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Title6-Substituted Pyrrolo[2,3-d]pyrimidine Thienoyl Regioisomers as Targeted Antifolates for Folate Receptor alpha and the Proton-Coupled Folate Transporter in Human Tumors.
Journal, issue, pagesJ. Med. Chem., Vol. 58, Page 6938-6959, Year 2015
Publish dateMay 22, 2015 (structure data deposition date)
AuthorsWang, L. / Wallace, A. / Raghavan, S. / Deis, S.M. / Wilson, M.R. / Yang, S. / Polin, L. / White, K. / Kushner, J. / Orr, S. ...Wang, L. / Wallace, A. / Raghavan, S. / Deis, S.M. / Wilson, M.R. / Yang, S. / Polin, L. / White, K. / Kushner, J. / Orr, S. / George, C. / O'Connor, C. / Hou, Z. / Mitchell-Ryan, S. / Dann, C.E. / Matherly, L.H. / Gangjee, A.
External linksJ. Med. Chem. / PubMed:26317331
MethodsX-ray diffraction
Resolution1.351 - 2.504 Å
Structure data

PDB-4zz1:
HUMAN GAR TRANSFORMYLASE IN COMPLEX WITH GAR AND (S)-2-({4-[3-(2-AMINO-4-OXO-4,7-DIHYDRO-3H-PYRROLO[2,3-D]PYRIMIDIN-6-YL)-PROPYL]-THIOPHENE-2-CARBONYL}-AMINO)-PENTANEDIOIC ACID
Method: X-RAY DIFFRACTION / Resolution: 1.351 Å

PDB-4zz2:
HUMAN GAR TRANSFORMYLASE IN COMPLEX WITH GAR AND (S)-2-({5-[3-(2-AMINO-4-OXO-4,7-DIHYDRO-3H-PYRROLO[2,3-D]PYRIMIDIN-6-YL)-PROPYL]-THIOPHENE-3-CARBONYL}-AMINO)-PENTANEDIOIC ACID
Method: X-RAY DIFFRACTION / Resolution: 1.451 Å

PDB-4zz3:
Human GAR transformylase in complex with GAR and pemetrexed
Method: X-RAY DIFFRACTION / Resolution: 2.504 Å

Chemicals

ChemComp-GAR:
GLYCINAMIDE RIBONUCLEOTIDE

ChemComp-3YF:
(S)-2-({4-[3-(2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-propyl]-thiophene-2-carbonyl}-amino)-pentanedioic acid

ChemComp-HOH:
WATER

ChemComp-3YG:
(S)-2-({5-[3-(2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-propyl]-thiophene-3-carbonyl}-amino)-pentanedioic acid

ChemComp-4DW:
N-{4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic acid / medication, chemotherapy*YM

Source
  • homo sapiens (human)
KeywordsTRANSFERASE/TRANSFERASE INHIBITOR / gar transformylase / antifolate / TRANSFERASE-TRANSFERASE INHIBITOR complex / Structural Genomics

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