(2R,3R,45,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-(4-oxo-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-7-yl)tetrahydrofuran-2-carbonitrile

ID: ALA4868664

PubChem CID: 164146247

Max Phase: Preclinical

Molecular Formula: C12H12N4O5

Molecular Weight: 292.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C[C@@]1(c2ccc3c(O)ncnn23)O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H12N4O5/c13-4-12(10(19)9(18)7(3-17)21-12)8-2-1-6-11(20)14-5-15-16(6)8/h1-2,5,7,9-10,17-19H,3H2,(H,14,15,20)/t7-,9-,10-,12+/m1/s1

Standard InChI Key:  ZAQXVKJOCMBJCV-LTGWCKQJSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   16.7148  -11.3664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4201  -10.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4201  -10.1447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7148   -9.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0095  -10.9619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0096  -10.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2324   -9.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7520  -10.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2323  -11.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9826  -11.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2055  -12.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2054  -13.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9827  -13.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4629  -12.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5443  -13.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2352  -14.0922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2801  -12.6539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7990  -11.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6154  -11.9864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7978  -13.2104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7148   -8.9148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
 10  9  1  1
 12 15  1  1
 13 16  1  6
 14 17  1  6
 10 18  1  0
 18 19  3  0
 15 20  1  0
  4 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868664

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 292.25

Molecular Weight (Monoisotopic): 292.0808

AlogP: -1.73

#Rotatable Bonds: 2

Polar Surface Area: 144.13

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.99

CX Basic pKa: ┄

CX LogP: -1.35

CX LogD: -1.35

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.51

Np Likeness Score: 0.19

References

1. Wei D, Hu T, Zhang Y, Zheng W, Xue H, Shen J, Xie Y, Aisa HA..  (2021)  Potency and pharmacokinetics of GS-441524 derivatives against SARS-CoV-2.,  46  [PMID:34450570] [10.1016/j.bmc.2021.116364]

Source

Source(1):

• Scientific Literature