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Pyrrolopyrimidine nucleosides and nucleotides

Nucleoside and nucleotide analogues containing pyrrolopyrimidine functional groups (7-deazapurines); display antibiotic, antineoplastic, and antiviral activity.
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1

Sangivamycin, TRC

CAS: 18417-89-5 Molecular Formula: C12H15N5O5 Molecular Weight (g/mol): 309.28 Synonym: 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide,7-Deazaadenosine-7-carboxamide,NSC 65346 IUPAC Name: 3,4,7,8-tetramethyl-1,10-phenanthroline SMILES: Cc1cnc2c(ccc3c(C)c(C)cnc23)c1C

CAS 18417-89-5
Molecular Weight (g/mol) 309.28
SMILES Cc1cnc2c(ccc3c(C)c(C)cnc23)c1C
Synonym 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide,7-Deazaadenosine-7-carboxamide,NSC 65346
IUPAC Name 3,4,7,8-tetramethyl-1,10-phenanthroline
Molecular Formula C12H15N5O5
2

Toyocamycin, TRC

CAS: 606-58-6 Molecular Formula: C12H13N5O4 Molecular Weight (g/mol): 291.26 Synonym: 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-Amino-5-cyano-7-(beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine,7-Cyano-7-deazaadenosine,Antibiotic 1037,Antibiotic E 212,MT 1155,NSC 63701NSC 99843,SIPI 763-1,Toyocamycin Nucleoside,Unamycin B,Vengicide IUPAC Name: 4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbonitrile SMILES: Nc1ncnc2c1c(cn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C#N

CAS 606-58-6
Molecular Weight (g/mol) 291.26
SMILES Nc1ncnc2c1c(cn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C#N
Synonym 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-Amino-5-cyano-7-(beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine,7-Cyano-7-deazaadenosine,Antibiotic 1037,Antibiotic E 212,MT 1155,NSC 63701NSC 99843,SIPI 763-1,Toyocamycin Nucleoside,Unamycin B,Vengicide
IUPAC Name 4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Molecular Formula C12H13N5O4
3

5-Iodotubercidin, TRC

CAS: 24386-93-4 Molecular Formula: C11 H13 I N4 O4 Molecular Weight (g/mol): 392.15 IUPAC Name: (2R,3R,4S,5R)-2-(4-amino-5-iodopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol SMILES: Nc1ncnc2c1c(I)cn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

CAS 24386-93-4
Molecular Weight (g/mol) 392.15
SMILES Nc1ncnc2c1c(I)cn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
IUPAC Name (2R,3R,4S,5R)-2-(4-amino-5-iodopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Molecular Formula C11 H13 I N4 O4