(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-{2-[(2S)-2-[(2S,3S)-2-(2-aminoacetamido)-3-methylpentanamido]propanamido]acetamido}-3-(1H-imidazol-4-yl)propanamido]-3-hydroxybutanamido]-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido]-4-carbamoylbutanamido]propanamido]-3-hydroxypropanamido]-4-carboxybutanamido]hexanamido]-3-phenylpropanamido]hexanamido]hexanamido]-3-(1H-indol-3-yl)propanamido]acetamido}propanamido]pentanedioic acid

• ChemBase ID: 132210
• Molecular Formular: C102H152N26O29
• Molecular Mass: 2206.45508
• Monoisotopic Mass: 2205.12185297
• SMILES: CCCC[C@@H](C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CNC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)CN
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCC(=O)O)C)Cc1c[nH]c2c1cccc2)CCCC)CCCCN)Cc1ccccc1)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]([C@H](O)C)NC(=O)[C@H](Cc1nc[nH]c1)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)CN)C)Cc1ccc(cc1)O)CC(C)C)CCC(=O)N)C)CO)CCC(=O)O
• InChI: InChI=1S/C102H152N26O29/c1-10-12-25-66(92(146)124-75(44-61-47-108-65-26-17-16-24-64(61)65)89(143)110-49-80(134)112-56(7)87(141)121-71(102(156)157)35-38-83(138)139)116-91(145)67(27-18-20-39-103)118-96(150)73(42-59-22-14-13-15-23-59)123-93(147)68(28-19-21-40-104)117-94(148)70(34-37-82(136)137)120-99(153)77(51-129)126-88(142)57(8)113-90(144)69(33-36-78(106)132)119-95(149)72(41-53(3)4)122-97(151)74(43-60-29-31-63(131)32-30-60)125-101(155)85(58(9)130)128-98(152)76(45-62-48-107-52-111-62)115-81(135)50-109-86(140)55(6)114-100(154)84(54(5)11-2)127-79(133)46-105/h13-17,22-24,26,29-32,47-48,52-58,66-77,84-85,108,129-131H,10-12,18-21,25,27-28,33-46,49-51,103-105H2,1-9H3,(H2,106,132)(H,107,111)(H,109,140)(H,110,143)(H,112,134)(H,113,144)(H,114,154)(H,115,135)(H,116,145)(H,117,148)(H,118,150)(H,119,149)(H,120,153)(H,121,141)(H,122,151)(H,123,147)(H,124,146)(H,125,155)(H,126,142)(H,127,133)(H,128,152)(H,136,137)(H,138,139)(H,156,157)/t54-,55-,56-,57-,58+,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,84-,85-/m0/s1
• InChIKey: RHCBDLHUKITYRJ-HMVDRYGNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-{2-[(2S)-2-[(2S,3S)-2-(2-aminoacetamido)-3-methylpentanamido]propanamido]acetamido}-3-(1H-imidazol-4-yl)propanamido]-3-hydroxybutanamido]-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido]-4-carbamoylbutanamido]propanamido]-3-hydroxypropanamido]-4-carboxybutanamido]hexanamido]-3-phenylpropanamido]hexanamido]hexanamido]-3-(1H-indol-3-yl)propanamido]acetamido}propanamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-{2-[(2S)-2-[(2S,3S)-2-(2-aminoacetamido)-3-methylpentanamido]propanamido]acetamido}-3-(1H-imidazol-4-yl)propanamido]-3-hydroxybutanamido]-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido]-4-carbamoylbutanamido]propanamido]-3-hydroxypropanamido]-4-carboxybutanamido]hexanamido]-3-phenylpropanamido]hexanamido]hexanamido]-3-(1H-indol-3-yl)propanamido]acetamido}propanamido]pentanedioic acid
• Synonyms: Gly-Ile-Ala-Gly-His-Thr-Tyr-Leu-Gln-Ala-Ser-Glu-Lys-Phe-Lys-Nle-Trp-Gly-Ala-Glu; Herpes simplex virus-I proteinase substrate II

Database IDs

• CAS Number: 165174-61-8
• MDL Number: MFCD00237086
• PubChem SID: 162226487
• PubChem CID: 71308532

CALCULATED PROPERTIES

• Acid pKa: 2.9080632
• H Acceptors: 33
• H Donor: 31
• LogD (pH = 5.5): -15.528509
• LogD (pH = 7.4): -14.915225
• Log P: -14.906127
• Molar Refractivity: 556.9068 cm^3
• Polarizability: 219.37637 Å^3
• Polar Surface Area: 891.11 Å^2
• Rotatable Bonds: 73
• Lipinski's Rule of Five: false

PROPERTIES

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: ≥90% (HPLC)
• Compostion: Peptide content, ~60%

DETAILS

Sigma Aldrich - H2029

Other Notes
Contains the putative cleavage site essential for HSV-I proteinase maturational release.