[(2S)-2-[(2S)-2-[(2R)-3-(tert-butoxy)-2-[(2S)-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamido]propanamido]-4-methylpentanamido]-5-[(diaminomethylidene)amino]pentanoyl]-N-(carbamoylamino)pyrrolidine-2-carboxamide
• 商标名: Zoladex
• 别名: D-Ser(But)^6Azgly^10LHRH; Goserelin

登记号

• CAS号: 65807-02-5
• PubChem SID: 162224781
• PubChem CID: 5311128
• ATC码: L02AE03
• CHEMBL: 1201247
• Chemspider ID: 4470656
• DrugBank ID: DB00014
• KEGG ID: D04405
• 美国药典/FDA物质标识码: 0F65R8P09N
• 维基百科标题: Goserelin
• Medline Plus: a601002

理论计算性质

• Acid pKa: 9.267479
• 质子受体: 18
• 质子供体: 17
• LogD (pH = 5.5): -7.258546
• LogD (pH = 7.4): -6.098645
• Log P: -4.8366246
• 摩尔折射率: 325.2731 cm^3
• 极化性: 127.06917 Å^3
• 极化表面积: 495.89 Å^2
• 可自由旋转的化学键: 33
• 里宾斯基五规则: false

分子性质

药理学性质

• 给药途径: implant
• 排泄: renal
• 半衰期: 4-5 hours
• 蛋白结合率: 27.3%
• 法定药品分级: Rx-only
• 妊娠期药物分类: D (3.6mg) / X (10.8mg) (USA)