(Z)-9-(4-Ammoniumhydrochloride-2-butyl)-6-pyrrolylpurine

ID: ALA2261791

PubChem CID: 76323022

Max Phase: Preclinical

Molecular Formula: C13H17ClN6

Molecular Weight: 256.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NCCCCn1cnc2c(-n3cccc3)ncnc21

Standard InChI:  InChI=1S/C13H16N6.ClH/c14-5-1-2-8-19-10-17-11-12(15-9-16-13(11)19)18-6-3-4-7-18;/h3-4,6-7,9-10H,1-2,5,8,14H2;1H

Standard InChI Key:  FPAXOSVZDBRDCT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   18.5876   -8.4625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.3124   -8.0687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7997   -8.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3124   -9.4023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5304   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8170   -9.5584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0994   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0994   -8.3209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8170   -7.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5304   -8.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8170   -7.0835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5689  -10.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4841   -6.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2292   -5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4041   -5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1494   -6.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3760  -10.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9273   -9.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7345   -9.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2859   -9.3024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  2 10  1  0
  5 10  2  0
  9 11  1  0
  4 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
M  END

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: 256.31

Molecular Weight (Monoisotopic): 256.1436

AlogP: 1.36

#Rotatable Bonds: 5

Polar Surface Area: 74.55

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.20

CX LogP: 1.26

CX LogD: -1.34

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: -1.33

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