5-amino-1-((2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione

ID: ALA4483718

PubChem CID: 155540814

Max Phase: Preclinical

Molecular Formula: C11H13N5O6

Molecular Weight: 311.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(=O)[nH]c(=O)n2[C@H]1O[C@@H](CO)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C11H13N5O6/c12-7-4-8(14-2-13-7)16(11(21)15-9(4)20)10-6(19)5(18)3(1-17)22-10/h2-3,5-6,10,17-19H,1H2,(H2,12,13,14)(H,15,20,21)/t3-,5-,6-,10-/m0/s1

Standard InChI Key:  RLKJPJHPQFWSFP-PCWZKHHASA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   35.8649  -11.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2044  -11.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4577  -12.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2750  -12.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5265  -11.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7561  -13.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5687  -13.1309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9781  -13.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4269  -11.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8640  -10.4824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1599   -9.2615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1599  -10.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8651   -8.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5704   -9.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5669  -10.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2690  -10.4880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9790  -10.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9825   -9.2675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2760   -8.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2783   -8.0365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8651   -8.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4527  -10.4883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  1  1
  6  7  1  0
  3  8  1  6
  2  9  1  6
  1 10  1  1
 11 12  1  0
 11 13  1  0
 12 10  1  0
 10 15  1  0
 14 13  1  0
 14 15  2  0
 14 19  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 13 21  2  0
 12 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483718

   ---

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: 311.25

Molecular Weight (Monoisotopic): 311.0866

AlogP: -3.33

#Rotatable Bonds: 2

Polar Surface Area: 176.58

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.76

CX Basic pKa: 2.74

CX LogP: -2.09

CX LogD: -2.10

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.38

Np Likeness Score: 0.52

References

1. Liu J, Zhao H, Zhou X, He Y, Chen Q..  (2019)  Antiviral activities of Janus-type nucleosides and their related oxime-intermediates.,  27  (12): [PMID:30578076] [10.1016/j.bmc.2018.12.014]

Source

Source(1):

• Scientific Literature