disodium mono(2-(5-butyl-1H-1,2,3-triazol-1-yl)-1-hydroxyethane-1,1-diyldiphosphonate)

ID: ALA4778936

PubChem CID: 162661858

Max Phase: Preclinical

Molecular Formula: C8H15N3Na2O7P2

Molecular Weight: 329.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCc1cnnn1CC(O)(P(=O)([O-])O)P(=O)([O-])O.[Na+].[Na+]

Standard InChI:  InChI=1S/C8H17N3O7P2.2Na/c1-2-3-4-7-5-9-10-11(7)6-8(12,19(13,14)15)20(16,17)18;;/h5,12H,2-4,6H2,1H3,(H2,13,14,15)(H2,16,17,18);;/q;2*+1/p-2

Standard InChI Key:  XTGUNEHHBFYKGK-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

 22 20  0  0  0  0  0  0  0  0999 V2000
   16.1627  -21.2627    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   20.5461  -21.5502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8336  -21.9669    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.5507  -22.3757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4086  -21.9628    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.5966  -21.6672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1294  -20.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1253  -21.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8460  -20.3205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3169  -20.8253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4044  -22.7878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8294  -22.7919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5336  -22.5128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5936  -20.6586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1487  -20.0483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7398  -19.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9320  -19.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3202  -18.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4936  -18.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8818  -17.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0551  -16.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6586  -21.4795    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  6  5  1  0
  7  8  1  0
  7  9  1  0
  8  5  1  0
  8  3  1  0
  8 10  1  0
  5 11  2  0
  3 12  2  0
  5 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  9  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  CHG  4   1   1   2  -1   6  -1  22   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: 329.19

Molecular Weight (Monoisotopic): 329.0542

AlogP: -0.38

#Rotatable Bonds: 7

Polar Surface Area: 166.00

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.52

CX Basic pKa: 1.05

CX LogP: -2.03

CX LogD: -6.25

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.42

Np Likeness Score: -0.44

References

1. Legigan T,Migianu-Griffoni E,Redouane MA,Descamps A,Deschamp J,Gager O,Monteil M,Barbault F,Lecouvey M.  (2021)  Synthesis and preliminary anticancer evaluation of new triazole bisphosphonate-based isoprenoid biosynthesis inhibitors.,  214  [PMID:33571830] [10.1016/j.ejmech.2021.113241]

Source

Source(1):

• Scientific Literature