(3S)-3-{[(2S,5S)-5-{2-[(1S)-1-{[(4S,7S)-7-{2-[(1S)-5-amino-1-{[(1R)-1-[({[(4S)-8-amino-1-{2-[(3S)-7-amino-2-oxoheptan-3-yl]hydrazin-1-yl}-2,3-dioxooctan-4-yl]carbamoyl}methyl)carbamoyl]ethyl]carbamoyl}pentyl]hydrazin-1-yl}-1-carbamimidamido-8-hydroxy-5,6-dioxooctan-4-yl]carbamoyl}-3-methylbutyl]hydrazin-1-yl}-1-(4-hydroxyphenyl)-7-(methylsulfanyl)-3,4-dioxoheptan-2-yl]carbamoyl}-3-[(2R)-2-[(2R)-2-[(2S,3R)-2-{2-[(2S)-2-[(2R)-2-[(2S)-2-[(2S)-2-{2-[(2S)-6-amino-2-[(2R)-2-hydrazinyl-3-sulfanylpropanamido]hexanamido]acetamido}-3-hydroxypropanamido]-5-carbamimidamidopentanamido]-3-sulfanylpropanamido]-3-hydroxypropanamido]acetamido}-3-hydroxybutanamido]-3-sulfanylpropanamido]-3-sulfanylpropanamido]propanoic acid; acetic acid

• ChemBase编号: 179576
• 分子式: C99H174N34O32S5
• 平均质量: 2512.97446
• 单一同位素质量: 2511.16369458
• SMILES: CC(=O)[C@H](CCCCN)NNCC(=O)C(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@H](CCCCN)NN[C@@H](CO)C(=O)C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NN[C@@H](CCSC)C(=O)C(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CS)NC(=O)[C@H](CS)NC(=O)[C@H]([C@@H](C)O)NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CS)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CS)NN.CC(=O)O
• Canonical SMILES: CC(=O)O.NCCCC[C@@H](C(=O)N[C@@H](C(=O)NCC(=O)N[C@H](C(=O)C(=O)CNN[C@H](C(=O)C)CCCCN)CCCCN)C)NN[C@H](C(=O)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)NN[C@H](C(=O)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@H](O)C)NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](CS)NN)CCCCN)CO)CCCNC(=N)N)CS)CO)CS)CS)CC(=O)O)Cc1ccc(cc1)O)CCSC)CCCNC(=N)N)CO
• InChI: InChI=1S/C97H170N34O30S5.C2H4O2/c1-49(2)35-64(89(155)116-57(21-15-32-107-96(102)103)79(145)82(148)65(42-132)131-129-61(20-10-14-31-101)87(153)113-50(3)83(149)109-39-73(139)114-56(18-8-12-29-99)78(144)72(138)38-112-127-55(51(4)135)17-7-11-28-98)130-128-58(27-34-166-6)80(146)81(147)62(36-53-23-25-54(137)26-24-53)119-88(154)63(37-76(142)143)120-91(157)68(45-162)123-93(159)70(47-164)124-95(161)77(52(5)136)125-75(141)41-111-85(151)66(43-133)121-92(158)69(46-163)122-86(152)60(22-16-33-108-97(104)105)118-90(156)67(44-134)115-74(140)40-110-84(150)59(19-9-13-30-100)117-94(160)71(48-165)126-106;1-2(3)4/h23-26,49-50,52,55-71,77,112,126-134,136-137,162-165H,7-22,27-48,98-101,106H2,1-6H3,(H,109,149)(H,110,150)(H,111,151)(H,113,153)(H,114,139)(H,115,140)(H,116,155)(H,117,160)(H,118,156)(H,119,154)(H,120,157)(H,121,158)(H,122,152)(H,123,159)(H,124,161)(H,125,141)(H,142,143)(H4,102,103,107)(H4,104,105,108);1H3,(H,3,4)/t50-,52-,55+,56+,57+,58+,59+,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70+,71+,77+;/m1./s1
• InChIKey: WNGOUDAVOVYOAS-YYNFDCHVSA-N

名称和登记号

名称

• IUPAC标准名: (3S)-3-{[(2S,5S)-5-{2-[(1S)-1-{[(4S,7S)-7-{2-[(1S)-5-amino-1-{[(1R)-1-[({[(4S)-8-amino-1-{2-[(3S)-7-amino-2-oxoheptan-3-yl]hydrazin-1-yl}-2,3-dioxooctan-4-yl]carbamoyl}methyl)carbamoyl]ethyl]carbamoyl}pentyl]hydrazin-1-yl}-1-carbamimidamido-8-hydroxy-5,6-dioxooctan-4-yl]carbamoyl}-3-methylbutyl]hydrazin-1-yl}-1-(4-hydroxyphenyl)-7-(methylsulfanyl)-3,4-dioxoheptan-2-yl]carbamoyl}-3-[(2R)-2-[(2R)-2-[(2S,3R)-2-{2-[(2S)-2-[(2R)-2-[(2S)-2-[(2S)-2-{2-[(2S)-6-amino-2-[(2R)-2-hydrazinyl-3-sulfanylpropanamido]hexanamido]acetamido}-3-hydroxypropanamido]-5-carbamimidamidopentanamido]-3-sulfanylpropanamido]-3-hydroxypropanamido]acetamido}-3-hydroxybutanamido]-3-sulfanylpropanamido]-3-sulfanylpropanamido]propanoic acid; acetic acid
• IUPAC传统名: (3S)-3-{[(2S,5S)-5-{2-[(1S)-1-{[(4S,7S)-7-{2-[(1S)-5-amino-1-{[(1R)-1-[({[(4S)-8-amino-1-{2-[(3S)-7-amino-2-oxoheptan-3-yl]hydrazin-1-yl}-2,3-dioxooctan-4-yl]carbamoyl}methyl)carbamoyl]ethyl]carbamoyl}pentyl]hydrazin-1-yl}-1-carbamimidamido-8-hydroxy-5,6-dioxooctan-4-yl]carbamoyl}-3-methylbutyl]hydrazin-1-yl}-1-(4-hydroxyphenyl)-7-(methylsulfanyl)-3,4-dioxoheptan-2-yl]carbamoyl}-3-[(2R)-2-[(2R)-2-[(2S,3R)-2-{2-[(2S)-2-[(2R)-2-[(2S)-2-[(2S)-2-{2-[(2S)-6-amino-2-[(2R)-2-hydrazinyl-3-sulfanylpropanamido]hexanamido]acetamido}-3-hydroxypropanamido]-5-carbamimidamidopentanamido]-3-sulfanylpropanamido]-3-hydroxypropanamido]acetamido}-3-hydroxybutanamido]-3-sulfanylpropanamido]-3-sulfanylpropanamido]propanoic acid; acetic acid
• 别名: ω-Conotoxin M VIIA Acetate; ω-Conopeptide MVIIA Acetate; Prialt Acetate; SNX 111; Ziconotide Polyacetate

登记号

• CAS号: 914454-03-8
• PubChem SID: 164235486
• PubChem CID: 71752995

理论计算性质

• Acid pKa: 3.4023044
• 质子受体: 48
• 质子供体: 44
• LogD (pH = 5.5): -29.742926
• LogD (pH = 7.4): -27.310797
• Log P: -15.519354
• 摩尔折射率: 708.7057 cm^3
• 极化性: 241.03838 Å^3
• 极化表面积: 1061.65 Å^2
• 可自由旋转的化学键: 93
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - Z385000

Α selective antagonist of N-type voltage sensitive calcium channels (VSCC). Blocks neurotransmitter release by preventing depolarization-induced calcium influx. Used as a ligand for binding studies of voltage sensitive calcium channels. Analgesic; neuropr

参考文献

• Olivera, B.M., et al.: Biochemistry, 26, 2086 (1987)
• Barksdale, C.M., et al.: J. Clin. Ligand Assay, 19, 229 (1987)
• McGuire, D., et al.: J. Cardiovasc. Pharmacol., 30, 400 (1987)
• Staats, P.S., et al.: J. Am. Med. Assoc., 291, 63 (1987)