pentafluorophenyl 4-[(5-{[(3E)-3-(hydroxyimino)-2-methylbutan-2-yl]amino}-3-(2-{[(3E)-3-(hydroxyimino)-2-methylbutan-2-yl]amino}ethyl)pentyl)carbamoyl]butanoate

• ChemBase ID: 170661
• Molecular Formular: C28H42F5N5O5
• Molecular Mass: 623.655596
• Monoisotopic Mass: 623.31061057
• SMILES: c1(c(c(c(c(c1F)OC(=O)CCCC(=O)NCCC(CCNC(/C(=N/O)/C)(C)C)CCNC(/C(=N/O)/C)(C)C)F)F)F)F
• Canonical SMILES: O/N=C(/C(NCCC(CCNC(/C(=N/O)/C)(C)C)CCNC(=O)CCCC(=O)Oc1c(F)c(F)c(c(c1F)F)F)(C)C)\C
• InChI: InChI=1S/C28H42F5N5O5/c1-16(37-41)27(3,4)35-14-11-18(12-15-36-28(5,6)17(2)38-42)10-13-34-19(39)8-7-9-20(40)43-26-24(32)22(30)21(29)23(31)25(26)33/h18,35-36,41-42H,7-15H2,1-6H3,(H,34,39)/b37-16+,38-17+
• InChIKey: XJGCSBPVQIVKSH-UOPKKFQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentafluorophenyl 4-[(5-{[(3E)-3-(hydroxyimino)-2-methylbutan-2-yl]amino}-3-(2-{[(3E)-3-(hydroxyimino)-2-methylbutan-2-yl]amino}ethyl)pentyl)carbamoyl]butanoate
• IUPAC Traditional name: pentafluorophenyl 4-[(5-{[(3E)-3-(hydroxyimino)-2-methylbutan-2-yl]amino}-3-(2-{[(3E)-3-(hydroxyimino)-2-methylbutan-2-yl]amino}ethyl)pentyl)carbamoyl]butanoate
• Synonyms: 5-[[5-[[2-(Hydroxyimino)-1,1-dimethylpropyl]amino]-3-[2-[[2-(hydroxyimino)-1,1-dimethylpropyl]amino]ethyl]pentyl]amino]-5-oxo-pentanoic Acid 2,3,4,5,6-Pentafluorophenyl Ester

Database IDs

• PubChem SID: 164226571
• PubChem CID: 71749076

CALCULATED PROPERTIES

• Acid pKa: 8.269679
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.2574012
• LogD (pH = 7.4): 0.488861
• Log P: 2.600309
• Molar Refractivity: 150.1606 cm^3
• Polarizability: 57.389736 Å^3
• Polar Surface Area: 144.64 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H943300

An intermediate in the synthesis of NC-100717: a versatile RGD peptide scaffold for angiogenesis imaging.

REFERENCES

• Brooks, P.C., et al.: Eur. J. Cancer., 32, 2423 (1966)
• Carmeliet, P., et al.: 407, 249 (1966)
• Bach-Gansmo, T., et al.: J. Nucl. Med., 47, 1434 (1966)