2-Hydroxymethyl-5-(7-methylsulfanyl-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-tetrahydro-furan-3,4-diol

ID: ALA3244700

PubChem CID: 21140410

Max Phase: Preclinical

Molecular Formula: C10H13N5O4S

Molecular Weight: 299.31

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CSc1ncnc2c1nnn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C10H13N5O4S/c1-20-9-5-8(11-3-12-9)15(14-13-5)10-7(18)6(17)4(2-16)19-10/h3-4,6-7,10,16-18H,2H2,1H3/t4-,6-,7-,10-/m1/s1

Standard InChI Key:  HEJKQJOMZUUYIM-KQYNXXCUSA-N

Molfile:  

     RDKit          2D

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   23.3422   -1.3207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3410   -2.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0491   -2.5492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0473   -0.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7559   -1.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7562   -2.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5391   -2.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0229   -1.7283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5387   -1.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0449   -0.0946    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.7513    0.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7904   -3.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3102   -3.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7908   -4.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5679   -4.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5676   -3.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2286   -2.9411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2292   -4.7189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5384   -5.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7392   -5.4389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 12  7  1  1
 16 17  1  6
 15 18  1  6
 14 19  1  1
 19 20  1  0
M  END

Associated Targets(Human)

HEp-2 (3859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Eimeria tenella (990 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 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

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 299.31Molecular Weight (Monoisotopic): 299.0688AlogP: -1.45#Rotatable Bonds: 3
Polar Surface Area: 126.41Molecular Species: NEUTRALHBA: 10HBD: 3
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 12.42CX Basic pKa: CX LogP: -0.69CX LogD: -0.69
Aromatic Rings: 2Heavy Atoms: 20QED Weighted: 0.46Np Likeness Score: -0.15

References

1. Krenitsky TA, Rideout JL, Koszalka GW, Inmon RB, Chao EY, Elion GB, Latter VS, Williams RB..  (1982)  Pyrazolo[3,4-d]pyrimidine ribonucleosides as anticoccidials. 1. Synthesis and activity of some nucleosides of purines and 4-(alkylthio)pyrazolo[3,4-d]pyrimidines.,  25  (1): [PMID:7086819] [10.1021/jm00343a007]
2. Elliott RD, Montgomery JA..  (1977)  Analogues of 8-azainosine.,  20  (1): [PMID:556773] [10.1021/jm00211a024]

Source