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

ID: ALA2261790

PubChem CID: 136249285

Max Phase: Preclinical

Molecular Formula: C9H12ClN5O

Molecular Weight: 205.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NC/C=C\Cn1cnc2c(=O)[nH]cnc21

Standard InChI:  InChI=1S/C9H11N5O.ClH/c10-3-1-2-4-14-6-13-7-8(14)11-5-12-9(7)15;/h1-2,5-6H,3-4,10H2,(H,11,12,15);1H/b2-1-;

Standard InChI Key:  NBLWWSYEAPOIDK-ODZAUARKSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   17.4377   -8.2166    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.3194   -8.0726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8068   -8.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3194   -9.4069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5370   -9.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8232   -9.5631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1053   -9.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1053   -8.3249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8232   -7.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5370   -8.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8232   -7.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5759  -10.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3817  -10.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9662   -9.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7536   -8.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3381   -8.3998    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  1  0
  9 10  1  0
  2 10  1  0
  5 10  2  0
  9 11  2  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: 205.22

Molecular Weight (Monoisotopic): 205.0964

AlogP: -0.37

#Rotatable Bonds: 3

Polar Surface Area: 89.59

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.87

CX Basic pKa: 9.73

CX LogP: -1.78

CX LogD: -2.97

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.67

Np Likeness Score: -0.61

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