(4S)-4-[(2S,3R)-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-aminopropanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-3-carboxypropanamido]-3-(1H-imidazol-4-yl)propanamido]-3-carboxypropanamido]-3-(1H-imidazol-4-yl)propanamido]-3-hydroxybutanamido]acetamido}-3-phenylpropanamido]-4-methylpentanamido]-3-hydroxybutanamido]-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-carboxybutyl]carbamoyl}butyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}butyl]carbamoyl}-2-hydroxypropyl]carbamoyl}ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

• ChemBase ID: 153606
• Molecular Formular: C112H163N35O34
• Molecular Mass: 2543.70672
• Monoisotopic Mass: 2542.21016747
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)NC(=O)[C@H](C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CC(=O)O)NC(=O)[C@H](C)N)O
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCCNC(=N)N)CCCNC(=N)N)Cc1c[nH]c2c1cccc2)CCCNC(=N)N)[C@H](O)C)C)C(C)C)Cc1ccc(cc1)O)CCC(=O)O)[C@H](O)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](N)C)CC(=O)O)CC(=O)O)Cc1nc[nH]c1)CC(=O)O)Cc1nc[nH]c1)C
• InChI: InChI=1S/C112H163N35O34/c1-52(2)37-71(135-95(166)72(38-59-19-11-10-12-20-59)130-81(152)49-126-104(175)87(56(7)148)145-102(173)76(42-63-48-121-51-128-63)139-98(169)77(43-83(155)156)140-97(168)75(41-62-47-120-50-127-62)138-99(170)78(44-84(157)158)141-103(174)80-26-18-36-147(80)108(179)79(45-85(159)160)142-90(161)54(5)113)100(171)146-89(58(9)150)107(178)133-69(31-32-82(153)154)94(165)136-73(39-60-27-29-64(151)30-28-60)101(172)143-86(53(3)4)105(176)129-55(6)91(162)144-88(57(8)149)106(177)132-68(24-16-34-123-111(116)117)93(164)137-74(40-61-46-125-66-22-14-13-21-65(61)66)96(167)131-67(23-15-33-122-110(114)115)92(163)134-70(109(180)181)25-17-35-124-112(118)119/h10-14,19-22,27-30,46-48,50-58,67-80,86-89,125,148-151H,15-18,23-26,31-45,49,113H2,1-9H3,(H,120,127)(H,121,128)(H,126,175)(H,129,176)(H,130,152)(H,131,167)(H,132,177)(H,133,178)(H,134,163)(H,135,166)(H,136,165)(H,137,164)(H,138,170)(H,139,169)(H,140,168)(H,141,174)(H,142,161)(H,143,172)(H,144,162)(H,145,173)(H,146,171)(H,153,154)(H,155,156)(H,157,158)(H,159,160)(H,180,181)(H4,114,115,122)(H4,116,117,123)(H4,118,119,124)/t54-,55-,56+,57+,58+,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,86-,87-,88-,89-/m0/s1
• InChIKey: ICFYQQUOLINOIP-GZJZNEJGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S,3R)-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-aminopropanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-3-carboxypropanamido]-3-(1H-imidazol-4-yl)propanamido]-3-carboxypropanamido]-3-(1H-imidazol-4-yl)propanamido]-3-hydroxybutanamido]acetamido}-3-phenylpropanamido]-4-methylpentanamido]-3-hydroxybutanamido]-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-carboxybutyl]carbamoyl}butyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}butyl]carbamoyl}-2-hydroxypropyl]carbamoyl}ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S,3R)-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-aminopropanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-3-carboxypropanamido]-3-(1H-imidazol-4-yl)propanamido]-3-carboxypropanamido]-3-(1H-imidazol-4-yl)propanamido]-3-hydroxybutanamido]acetamido}-3-phenylpropanamido]-4-methylpentanamido]-3-hydroxybutanamido]-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-carboxybutyl]carbamoyl}butyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}butyl]carbamoyl}-2-hydroxypropyl]carbamoyl}ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid
• Synonyms: MAP kinase substrate 4 (ERK 1/2 172-192) trifluoroacetate salt

Database IDs

• PubChem SID: 162247745
• PubChem CID: 71311697

CALCULATED PROPERTIES

• Acid pKa: 2.7764046
• H Acceptors: 46
• H Donor: 41
• LogD (pH = 5.5): -20.373543
• LogD (pH = 7.4): -23.736246
• Log P: -17.956654
• Molar Refractivity: 660.2876 cm^3
• Polarizability: 245.973 Å^3
• Polar Surface Area: 1125.5 Å^2
• Rotatable Bonds: 77
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Apperance: lyophilized powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Compostion: Peptide content, ~70%
• Empirical Formula (Hill Notation): C112H163N35O34

DETAILS

Sigma Aldrich - M4189

Amino Acid Sequence
Ala-Asp-Pro-Asp-His-Asp-His-Thr-Gly-Phe-Leu-Thr-Glu-Tyr-Val-Ala-Thr-Arg-Trp-Arg-Arg