(Z)-9-(4-Ammoniumhydrochloride-2-butenyl)adenine

ID: ALA2261787

PubChem CID: 76308486

Max Phase: Preclinical

Molecular Formula: C9H13ClN6

Molecular Weight: 204.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NC/C=C\Cn1cnc2c(N)ncnc21

Standard InChI:  InChI=1S/C9H12N6.ClH/c10-3-1-2-4-15-6-14-7-8(11)12-5-13-9(7)15;/h1-2,5-6H,3-4,10H2,(H2,11,12,13);1H/b2-1-;

Standard InChI Key:  IBYVAYKSLLYGOG-ODZAUARKSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   18.0360  -10.1228    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.5671   -9.6996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0546  -10.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5671  -11.0340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7846  -10.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0707  -11.1903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3527  -10.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3527   -9.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0707   -9.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7846   -9.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0707   -8.7137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8236  -11.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6295  -11.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2140  -11.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0014  -10.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5860  -10.0267    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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 10  1  0
  5 10  1  0
  9 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
  4 12  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: 204.24

Molecular Weight (Monoisotopic): 204.1123

AlogP: -0.08

#Rotatable Bonds: 3

Polar Surface Area: 95.64

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.65

CX LogP: -0.58

CX LogD: -2.77

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.68

Np Likeness Score: -0.45

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