(Z)-1-(4-Ammoniumhydrochloride-2-butenyl)thymine

ID: ALA2261785

PubChem CID: 76330246

Max Phase: Preclinical

Molecular Formula: C9H14ClN3O2

Molecular Weight: 195.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn(C/C=C\CN)c(=O)[nH]c1=O.Cl

Standard InChI:  InChI=1S/C9H13N3O2.ClH/c1-7-6-12(5-3-2-4-10)9(14)11-8(7)13;/h2-3,6H,4-5,10H2,1H3,(H,11,13,14);1H/b3-2-;

Standard InChI Key:  KSLPIXXNHHZLGS-OLGQORCHSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
    6.6878  -10.1505    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9950   -6.4552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2655   -6.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5645   -6.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2412   -5.2393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9465   -4.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9221   -3.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6718   -5.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6960   -6.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3727   -4.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192   -7.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3141   -7.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3384   -8.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0678   -8.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0921   -9.7540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  2  9  1  0
  8 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
  2 11  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: 195.22

Molecular Weight (Monoisotopic): 195.1008

AlogP: -0.64

#Rotatable Bonds: 3

Polar Surface Area: 80.88

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.40

CX Basic pKa: 9.57

CX LogP: -0.84

CX LogD: -2.69

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.63

Np Likeness Score: -0.48

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