SID26753634

ID: ALA1514356

PubChem CID: 16759253

Max Phase: Preclinical

Molecular Formula: C18H21N5O4

Molecular Weight: 371.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](n2cnc3c(NCCc4ccccc4)ncnc32)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H21N5O4/c24-8-12-14(25)15(26)18(27-12)23-10-22-13-16(20-9-21-17(13)23)19-7-6-11-4-2-1-3-5-11/h1-5,9-10,12,14-15,18,24-26H,6-8H2,(H,19,20,21)/t12-,14+,15-,18-/m1/s1

Standard InChI Key:  LGZYEDZSPHLISU-MJXUCMMTSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  1  0  0  0  0  0999 V2000
    0.4923   -1.5718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5869   -1.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5319   -3.4363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0889   -3.7022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5319   -0.5322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5319    0.8027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310   -0.6898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455    0.5477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    1.7852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770   -1.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3165   -0.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3165    0.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7619   -1.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770   -2.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4923   -2.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    0.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    0.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455   -0.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1751   -2.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455    2.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455    3.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4599    3.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4599    4.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1744    3.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1744    4.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8889    3.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8889    4.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  1 15  1  0
 13  2  1  6
 14  3  1  1
  4 19  1  0
 10  5  1  1
  5 11  1  0
  5 16  1  0
  6 12  1  0
  6 16  2  0
  7 11  1  0
  7 18  2  0
  8 17  2  0
  8 18  1  0
  9 17  1  0
  9 20  1  0
 10 13  1  0
 11 12  2  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 19  1  1
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 23 25  1  0
 24 26  2  0
 25 27  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1514356

   (2R,3R,4R,5R)-2-(hydroxymethyl)-5-[6-(2-phenylethylamino)purin-9-yl]oxolane-3,4-diol

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: 371.40

Molecular Weight (Monoisotopic): 371.1594

AlogP: 0.09

#Rotatable Bonds: 6

Polar Surface Area: 125.55

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.45

CX Basic pKa: 3.76

CX LogP: 0.22

CX LogD: 0.22

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.48

Np Likeness Score: 0.50

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays