2,4-Dihydro-4-(beta-D-ribofuranosy)-1,2,4(3H)-triazol-3-one

ID: ALA497531

PubChem CID: 21606522

Max Phase: Preclinical

Molecular Formula: C7H11N3O5

Molecular Weight: 217.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]ncn1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C7H11N3O5/c11-1-3-4(12)5(13)6(15-3)10-2-8-9-7(10)14/h2-6,11-13H,1H2,(H,9,14)/t3-,4-,5-,6-/m1/s1

Standard InChI Key:  ZAVXIBWBPKHKGY-KVTDHHQDSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -3.4292    0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042    0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3474    1.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167    2.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6817    1.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5628    1.9376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961    1.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2279    1.9358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818    2.7208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3068    2.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8972    0.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1201    0.2320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9150    0.2332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4665    1.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6384    2.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  3  6  1  1
  5  1  1  0
  7 11  2  0
  6  7  1  0
  2 12  1  6
  1  2  1  0
  1 13  1  6
  5 14  1  1
  2  3  1  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA497531

   2,4-Dihydro-4-(beta-D-ribofuranosyl)-1,2,4(3H)-triazol-3-one

Molecule Features

Natural Product: Yes

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: 217.18

Molecular Weight (Monoisotopic): 217.0699

AlogP: -2.82

#Rotatable Bonds: 2

Polar Surface Area: 120.60

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.16

CX Basic pKa: ┄

CX LogP: -2.17

CX LogD: -2.18

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.42

Np Likeness Score: 1.15

References

1. Schmitzer PR, Graupner PR, Chapin EL, Fields SC, Gilbert JR, Gray JA, Peacock CL, Gerwick BC..  (2000)  Ribofuranosyl triazolone: a natural product herbicide with activity on adenylosuccinate synthetase following phosphorylation.,  63  (6): [PMID:10869200] [10.1021/np990590i]

Source

Source(1):

• Scientific Literature