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60129-59-1 | 7H-Pyrrolo[2,3-d]pyrimidin-4-amine,7-(2-deoxy-b-D-erythro-pentofuranosyl)-
CAS No: 60129-59-1 Catalog No: AG003NF2 MDL No:MFCD00672266
Product Description
Catalog Number:
AG003NF2
Chemical Name:
7H-Pyrrolo[2,3-d]pyrimidin-4-amine,7-(2-deoxy-b-D-erythro-pentofuranosyl)-
CAS Number:
60129-59-1
Molecular Formula:
C11H14N4O3
Molecular Weight:
250.2539
MDL Number:
MFCD00672266
IUPAC Name:
(2R,3S,5R)-5-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-2-(hydroxymethyl)oxolan-3-ol
InChI:
InChI=1S/C11H14N4O3/c12-10-6-1-2-15(11(6)14-5-13-10)9-3-7(17)8(4-16)18-9/h1-2,5,7-9,16-17H,3-4H2,(H2,12,13,14)/t7-,8+,9+/m0/s1
InChI Key:
NIJSNUNKSPLDTO-DJLDLDEBSA-N
SMILES:
OC[C@H]1O[C@@H](C[C@@H]1O)n1ccc2c1ncnc2N
Properties
Complexity:
306
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
0
Exact Mass:
250.107g/mol
Formal Charge:
0
Heavy Atom Count:
18
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
250.258g/mol
Monoisotopic Mass:
250.107g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
106A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.4
Literature
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| Site-directed spin-labeling of DNA by the azide-alkyne 'click' reaction: nanometer distance measurements on 7-deaza-2'-deoxyadenosine and 2'-deoxyuridine nitroxide conjugates spatially separated or linked to a 'dA-dT' base pair. | Chemistry (Weinheim an der Bergstrasse, Germany) 20101227 |
| Functional consequence of plasmid DNA modified site-specifically with 7-deaza-deoxyadenosine at a single, programmable site. | Chemical communications (Cambridge, England) 20091021 |
| Synthesis and photophysical properties of 7-deaza-2'-deoxyadenosines bearing bipyridine ligands and their Ru(II)-complexes in position 7. | Organic & biomolecular chemistry 20080821 |
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| 4-Amino-7-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine: a bis-fluorinated analogue of 2'-deoxytubercidin. | Acta crystallographica. Section C, Crystal structure communications 20060401 |
| Stabilization of RNA bulges by oligonucleotides containing 2'-naphthylmethyl-2'-deoxytubercidine. | Nucleosides, nucleotides & nucleic acids 20030101 |
| Renal organic cation and nucleoside transport. | Biochemical pharmacology 20020715 |
| Fluorescent DNA: the development of 7-deazapurine nucleoside triphosphates applicable for sequencing at the single molecule level. | Journal of biotechnology 20010413 |
| Design, synthesis, and studies on the structure activity relationships of certain pyrrolo[2,3-d]pyrimidine nucleosides and structurally related analogs as potential antineoplastic and antiviral agents. | Farmaco (Societa chimica italiana : 1989) 19910101 |
| Nucleic acid related compounds. 51. Synthesis and biological properties of sugar-modified analogues of the nucleoside antibiotics tubercidin, toyocamycin, sangivamycin, and formycin. | Journal of medicinal chemistry 19870301 |
| Xylotubercidin against herpes simplex virus type 2 in mice. | Antimicrobial agents and chemotherapy 19861101 |
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