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

ID: ALA5285337

Max Phase: Preclinical

Molecular Formula: C10H11N5O2

Molecular Weight: 233.23

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H11N5O2/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(3-16)17-7/h1-2,4-7,16H,3H2,(H2,11,12,13)/t6-,7+/m1/s1

Standard InChI Key:  JFUOUIPRAAGUGF-RQJHMYQMSA-N

Molfile:  

 
     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -2.3413    1.0489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268    1.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149    1.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149    0.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250   -0.1876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3413    0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    1.2995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    0.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1320   -0.0217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268    2.2864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815   -0.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8785   -1.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9121   -1.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1588   -2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585   -1.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6267   -2.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3413   -1.8738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  7  8  2  0
  9  8  1  0
  4  9  1  0
  2 10  1  0
 11  9  1  1
 12 11  1  0
 12 13  1  0
 13 14  1  0
 15 14  2  0
 11 15  1  0
 13 16  1  1
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285337

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 233.23

Molecular Weight (Monoisotopic): 233.0913

AlogP: -0.15

#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: 3.93

CX LogP: -0.30

CX LogD: -0.30

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.70

Np Likeness Score: 0.95

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