(2R,3R,4S,SR)-2-(4-amino-5-chloropyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-carbonitrile

ID: ALA4874853

PubChem CID: 164628841

Max Phase: Preclinical

Molecular Formula: C12H12ClN5O4

Molecular Weight: 325.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C[C@@]1(c2cc(Cl)c3c(N)ncnn23)O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H12ClN5O4/c13-5-1-7(18-8(5)11(15)16-4-17-18)12(3-14)10(21)9(20)6(2-19)22-12/h1,4,6,9-10,19-21H,2H2,(H2,15,16,17)/t6-,9-,10-,12+/m1/s1

Standard InChI Key:  PBEKQSBLVMXAJK-CWLXEDRGSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    7.7339   -4.0983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4392   -3.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4392   -2.8767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7339   -2.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0287   -3.6939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0287   -2.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2515   -2.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7711   -3.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2515   -3.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0018   -4.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2246   -4.9773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2246   -5.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0018   -6.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4821   -5.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5635   -6.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2544   -6.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2993   -5.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8182   -4.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6346   -4.7184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169   -5.9424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9991   -1.8469    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7339   -1.6468    0.0000 N   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
  7 21  1  0
  4 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874853

   ---

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: 325.71

Molecular Weight (Monoisotopic): 325.0578

AlogP: -1.20

#Rotatable Bonds: 2

Polar Surface Area: 149.92

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.11

CX Basic pKa: ┄

CX LogP: -1.28

CX LogD: -1.28

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.54

Np Likeness Score: 0.25

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