3-(6-Amino-purin-9-yl)-propane-1,2-diol

ID: ALA494759

Cas Number: 54262-83-8

PubChem CID: 73124

Product Number: S667964, Order Now?

Max Phase: Preclinical

Molecular Formula: C8H11N5O2

Molecular Weight: 209.21

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 9-(1,2-Dihydroxypropyl)Adenine | S-Dihydroxypropyladenine | (S)-9-(2,3-Dihydroxypropyl)adenine|54262-83-8|S-Dihydroxypropyladenine|(2S)-3-(6-aminopurin-9-yl)propane-1,2-diol|(S)-DHPA|(S)-3-(6-amino-9H-purin-9-yl)propane-1,2-diol|(2s)-3-(6-amino-9h-purin-9-yl)propane-1,2-diol|9-D-(2,3-Dihydroxypropyl)adenine|9-(S)-(2,3-Dihydroxypropyl)adenine|BRN 0990757|(S)-3-(6-Amino-9H-purin-9-yl)-1,2-propanediol|1,2-Propanediol, 3-(6-amino-9H-purin-9-yl)-, (S)-|DHPA, (S)-DHPA|5-26-16-00201 (Beilstein HandbookShow More⌵

Canonical SMILES:  Nc1ncnc2c1ncn2C[C@H](O)CO

Standard InChI:  InChI=1S/C8H11N5O2/c9-7-6-8(11-3-10-7)13(4-12-6)1-5(15)2-14/h3-5,14-15H,1-2H2,(H2,9,10,11)/t5-/m0/s1

Standard InChI Key:  GSLQFBVNOFBPRJ-YFKPBYRVSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   15.4634  -25.9917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1337  -25.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8465  -25.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3073  -26.6681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1298  -26.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4208  -25.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8465  -24.6163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4208  -24.6163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2947  -25.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1337  -24.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7034  -25.8546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7059  -26.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2914  -27.3969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9407  -25.9597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5295  -26.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  1  1  0
  4  5  2  0
  5  1  1  0
  6  2  1  0
  7  3  1  0
  8 10  1  0
  9  1  1  0
 10  7  2  0
 11  6  1  0
 12  9  1  0
 12 13  1  1
 14 15  1  0
 15 12  1  0
  2  4  1  0
  6  8  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA494759

   (S)-9-(2,3-Dihydroxypropyl)adenine

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: 209.21

Molecular Weight (Monoisotopic): 209.0913

AlogP: -1.24

#Rotatable Bonds: 3

Polar Surface Area: 110.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.90

CX Basic pKa: 3.74

CX LogP: -1.63

CX LogD: -1.63

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.58

Np Likeness Score: -0.35

References

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Source

Source(1):

• Scientific Literature