(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-carbamoylpropanamido]-4-carbamoylbutanamido]-4-methylpentanamido]-3-methylbutanamido]-3-methylbutanoyl]pyrrolidin-2-yl]formamido}-3-hydroxypropanamido]-4-carboxybutanamido]acetamido}-4-methylpentanamido]-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido]-3-methylpentanamido]-3-(4-hydroxyphenyl)propanamido]-3-hydroxypropanamido]-4-carbamoylbutanamido]-3-methylbutanamido]-4-methylpentanamido]-3-phenylpropanamido]hexanoic acid

• ChemBase ID: 155443
• Molecular Formular: C110H172N24O30
• Molecular Mass: 2310.68548
• Monoisotopic Mass: 2309.26712022
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(=O)N)N
• Canonical SMILES: NCCCC[C@@H](C(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(=O)N)N)CCC(=O)N)CC(C)C)CO)CCC(=O)O)CC(C)C)Cc1ccc(cc1)O)CC(C)C)Cc1ccc(cc1)O)CO)CCC(=O)N)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C110H172N24O30/c1-17-62(16)91(108(161)127-79(50-65-30-34-67(138)35-31-65)100(153)128-80(53-135)103(156)120-71(37-40-84(114)140)95(148)130-88(59(10)11)106(159)126-74(45-56(4)5)97(150)125-77(48-63-24-19-18-20-25-63)98(151)121-72(110(163)164)26-21-22-42-111)133-102(155)76(47-58(8)9)123-99(152)78(49-64-28-32-66(137)33-29-64)124-96(149)73(44-55(2)3)117-86(142)52-116-93(146)69(38-41-87(143)144)119-104(157)81(54-136)129-105(158)82-27-23-43-134(82)109(162)90(61(14)15)132-107(160)89(60(12)13)131-101(154)75(46-57(6)7)122-94(147)70(36-39-83(113)139)118-92(145)68(112)51-85(115)141/h18-20,24-25,28-35,55-62,68-82,88-91,135-138H,17,21-23,26-27,36-54,111-112H2,1-16H3,(H2,113,139)(H2,114,140)(H2,115,141)(H,116,146)(H,117,142)(H,118,145)(H,119,157)(H,120,156)(H,121,151)(H,122,147)(H,123,152)(H,124,149)(H,125,150)(H,126,159)(H,127,161)(H,128,153)(H,129,158)(H,130,148)(H,131,154)(H,132,160)(H,133,155)(H,143,144)(H,163,164)/t62-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,88-,89-,90-,91-/m0/s1
• InChIKey: PWGYWWKGQCDMMY-SROYKZPFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-carbamoylpropanamido]-4-carbamoylbutanamido]-4-methylpentanamido]-3-methylbutanamido]-3-methylbutanoyl]pyrrolidin-2-yl]formamido}-3-hydroxypropanamido]-4-carboxybutanamido]acetamido}-4-methylpentanamido]-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido]-3-methylpentanamido]-3-(4-hydroxyphenyl)propanamido]-3-hydroxypropanamido]-4-carbamoylbutanamido]-3-methylbutanamido]-4-methylpentanamido]-3-phenylpropanamido]hexanoic acid
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-carbamoylpropanamido]-4-carbamoylbutanamido]-4-methylpentanamido]-3-methylbutanamido]-3-methylbutanoyl]pyrrolidin-2-yl]formamido}-3-hydroxypropanamido]-4-carboxybutanamido]acetamido}-4-methylpentanamido]-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido]-3-methylpentanamido]-3-(4-hydroxyphenyl)propanamido]-3-hydroxypropanamido]-4-carbamoylbutanamido]-3-methylbutanamido]-4-methylpentanamido]-3-phenylpropanamido]hexanoic acid
• Synonyms: Asn-Gln-Leu-Val-Val-Pro-Ser-Glu-Gly-Leu-Tyr-Leu-Ile-Tyr-Ser-Gln-Val-Leu-Phe-Lys; Tumor Necrosis Factor-α Human Fragment 46-65

Database IDs

• CAS Number: 144796-72-5
• MDL Number: MFCD00214687
• PubChem SID: 162249581
• PubChem CID: 71312137

CALCULATED PROPERTIES

• Acid pKa: 3.2280846
• H Acceptors: 32
• H Donor: 29
• LogD (pH = 5.5): -8.542059
• LogD (pH = 7.4): -8.998049
• Log P: -8.550758
• Molar Refractivity: 589.7125 cm^3
• Polarizability: 231.94492 Å^3
• Polar Surface Area: 880.94 Å^2
• Rotatable Bonds: 74
• 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

Pharmacology Properties

• Gene Information: human ... TNF(7124)

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C110H172N24O30