(4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-5-carbamimidamido-2-[(2S)-2-[(2S)-2,6-diaminohexanamido]propanamido]pentanamido]-3-methylbutanamido]hexanamido]-3-(4-nitrophenyl)propanamido]-4-{[(1S)-1-{[(1S)-1-carbamoylpentyl]carbamoyl}ethyl]carbamoyl}butanoic acid

• ChemBase ID: 132460
• Molecular Formular: C49H83N15O13
• Molecular Mass: 1090.27602
• Monoisotopic Mass: 1089.62947779
• SMILES: CCCC[C@@H](C(=O)N)NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](Cc1ccc(cc1)[N+](=O)[O-])NC(=O)[C@H](CCCC)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)NC(=O)[C@H](CCCCN)N
• Canonical SMILES: CCCC[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)CCCC)C)CCC(=O)O)Cc1ccc(cc1)[N+](=O)[O-])NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCCN)N)C)CCCNC(=N)N
• InChI: InChI=1S/C49H83N15O13/c1-7-9-15-33(40(52)67)58-41(68)29(6)57-44(71)36(22-23-38(65)66)60-47(74)37(26-30-18-20-31(21-19-30)64(76)77)62-45(72)34(16-10-8-2)61-48(75)39(27(3)4)63-46(73)35(17-13-25-55-49(53)54)59-42(69)28(5)56-43(70)32(51)14-11-12-24-50/h18-21,27-29,32-37,39H,7-17,22-26,50-51H2,1-6H3,(H2,52,67)(H,56,70)(H,57,71)(H,58,68)(H,59,69)(H,60,74)(H,61,75)(H,62,72)(H,63,73)(H,65,66)(H4,53,54,55)/t28-,29-,32-,33-,34-,35-,36-,37-,39-/m0/s1
• InChIKey: MJGGTDHEIUOPEB-WBMHOGBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-5-carbamimidamido-2-[(2S)-2-[(2S)-2,6-diaminohexanamido]propanamido]pentanamido]-3-methylbutanamido]hexanamido]-3-(4-nitrophenyl)propanamido]-4-{[(1S)-1-{[(1S)-1-carbamoylpentyl]carbamoyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-5-carbamimidamido-2-[(2S)-2-[(2S)-2,6-diaminohexanamido]propanamido]pentanamido]-3-methylbutanamido]hexanamido]-3-(4-nitrophenyl)propanamido]-4-{[(1S)-1-{[(1S)-1-carbamoylpentyl]carbamoyl}ethyl]carbamoyl}butanoic acid
• Synonyms: Lys-Ala-Arg-Val-Nle-p-nitro-Phe-Glu-Ala-Nle amide

Database IDs

• CAS Number: 128340-47-6
• MDL Number: MFCD00133510
• PubChem SID: 162226737
• PubChem CID: 15954055

CALCULATED PROPERTIES

• Acid pKa: -1.0091246
• H Acceptors: 18
• H Donor: 15
• LogD (pH = 5.5): -8.931195
• LogD (pH = 7.4): -6.82351
• Log P: -3.6132414
• Molar Refractivity: 290.6184 cm^3
• Polarizability: 109.12757 Å^3
• Polar Surface Area: 472.95 Å^2
• Rotatable Bonds: 38
• 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: ≥97% (HPLC)

DETAILS

Sigma Aldrich - L6525

Amino Acid Sequence
Lys-Ala-Arg-Val-Nle-pNO2-Phe-Glu-Ala-Nle-NH2
Substrates
Substrate for HIV protease.