(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2R)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-sulfanylpropanamido]hexanamido]-3-phenylpropanamido]-3-(1H-indol-3-yl)propanamido]-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 155292
• Molecular Formular: C46H55N11O7S
• Molecular Mass: 906.0634
• Monoisotopic Mass: 905.40066416
• SMILES: c1ccc(cc1)C[C@@H](C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CS)NC(=O)[C@H](Cc1c[nH]cn1)N
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)Cc1c[nH]c2c1cccc2)Cc1ccccc1)NC(=O)[C@@H](NC(=O)[C@H](Cc1nc[nH]c1)N)CS
• InChI: InChI=1S/C46H55N11O7S/c47-17-9-8-16-36(53-45(62)40(25-65)57-41(58)33(48)21-30-24-49-26-52-30)42(59)54-37(18-27-10-2-1-3-11-27)43(60)55-38(19-28-22-50-34-14-6-4-12-31(28)34)44(61)56-39(46(63)64)20-29-23-51-35-15-7-5-13-32(29)35/h1-7,10-15,22-24,26,33,36-40,50-51,65H,8-9,16-21,25,47-48H2,(H,49,52)(H,53,62)(H,54,59)(H,55,60)(H,56,61)(H,57,58)(H,63,64)/t33-,36-,37-,38-,39-,40-/m0/s1
• InChIKey: ITHDAFCBITUNSR-CCMAZBEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2R)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-sulfanylpropanamido]hexanamido]-3-phenylpropanamido]-3-(1H-indol-3-yl)propanamido]-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2R)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-sulfanylpropanamido]hexanamido]-3-phenylpropanamido]-3-(1H-indol-3-yl)propanamido]-3-(1H-indol-3-yl)propanoic acid
• Synonyms: His-Cys-Lys-Phe-Trp-Trp

Database IDs

• CAS Number: 172546-75-7
• MDL Number: MFCD00798733
• PubChem SID: 162249430
• PubChem CID: 9988313

CALCULATED PROPERTIES

• Acid pKa: 3.5864885
• H Acceptors: 10
• H Donor: 12
• LogD (pH = 5.5): -3.2985518
• LogD (pH = 7.4): -1.2670588
• Log P: -0.9535243
• Molar Refractivity: 245.0488 cm^3
• Polarizability: 97.66757 Å^3
• Polar Surface Area: 295.1 Å^2
• Rotatable Bonds: 24
• 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: ≥95% (HPLC)
• Compostion: Peptide content, ≥60%
• Empirical Formula (Hill Notation): C46H55N11O7S

DETAILS

Sigma Aldrich - H6387

Amino Acid Sequence
His-Cys-Lys-Phe-Trp-Trp
Biochem/physiol Actions
Inhibits HIV integrase (IN)-mediated 3′-processing and integration of HIV DNA. Also active on integrases from HIV-2, feline immunodeficiency virus, and Moloney murine leukemia virus.