NA

ID: ALA4556133

PubChem CID: 155556915

Max Phase: Preclinical

Molecular Formula: C15H18N4NaO7P

Molecular Weight: 398.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncnc2c1c1c(ccn1C)n2[C@@H]1O[C@H](COP(=O)([O-])O)[C@@H](O)[C@H]1O.[Na+]

Standard InChI:  InChI=1S/C15H19N4O7P.Na/c1-7-10-11-8(3-4-18(11)2)19(14(10)17-6-16-7)15-13(21)12(20)9(26-15)5-25-27(22,23)24;/h3-4,6,9,12-13,15,20-21H,5H2,1-2H3,(H2,22,23,24);/q;+1/p-1/t9-,12-,13-,15-;/m1./s1

Standard InChI Key:  IDOOJTUKOYKAHK-LFIOPCPBSA-M

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    6.0168  -14.1017    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    7.9145  -12.8471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1202  -12.6350    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.3337  -13.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6218   -6.7644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3536   -7.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9286   -7.7006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4131   -7.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6432   -8.9373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2050  -10.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1741  -11.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6414   -7.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8727  -11.1102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1479   -8.7797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4207  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6301   -8.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4103   -9.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3709  -11.8530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4080   -7.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8586   -9.3192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1400   -7.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1983   -9.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9274   -8.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3586   -8.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9354  -10.2297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6400   -6.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3634   -5.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3156  -12.8125    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
  5 27  1  0
 18  3  1  0
  3 28  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: 398.31

Molecular Weight (Monoisotopic): 398.0991

AlogP: -0.04

#Rotatable Bonds: 4

Polar Surface Area: 152.09

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.22

CX Basic pKa: 5.92

CX LogP: -3.79

CX LogD: -4.24

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.44

Np Likeness Score: 0.68

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