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(3R,5R)-5-(6-amino-9H-purin-9-yl)-tetrahydrofuran-3-ol

ID: ALA1823508

PubChem CID: 54768281

Max Phase: Preclinical

Molecular Formula: C9H11N5O2

Molecular Weight: 221.22

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@H]1C[C@@H](O)CO1

Standard InChI:  InChI=1S/C9H11N5O2/c10-8-7-9(12-3-11-8)14(4-13-7)6-1-5(15)2-16-6/h3-6,15H,1-2H2,(H2,10,11,12)/t5-,6-/m1/s1

Standard InChI Key:  CMOBHDZXOVIZAS-PHDIDXHHSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    9.9343    0.0690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5294   -0.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8489   -0.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1975   -0.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4761   -1.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2998   -1.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0126   -2.1560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1966    1.3785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5887    0.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9178    0.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7535    0.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3701   -0.3820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1546   -0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3189    0.6896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6987    1.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8613    2.0474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 10  8  1  0
  8  9  2  0
  9  1  1  0
 10 11  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  2  1  1  1
  5  7  1  1
 10 15  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  1 11  1  0
 15 16  1  0
M  END

Alternative Forms

Associated Targets(Human)

TK1 Tchem Thymidine kinase, cytosolic (627 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TK2 Tchem Thymidine kinase, mitochondrial (96 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEL (6614 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

dnk Deoxynucleoside kinase (95 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDCK (10148 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human immunodeficiency virus 1 (70413 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human immunodeficiency virus 2 (5592 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human betaherpesvirus 5 (5122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 3 (4092 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Influenza A virus (11224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Influenza B virus (2113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Feline coronavirus (624 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 1 (11089 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 2 (4932 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vesicular stomatitis virus (4460 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vaccinia virus (4609 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Coxsackievirus B4 (2249 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Respiratory syncytial virus (3434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human respirovirus 3 (1674 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mammalian orthoreovirus 1 (1523 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Sindbis virus (1599 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Punta Toro virus (1491 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Biocomponents

Calculated Properties

Molecular Weight: 221.22Molecular Weight (Monoisotopic): 221.0913AlogP: -0.31#Rotatable Bonds: 1
Polar Surface Area: 99.08Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 3.96CX LogP: -0.56CX LogD: -0.56
Aromatic Rings: 2Heavy Atoms: 16QED Weighted: 0.68Np Likeness Score: 0.49

References

1. Toti KS, Derudas M, McGuigan C, Balzarini J, Van Calenbergh S..  (2011)  Synthesis and antiviral evaluation of α-L-2'-deoxythreofuranosyl nucleosides.,  46  (9): [PMID:21664010] [10.1016/j.ejmech.2011.05.036]

Source