2-{[2-({2-[bis(carboxymethyl)amino]ethyl}(carboxymethyl)amino)-1-(hydrazinecarbonyl)ethyl](carboxymethyl)amino}acetic acid

• ChemBase ID: 176306
• Molecular Formular: C15H25N5O11
• Molecular Mass: 451.3859
• Monoisotopic Mass: 451.15505665
• SMILES: N(C(CN(CCN(CC(=O)O)CC(=O)O)CC(=O)O)C(=O)NN)(CC(=O)O)CC(=O)O
• Canonical SMILES: NNC(=O)C(N(CC(=O)O)CC(=O)O)CN(CC(=O)O)CCN(CC(=O)O)CC(=O)O
• InChI: InChI=1S/C15H25N5O11/c16-17-15(31)9(20(7-13(27)28)8-14(29)30)3-18(4-10(21)22)1-2-19(5-11(23)24)6-12(25)26/h9H,1-8,16H2,(H,17,31)(H,21,22)(H,23,24)(H,25,26)(H,27,28)(H,29,30)
• InChIKey: HSPKXSAOKRDPGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-({2-[bis(carboxymethyl)amino]ethyl}(carboxymethyl)amino)-1-(hydrazinecarbonyl)ethyl](carboxymethyl)amino}acetic acid
• IUPAC Traditional name: {[2-({2-[bis(carboxymethyl)amino]ethyl}(carboxymethyl)amino)-1-(hydrazinecarbonyl)ethyl](carboxymethyl)amino}acetic acid
• Synonyms: 3-[[2-[Bis(carboxymethyl)amino]ethyl](carboxymethyl)amino]-N,N-bis(carboxymethyl)-alanine 2-Hydrazide; N4,Nα,Nα,Nε,Nε-[Pentakis(carboxymethyl)]-N4-(carboxymethyl)-2,6-diamino-4-azahexanoic Hydrazide

Database IDs

• CAS Number: 412334-17-9
• PubChem SID: 164232216
• PubChem CID: 12042849

CALCULATED PROPERTIES

• Acid pKa: 0.8887962
• H Acceptors: 15
• H Donor: 7
• LogD (pH = 5.5): -13.3533745
• LogD (pH = 7.4): -19.545961
• Log P: -7.390818
• Molar Refractivity: 98.5855 cm^3
• Polarizability: 38.746895 Å^3
• Polar Surface Area: 251.34 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P271000

A new derivative of diethylenetriaminepentaacetic acid (DTPA) which has been in extensive use as bifunctional chelating agent in the development of radiopharmaceuticals and contrast agents.

REFERENCES

• Kohler, G., et al.: Nature, 256, 495 (1975)
• Khaw, B., et al.: J. Nucl. Med., 34, 2264 (1975)
• Lewis, J., et al.: Nucl. Med. Biol., 26, 267 (1975)
• Hughes, O., et al.: J. Clin. Oncol., 18, 363 (1975)