((2R,5S)-5-(6-amino-9H-purin-9-yl)tetrahydrofuran-2-yl)methanol

ID: ALA161076

Max Phase: Preclinical

Molecular Formula: C10H13N5O2

Molecular Weight: 235.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1CC[C@H](CO)O1

Standard InChI:  InChI=1S/C10H13N5O2/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(3-16)17-7/h4-7,16H,1-3H2,(H2,11,12,13)/t6-,7+/m1/s1

Standard InChI Key:  WVXRAFOPTSTNLL-RQJHMYQMSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  1  0  0  0  0  0999 V2000
    5.3542   -2.7917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0417   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6292   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -1.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -1.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6292   -3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4292   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2917   -3.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9542   -3.7042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7042   -3.3792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1292   -4.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9417   -1.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0417   -2.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -2.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  5  2  0
  5  1  1  0
  6  1  1  0
  7  3  1  0
  8  2  1  0
  6  9  1  1
 10 11  1  0
 11  8  2  0
 12  6  1  0
 13  7  1  0
 14  9  1  1
 15 12  1  0
 16 17  1  0
 17 14  1  0
  3  4  1  0
 14 15  1  0
 10  7  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA161076

   ---

Molecule Features

Natural Product: Yes

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: 235.25

Molecular Weight (Monoisotopic): 235.1069

AlogP: 0.08

#Rotatable Bonds: 2

Polar Surface Area: 99.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.96

CX LogP: -0.48

CX LogD: -0.48

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.76

Np Likeness Score: 0.82

References

1. Lin X, Liang C, Zou L, Yin Y, Wang J, Chen D, Lan W..  (2021)  Advance of structural modification of nucleosides scaffold.,  214  [PMID:33550179] [10.1016/j.ejmech.2021.113233]

Source

Source(1):

• Scientific Literature