(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]propanamido]-3-carbamoylpropanamido]propanamido]-4-methylpentanamido]-4-methylpentanamido]propanamido]-3-carbamoylpropanamido]acetamido}-3-methylbutanamido]-4-carboxybutanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]butanedioic acid

• ChemBase ID: 153361
• Molecular Formular: C69H122N26O22
• Molecular Mass: 1667.86798
• Monoisotopic Mass: 1666.92269967
• SMILES: C[C@@H](C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)N)C(=O)NCC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(=O)O)C(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)N
• Canonical SMILES: NC(=N)NCCC[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)NCC(=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)CC(=O)O)CCCNC(=N)N)CC(C)C)CCC(=O)O)C(C)C)CC(=O)N)C)CC(C)C)CC(C)C)C)CC(=O)N)C)NC(=O)[C@H](CCCNC(=N)N)N
• InChI: InChI=1S/C69H122N26O22/c1-30(2)23-41(93-64(114)42(24-31(3)4)89-53(103)35(10)85-62(112)45(27-48(72)97)91-55(105)34(9)83-58(108)38(16-13-21-80-68(75)76)86-56(106)37(70)15-12-20-79-67(73)74)61(111)84-36(11)54(104)90-44(26-47(71)96)57(107)82-29-49(98)95-52(33(7)8)65(115)88-40(18-19-50(99)100)60(110)92-43(25-32(5)6)63(113)87-39(17-14-22-81-69(77)78)59(109)94-46(66(116)117)28-51(101)102/h30-46,52H,12-29,70H2,1-11H3,(H2,71,96)(H2,72,97)(H,82,107)(H,83,108)(H,84,111)(H,85,112)(H,86,106)(H,87,113)(H,88,115)(H,89,103)(H,90,104)(H,91,105)(H,92,110)(H,93,114)(H,94,109)(H,95,98)(H,99,100)(H,101,102)(H,116,117)(H4,73,74,79)(H4,75,76,80)(H4,77,78,81)/t34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,52-/m0/s1
• InChIKey: HYFATHUJEOQTRM-PJKQPBPGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]propanamido]-3-carbamoylpropanamido]propanamido]-4-methylpentanamido]-4-methylpentanamido]propanamido]-3-carbamoylpropanamido]acetamido}-3-methylbutanamido]-4-carboxybutanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]butanedioic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]propanamido]-3-carbamoylpropanamido]propanamido]-4-methylpentanamido]-4-methylpentanamido]propanamido]-3-carbamoylpropanamido]acetamido}-3-methylbutanamido]-4-carboxybutanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]butanedioic acid
• Synonyms: Arg-Arg-Ala-Asn-Ala-Leu-Leu-Ala-Asn-Gly-Val-Glu-Leu-Arg-Asp; Tumor Necrosis Factor-α Human Fragment 31-45

Database IDs

• CAS Number: 144796-71-4
• MDL Number: MFCD00214686
• PubChem SID: 162247500
• PubChem CID: 71311650

CALCULATED PROPERTIES

• Acid pKa: 3.0575626
• H Acceptors: 32
• H Donor: 29
• LogD (pH = 5.5): -17.827307
• LogD (pH = 7.4): -16.07039
• Log P: -15.583322
• Molar Refractivity: 441.0018 cm^3
• Polarizability: 160.09114 Å^3
• Polar Surface Area: 817.2 Å^2
• Rotatable Bonds: 57
• 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: ≥97% (HPLC)
• Compostion: Peptide content, ~70%
• Empirical Formula (Hill Notation): C69H122N26O22