4-{2-[2-(2-{2-[2-(6-amino-2-{2-[(2-aminophenyl)formamido]-3-(1H-imidazol-5-yl)propanamido}hexanamido)propanamido]-5-carbamimidamidopentanamido}-3-methylbutanamido)-4-methylpentanamido]-3-(4-nitrophenyl)propanamido}-4-{[1-({1-[(1-carbamoyl-2-hydroxyethyl)carbamoyl]pentyl}carbamoyl)ethyl]carbamoyl}butanoic acid

• ChemBase ID: 153324
• Molecular Formular: C65H100N20O17
• Molecular Mass: 1433.6133
• Monoisotopic Mass: 1432.75753184
• SMILES: CCCCC(C(=O)NC(CO)C(=O)N)NC(=O)C(C)NC(=O)C(CCC(=O)O)NC(=O)C(Cc1ccc(cc1)[N+](=O)[O-])NC(=O)C(CC(C)C)NC(=O)C(C(C)C)NC(=O)C(CCCNC(=N)N)NC(=O)C(C)NC(=O)C(CCCCN)NC(=O)C(Cc1cnc[nH]1)NC(=O)c1ccccc1N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)CO)CCCC)C)CCC(=O)O)Cc1ccc(cc1)[N+](=O)[O-])CC(C)C)C(C)C)CCCNC(=N)N)C)NC(=O)C(NC(=O)c1ccccc1N)Cc1[nH]cnc1
• InChI: InChI=1S/C65H100N20O17/c1-8-9-17-43(59(95)83-50(32-86)53(68)89)76-54(90)37(7)75-58(94)46(24-25-51(87)88)79-62(98)48(29-38-20-22-40(23-21-38)85(101)102)81-61(97)47(28-34(2)3)82-64(100)52(35(4)5)84-60(96)45(19-14-27-72-65(69)70)77-55(91)36(6)74-57(93)44(18-12-13-26-66)78-63(99)49(30-39-31-71-33-73-39)80-56(92)41-15-10-11-16-42(41)67/h10-11,15-16,20-23,31,33-37,43-50,52,86H,8-9,12-14,17-19,24-30,32,66-67H2,1-7H3,(H2,68,89)(H,71,73)(H,74,93)(H,75,94)(H,76,90)(H,77,91)(H,78,99)(H,79,98)(H,80,92)(H,81,97)(H,82,100)(H,83,95)(H,84,96)(H,87,88)(H4,69,70,72)
• InChIKey: GERMFERQWIEDEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[2-(2-{2-[2-(6-amino-2-{2-[(2-aminophenyl)formamido]-3-(1H-imidazol-5-yl)propanamido}hexanamido)propanamido]-5-carbamimidamidopentanamido}-3-methylbutanamido)-4-methylpentanamido]-3-(4-nitrophenyl)propanamido}-4-{[1-({1-[(1-carbamoyl-2-hydroxyethyl)carbamoyl]pentyl}carbamoyl)ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: 4-{2-[2-(2-{2-[2-(6-amino-2-{2-[(2-aminophenyl)formamido]-3-(3H-imidazol-4-yl)propanamido}hexanamido)propanamido]-5-carbamimidamidopentanamido}-3-methylbutanamido)-4-methylpentanamido]-3-(4-nitrophenyl)propanamido}-4-{[1-({1-[(1-carbamoyl-2-hydroxyethyl)carbamoyl]pentyl}carbamoyl)ethyl]carbamoyl}butanoic acid
• Synonyms: Anthranilyl-His-Lys-Ala-Arg-Val-Leu-p-nitro-Phe-Glu-Ala-Nle-Ser amide

Database IDs

• CAS Number: 138668-80-1
• MDL Number: MFCD00133099
• PubChem SID: 162247463
• PubChem CID: 25089352

CALCULATED PROPERTIES

• Acid pKa: -1.0091244
• H Acceptors: 23
• H Donor: 20
• LogD (pH = 5.5): -8.5198145
• LogD (pH = 7.4): -7.630641
• Log P: -5.1788325
• Molar Refractivity: 379.0809 cm^3
• Polarizability: 141.8082 Å^3
• Polar Surface Area: 609.16 Å^2
• Rotatable Bonds: 46
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Compostion: Peptide content, ~70%
• Empirical Formula (Hill Notation): C65H100N20O17

DETAILS

Sigma Aldrich - A0811

Substrates
HIV protease substrate.