(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2R)-2-aminopropanamido]-3-hydroxypropanamido]-3-hydroxybutanamido]-3-hydroxybutanamido]-3-hydroxybutanamido]-N-[(1S)-1-{[(1S)-1-carbamoyl-2-hydroxypropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]butanediamide

• ChemBase ID: 103841
• Molecular Formular: C35H56N10O15
• Molecular Mass: 856.87714
• Monoisotopic Mass: 856.39266114
• SMILES: C[C@@H](N)C(=O)N[C@@H](CO)C(=O)N[C@@H](C(C)O)C(=O)N[C@@H](C(C)O)C(=O)N[C@@H](C(C)O)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](C(C)O)C(=O)N
• Canonical SMILES: OC[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[C@H](C(=O)N[C@H](C(=O)N)C(O)C)Cc1ccc(cc1)O)CC(=O)N)C(O)C)C(O)C)C(O)C)NC(=O)[C@H](N)C
• InChI: InChI=1S/C35H56N10O15/c1-13(36)29(54)41-22(12-46)32(57)43-26(16(4)49)34(59)45-27(17(5)50)35(60)44-25(15(3)48)33(58)40-21(11-23(37)52)30(55)39-20(10-18-6-8-19(51)9-7-18)31(56)42-24(14(2)47)28(38)53/h6-9,13-17,20-22,24-27,46-51H,10-12,36H2,1-5H3,(H2,37,52)(H2,38,53)(H,39,55)(H,40,58)(H,41,54)(H,42,56)(H,43,57)(H,44,60)(H,45,59)/t13-,14?,15?,16?,17?,20+,21+,22+,24+,25+,26+,27+/m1/s1
• InChIKey: AKWRNBWMGFUAMF-LHSRRKKVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2R)-2-aminopropanamido]-3-hydroxypropanamido]-3-hydroxybutanamido]-3-hydroxybutanamido]-3-hydroxybutanamido]-N-[(1S)-1-{[(1S)-1-carbamoyl-2-hydroxypropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]butanediamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2R)-2-aminopropanamido]-3-hydroxypropanamido]-3-hydroxybutanamido]-3-hydroxybutanamido]-3-hydroxybutanamido]-N-[(1S)-1-{[(1S)-1-carbamoyl-2-hydroxypropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]butanediamide
• Synonyms: [D-Ala^1] Peptide T amide; D-ALA-SER-THR-THR-THR-ASN-TYR-THR AMIDE

Database IDs

• CAS Number: 106362-34-9
• PubChem SID: 162090725
• PubChem CID: 71299687

CALCULATED PROPERTIES

• Acid pKa: 9.508134
• H Acceptors: 16
• H Donor: 16
• LogD (pH = 5.5): -11.259947
• LogD (pH = 7.4): -9.574012
• Log P: -8.974842
• Molar Refractivity: 203.2525 cm^3
• Polarizability: 80.392105 Å^3
• Polar Surface Area: 437.28 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02153045

An HIV inhibitor.

REFERENCES

• Pert, C.B., et al., Proc. Natl. Acad. Sci. (USA), 83: 9254, (1986).