(2S)-1-[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-{2-[(2S)-2-[(2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S,3S)-2-[(2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2,6-diaminohexanamido]butanamido]-3-phenylpropanamido]-3-methylpentanamido]propanamido]-4-(methylsulfanyl)butanamido]-3-(1H-indol-3-yl)propanamido]butanamido]-4-carboxybutanamido]-3-methylbutanamido]acetamido}hexanamido]propanamido]-4-(methylsulfanyl)butanamido]-3-(4-hydroxyphenyl)propanamido]propanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 155458
• Molecular Formular: C99H148N24O25S2
• Molecular Mass: 2138.51022
• Monoisotopic Mass: 2137.04888836
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCCCN)N
• 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)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)O)C)Cc1ccc(cc1)O)CCSC)C)NC(=O)CNC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)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](CCCCN)N)CCC(=O)N)Cc1ccccc1)CC(=O)N)CCSC)CCC(=O)N)CCC(=O)O
• InChI: InChI=1S/C99H148N24O25S2/c1-9-54(4)82(121-94(142)71(47-57-21-11-10-12-22-57)117-87(135)65(33-36-76(103)125)112-84(132)62(102)24-15-17-41-100)96(144)119-73(50-78(105)127)93(141)115-69(40-46-150-8)89(137)118-72(49-59-51-106-63-25-14-13-23-61(59)63)92(140)114-66(34-37-77(104)126)86(134)113-67(35-38-80(129)130)90(138)120-81(53(2)3)95(143)107-52-79(128)110-64(26-16-18-42-101)85(133)108-55(5)83(131)111-68(39-45-149-7)88(136)116-70(48-58-29-31-60(124)32-30-58)91(139)109-56(6)97(145)122-43-19-27-74(122)98(146)123-44-20-28-75(123)99(147)148/h10-14,21-23,25,29-32,51,53-56,62,64-75,81-82,106,124H,9,15-20,24,26-28,33-50,52,100-102H2,1-8H3,(H2,103,125)(H2,104,126)(H2,105,127)(H,107,143)(H,108,133)(H,109,139)(H,110,128)(H,111,131)(H,112,132)(H,113,134)(H,114,140)(H,115,141)(H,116,136)(H,117,135)(H,118,137)(H,119,144)(H,120,138)(H,121,142)(H,129,130)(H,147,148)/t54-,55-,56-,62-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,81-,82-/m0/s1
• InChIKey: FWLUYNSJWIJPKZ-WEARTWMDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-{2-[(2S)-2-[(2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S,3S)-2-[(2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2,6-diaminohexanamido]butanamido]-3-phenylpropanamido]-3-methylpentanamido]propanamido]-4-(methylsulfanyl)butanamido]-3-(1H-indol-3-yl)propanamido]butanamido]-4-carboxybutanamido]-3-methylbutanamido]acetamido}hexanamido]propanamido]-4-(methylsulfanyl)butanamido]-3-(4-hydroxyphenyl)propanamido]propanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-{2-[(2S)-2-[(2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S,3S)-2-[(2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2,6-diaminohexanamido]butanamido]-3-phenylpropanamido]-3-methylpentanamido]propanamido]-4-(methylsulfanyl)butanamido]-3-(1H-indol-3-yl)propanamido]butanamido]-4-carboxybutanamido]-3-methylbutanamido]acetamido}hexanamido]propanamido]-4-(methylsulfanyl)butanamido]-3-(4-hydroxyphenyl)propanamido]propanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
• Synonyms: gp120 Fragment 421-438

Database IDs

• CAS Number: 129318-38-3
• MDL Number: MFCD00237103
• PubChem SID: 162249596
• PubChem CID: 71312139

CALCULATED PROPERTIES

• Acid pKa: 3.2871294
• H Acceptors: 28
• H Donor: 25
• LogD (pH = 5.5): -12.844694
• LogD (pH = 7.4): -11.15448
• Log P: -10.563614
• Molar Refractivity: 547.629 cm^3
• Polarizability: 215.71141 Å^3
• Polar Surface Area: 795.07 Å^2
• Rotatable Bonds: 67
• 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)
• Empirical Formula (Hill Notation): C99H148N24O25S2

DETAILS

Sigma Aldrich - H6153

Amino Acid Sequence
Lys-Gln-Phe-Ile-Asn-Met-Trp-Gln-Glu-Val-Gly-Lys-Ala-Met-Tyr-Ala-Pro-Pro
Other Notes
Peptide derived from the CD4 attachment region of HIV gp120.