(Z)-9-(4-Amino-2-butenyl)-2,6-diaminopurine

ID: ALA2261786

PubChem CID: 76312148

Max Phase: Preclinical

Molecular Formula: C9H13N7

Molecular Weight: 219.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC/C=C\Cn1cnc2c(N)nc(N)nc21

Standard InChI:  InChI=1S/C9H13N7/c10-3-1-2-4-16-5-13-6-7(11)14-9(12)15-8(6)16/h1-2,5H,3-4,10H2,(H4,11,12,14,15)/b2-1-

Standard InChI Key:  XBWQGQWWDALCAG-UPHRSURJSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   14.5001   -7.9420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9875   -8.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5001   -9.2760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7179   -9.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0042   -9.4321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2864   -9.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2864   -8.1942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0042   -7.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7179   -8.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0042   -6.9563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7566  -10.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5622  -10.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1466   -9.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9340   -8.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5184   -8.2690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5721   -9.4328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
  4  9  1  0
  8 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
  3 11  1  0
  6 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2261786

   9-[(Z)-4-aminobut-2-enyl]purine-2,6-diamine

2. Alternative Forms:

   

   ALA2261786

   9-[(Z)-4-aminobut-2-enyl]purine-2,6-diamine;hydrochloride

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: 219.25

Molecular Weight (Monoisotopic): 219.1232

AlogP: -0.49

#Rotatable Bonds: 3

Polar Surface Area: 121.66

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.65

CX LogP: -0.73

CX LogD: -2.93

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.60

Np Likeness Score: -0.52

References

1. Wittine K, Benci K, Kraljevic Pavelic S, Pavelic K, Bratulic S, Hock K, Balzarini J, Mintas M.  (2011)  Synthesis, cytostatic and anti-viral activity evaluation of the novel acyclic nucleoside analogues containing a sterically constrained (Z)-4-amino-2-butenyl moiety,  20  (3): [10.1007/s00044-010-9318-1]

Source

Source(1):

• Scientific Literature