(S)-2,3-Dihydroxypropyladenine

ID: ALA1083557

PubChem CID: 46889637

Max Phase: Preclinical

Molecular Formula: C8H11N5O2

Molecular Weight: 209.21

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (S)-2,3-Dihydroxypropyladenine | SCHEMBL2909563|CHEMBL1083557|(S)-2,3-Dihydroxypropyladenine

Canonical SMILES:  Nc1nc(C[C@H](O)CO)nc2nc[nH]c12

Standard InChI:  InChI=1S/C8H11N5O2/c9-7-6-8(11-3-10-6)13-5(12-7)1-4(15)2-14/h3-4,14-15H,1-2H2,(H3,9,10,11,12,13)/t4-/m0/s1

Standard InChI Key:  LNSNHUUHIDLEOY-BYPYZUCNSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -0.2767    0.0099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -0.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9917   -1.2255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067   -0.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067    0.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9917    0.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9917    1.2494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914   -1.0687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9739   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914    0.2635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4383   -1.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1532   -0.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1532    0.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4383    0.4244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8682   -1.2255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  1  6  2  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  1
  2 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1083557

   (S)-2,3-Dihydroxypropyladenine

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: 209.21

Molecular Weight (Monoisotopic): 209.0913

AlogP: -1.17

#Rotatable Bonds: 3

Polar Surface Area: 120.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.75

CX Basic pKa: 3.90

CX LogP: -1.16

CX LogD: -1.16

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.51

Np Likeness Score: 0.10

References

1. Asaftei S, De Clercq E..  (2010)  "Viologen" dendrimers as antiviral agents: the effect of charge number and distance.,  53  (9): [PMID:20377249] [10.1021/jm100093p]

Source

Source(1):

• Scientific Literature