2-amino-8-(beta-D-ribofuranosyl)imidazo[1,2-a]-s-triazin-4-one

ID: ALA3275941

Cas Number: 67410-65-5

PubChem CID: 6480444

Product Number: A350071, Order Now?

Max Phase: Preclinical

Molecular Formula: C10H13N5O5

Molecular Weight: 283.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(=O)n2ccn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C10H13N5O5/c11-8-12-9-14(1-2-15(9)10(19)13-8)7-6(18)5(17)4(3-16)20-7/h1-2,4-7,16-18H,3H2,(H2,11,13,19)/t4-,5-,6-,7-/m1/s1

Standard InChI Key:  ZQUTYCUKRGSIGL-DBRKOABJSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   25.0867   -3.7696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0855   -4.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8002   -5.0095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7984   -3.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5135   -3.7660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5138   -4.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3039   -4.8534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7922   -4.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3035   -3.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3710   -5.0086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7959   -2.5323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5591   -5.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0767   -6.3054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5616   -6.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3460   -6.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3457   -5.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1567   -7.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3320   -7.7017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0652   -5.4902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0709   -7.1113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  1  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
  4 11  2  0
 12  7  1  1
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 14 17  1  1
 17 18  1  0
 16 19  1  6
 15 20  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3275941

   5-Aza-7-deaza Guanosine

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: 283.24

Molecular Weight (Monoisotopic): 283.0917

AlogP: -2.92

#Rotatable Bonds: 2

Polar Surface Area: 148.13

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.56

CX Basic pKa: 3.43

CX LogP: -2.57

CX LogD: -2.57

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.46

Np Likeness Score: 0.73

References

1. Kim SH, Bartholomew DG, Allen LB, Robins RK, Revankar GR..  (1978)  Imidazo[1,2-a]-s-triazine nucleosides. Synthesis and antiviral activity of the N-bridgehead guanine, guanosine, and guanosine monophosphate analogues of imidazo[1,2-a]-s-triazine.,  21  (9): [PMID:214563] [10.1021/jm00207a009]

Source

Source(1):

• Scientific Literature