2-Hydroxymethyl-5-(6-methylsulfanyl-purin-9-yl)-tetrahydro-furan-3-ol

ID: ALA3142946

PubChem CID: 13831580

Max Phase: Preclinical

Molecular Formula: C11H14N4O3S

Molecular Weight: 282.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1

Standard InChI:  InChI=1S/C11H14N4O3S/c1-19-11-9-10(12-4-13-11)15(5-14-9)8-2-6(17)7(3-16)18-8/h4-8,16-17H,2-3H2,1H3/t6-,7+,8+/m0/s1

Standard InChI Key:  YRNDGOJOSCJYAI-XLPZGREQSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -0.2727   -4.1556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5119   -4.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -3.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5119   -5.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727   -5.4904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576   -4.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0427   -2.7035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123   -3.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2264   -5.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2264   -3.9980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9408   -5.2355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9408   -4.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2264   -6.4730    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9797   -1.8061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727   -1.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247   -0.6383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9408   -6.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  1
  4  2  1  0
  5  6  2  0
  6  1  1  0
  7  3  1  0
  8  3  1  0
  9  4  2  0
 10  2  2  0
 11  7  1  0
 12 14  2  0
 13  8  1  0
 14 10  1  0
 15  9  1  0
 13 16  1  6
 11 17  1  1
 18 17  1  0
 19 15  1  0
  5  4  1  0
 11 13  1  0
  9 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3142946

   (2R,3S,5R)-2-(hydroxymethyl)-5-(6-methylsulfanylpurin-9-yl)oxolan-3-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 282.33

Molecular Weight (Monoisotopic): 282.0787

AlogP: 0.19

#Rotatable Bonds: 3

Polar Surface Area: 93.29

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 3.33

CX LogP: 0.27

CX LogD: 0.27

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: 0.47

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]

Source

Source(1):

• Scientific Literature