2-(2-{[1-(2-{2-[2-(2-amino-3-hydroxypropanamido)-4-carbamoylbutanamido]-3-carbamoylpropanamido}-3-(4-hydroxyphenyl)propanoyl)pyrrolidin-2-yl]formamido}-3-methylpentanamido)-3-methylbutanoic acid

• ChemBase ID: 131922
• Molecular Formular: C37H57N9O12
• Molecular Mass: 819.90158
• Monoisotopic Mass: 819.41266831
• SMILES: CCC(C)C(C(=O)NC(C(C)C)C(=O)O)NC(=O)C1CCCN1C(=O)C(Cc1ccc(cc1)O)NC(=O)C(CC(=O)N)NC(=O)C(CCC(=O)N)NC(=O)C(CO)N
• Canonical SMILES: CCC(C(C(=O)NC(C(=O)O)C(C)C)NC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(CO)N)CCC(=O)N)CC(=O)N)Cc1ccc(cc1)O)C
• InChI: InChI=1S/C37H57N9O12/c1-5-19(4)30(35(55)44-29(18(2)3)37(57)58)45-34(54)26-7-6-14-46(26)36(56)25(15-20-8-10-21(48)11-9-20)43-33(53)24(16-28(40)50)42-32(52)23(12-13-27(39)49)41-31(51)22(38)17-47/h8-11,18-19,22-26,29-30,47-48H,5-7,12-17,38H2,1-4H3,(H2,39,49)(H2,40,50)(H,41,51)(H,42,52)(H,43,53)(H,44,55)(H,45,54)(H,57,58)
• InChIKey: XMQYBJNICRKTBW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{[1-(2-{2-[2-(2-amino-3-hydroxypropanamido)-4-carbamoylbutanamido]-3-carbamoylpropanamido}-3-(4-hydroxyphenyl)propanoyl)pyrrolidin-2-yl]formamido}-3-methylpentanamido)-3-methylbutanoic acid
• IUPAC Traditional name: 2-(2-{[1-(2-{2-[2-(2-amino-3-hydroxypropanamido)-4-carbamoylbutanamido]-3-carbamoylpropanamido}-3-(4-hydroxyphenyl)propanoyl)pyrrolidin-2-yl]formamido}-3-methylpentanamido)-3-methylbutanoic acid
• Synonyms: HIV gag fragment 129-135; Ser-Gln-Asn-Tyr-Pro-Ile-Val

Database IDs

• CAS Number: 118071-31-1
• MDL Number: MFCD00133813
• PubChem SID: 162226199
• PubChem CID: 18752500

CALCULATED PROPERTIES

• Acid pKa: 3.62926
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -5.870244
• LogD (pH = 7.4): -6.0822725
• Log P: -5.8748384
• Molar Refractivity: 203.1768 cm^3
• Polarizability: 79.94798 Å^3
• Polar Surface Area: 355.77 Å^2
• Rotatable Bonds: 23
• 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

DETAILS

Sigma Aldrich - S5151

Substrates
HIV-1 protease substrate, the minimum sequence to show such activity.