NA

ID: ALA4513241

PubChem CID: 155538915

Max Phase: Preclinical

Molecular Formula: C14H15N3NaO8P

Molecular Weight: 385.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncnc2c1c1occc1n2[C@@H]1O[C@H](COP(=O)([O-])O)[C@@H](O)[C@H]1O.[Na+]

Standard InChI:  InChI=1S/C14H16N3O8P.Na/c1-6-9-12-7(2-3-23-12)17(13(9)16-5-15-6)14-11(19)10(18)8(25-14)4-24-26(20,21)22;/h2-3,5,8,10-11,14,18-19H,4H2,1H3,(H2,20,21,22);/q;+1/p-1/t8-,10-,11-,14-;/m1./s1

Standard InChI Key:  OHVAYPZMCUPJAT-ZBMQJGODSA-M

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    4.6744  -13.9649    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    7.9140  -12.8462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1197  -12.6341    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.3332  -13.4281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6213   -6.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3532   -7.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9282   -7.7001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4124   -7.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6428   -8.9367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2044  -10.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1736  -11.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6410   -7.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8720  -11.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1474   -8.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4201  -10.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6295   -8.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4098   -9.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3704  -11.8522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4074   -7.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8579   -9.3185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1394   -7.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1977   -9.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9270   -8.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3581   -8.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9349  -10.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6396   -6.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3152  -12.8117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  1  0
 10 13  1  6
 16  8  1  0
 12  7  1  0
 25 15  1  0
 23  9  1  0
 17 25  1  0
 11 18  1  0
 17 14  1  1
 24 14  1  0
  7 23  2  0
 15 11  1  1
  6 12  2  0
  5 21  1  0
 14 16  1  0
  8 19  2  0
  9 24  2  0
 10 22  1  0
 22 17  1  0
 21 16  2  0
 21  6  1  0
 19  5  1  0
  6 24  1  0
 15 10  1  0
 22 20  1  6
 12 26  1  0
 18  3  1  0
  3 27  1  0
M  CHG  2   1   1   4  -1
M  END

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: 385.27

Molecular Weight (Monoisotopic): 385.0675

AlogP: 0.21

#Rotatable Bonds: 4

Polar Surface Area: 160.30

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.23

CX Basic pKa: 5.71

CX LogP: -3.94

CX LogD: -4.39

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: 0.82

References

1. Tokarenko A, Lišková B, Smoleń S, Táborská N, Tichý M, Gurská S, Perlíková P, Frydrych I, Tloušt'ová E, Znojek P, Mertlíková-Kaiserová H, Poštová Slavětínská L, Pohl R, Klepetářová B, Khalid NU, Wenren Y, Laposa RR, Džubák P, Hajdúch M, Hocek M..  (2018)  Synthesis and Cytotoxic and Antiviral Profiling of Pyrrolo- and Furo-Fused 7-Deazapurine Ribonucleosides.,  61  (20): [PMID:30281308] [10.1021/acs.jmedchem.8b01258]

Source

Source(1):

• Scientific Literature