5-amino-8-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimido[4,5-d]pyrimidine-2,4(3H,8H)-dione

ID: ALA4537443

PubChem CID: 135993318

Max Phase: Preclinical

Molecular Formula: C11H13N5O5

Molecular Weight: 295.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncn([C@H]2C[C@H](O)[C@@H](CO)O2)c2nc(=O)[nH]c(=O)c1-2

Standard InChI:  InChI=1S/C11H13N5O5/c12-8-7-9(14-11(20)15-10(7)19)16(3-13-8)6-1-4(18)5(2-17)21-6/h3-6,17-18H,1-2,12H2,(H,15,19,20)/t4-,5+,6+/m0/s1

Standard InChI Key:  MDNTUWRSZVKIKG-KVQBGUIXSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   19.9717   -9.7403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9717  -10.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6769  -10.9619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6769   -9.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3822   -9.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3787  -10.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0808  -10.9668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7908  -10.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7943   -9.7463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0877   -9.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0901   -8.5152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6769   -8.5103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2645  -10.9671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0774  -11.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4136  -12.2550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6618  -13.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4790  -13.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7358  -12.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1777  -13.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3655  -13.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9556  -13.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  2  0
  5  4  1  0
  5  6  1  0
  5 10  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  4 12  2  0
  2 13  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 14  7  1  1
 16 19  1  1
 19 20  1  0
 17 21  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4537443

   ---

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: 295.25

Molecular Weight (Monoisotopic): 295.0917

AlogP: -2.35

#Rotatable Bonds: 2

Polar Surface Area: 156.35

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.19

CX Basic pKa: ┄

CX LogP: -2.55

CX LogD: -3.72

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.48

Np Likeness Score: 0.77

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