potassium 2-[(1E)-3-[(2E)-1-(5-{[2-(3-{[3-(difluoromethyl)-4-(phosphonooxy)phenyl]carbamoyl}propanamido)ethyl]carbamoyl}pentyl)-3,3-dimethyl-5-sulfonato-2,3-dihydro-1H-indol-2-ylidene]prop-1-en-1-yl]-1-ethyl-3,3-dimethyl-3H-indol-1-ium-5-sulfonate

• ChemBase ID: 168082
• Molecular Formular: C44H53F2KN5O13PS2
• Molecular Mass: 1032.1161874
• Monoisotopic Mass: 1031.24240353
• SMILES: c1c(ccc2c1C(C(=[N+]2CC)/C=C/C=C/1\C(c2cc(ccc2N1CCCCCC(=O)NCCNC(=O)CCC(=O)Nc1ccc(c(c1)C(F)F)OP(=O)(O)O)S(=O)(=O)[O-])(C)C)(C)C)S(=O)(=O)[O-].[K+]
• Canonical SMILES: CC[N+]1=C(/C=C/C=C\2/N(CCCCCC(=O)NCCNC(=O)CCC(=O)Nc3ccc(c(c3)C(F)F)OP(=O)(O)O)c3c(C2(C)C)cc(cc3)S(=O)(=O)[O-])C(c2c1ccc(c2)S(=O)(=O)[O-])(C)C.[K+]
• InChI: InChI=1S/C44H54F2N5O13PS2.K/c1-6-50-34-17-15-29(66(58,59)60)26-32(34)43(2,3)37(50)11-10-12-38-44(4,5)33-27-30(67(61,62)63)16-18-35(33)51(38)24-9-7-8-13-39(52)47-22-23-48-40(53)20-21-41(54)49-28-14-19-36(64-65(55,56)57)31(25-28)42(45)46;/h10-12,14-19,25-27,42H,6-9,13,20-24H2,1-5H3,(H6-,47,48,49,52,53,54,55,56,57,58,59,60,61,62,63);/q;+1/p-1
• InChIKey: FDUILVPPIWCQNF-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 2-[(1E)-3-[(2E)-1-(5-{[2-(3-{[3-(difluoromethyl)-4-(phosphonooxy)phenyl]carbamoyl}propanamido)ethyl]carbamoyl}pentyl)-3,3-dimethyl-5-sulfonato-2,3-dihydro-1H-indol-2-ylidene]prop-1-en-1-yl]-1-ethyl-3,3-dimethyl-3H-indol-1-ium-5-sulfonate
• IUPAC Traditional name: potassium 2-[(1E)-3-[(2E)-1-(5-{[2-(3-{[3-(difluoromethyl)-4-(phosphonooxy)phenyl]carbamoyl}propanamido)ethyl]carbamoyl}pentyl)-3,3-dimethyl-5-sulfonatoindol-2-ylidene]prop-1-en-1-yl]-1-ethyl-3,3-dimethylindol-1-ium-5-sulfonate
• Synonyms: Ethylenediamine N-[(Cyanine 3) Monofunctional Hexanoic Acid]-N'-[3-difluoromethyl-4-phosphoanilinamidosuccinic Acid] Diamide

Database IDs

• PubChem SID: 162262214
• PubChem CID: 50930819

CALCULATED PROPERTIES

• Acid pKa: -3.3294096
• H Acceptors: 13
• H Donor: 5
• LogD (pH = 5.5): -0.9640455
• LogD (pH = 7.4): -1.7054075
• Log P: 2.5452824
• Molar Refractivity: 258.9084 cm^3
• Polarizability: 94.721535 Å^3
• Polar Surface Area: 274.71 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol; Water

DETAILS

Toronto Research Chemicals - E717720

A water soluble fluorescently-Labelled probe, shown to specifically label protein tyrosine phosphatases, as well as other phosphatases.

REFERENCES

• Zhu, Q., et al.: Tetrahedron Letters, 44, 2669 (2003)