disodium mono(1-hydroxy-2-(5-octyl-1H-1,2,3-triazol-1-yl)ethane-1,1-diyldiphosphonate)

ID: ALA4763150

PubChem CID: 162659911

Max Phase: Preclinical

Molecular Formula: C12H23N3Na2O7P2

Molecular Weight: 385.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCc1cnnn1CC(O)(P(=O)([O-])O)P(=O)([O-])O.[Na+].[Na+]

Standard InChI:  InChI=1S/C12H25N3O7P2.2Na/c1-2-3-4-5-6-7-8-11-9-13-14-15(11)10-12(16,23(17,18)19)24(20,21)22;;/h9,16H,2-8,10H2,1H3,(H2,17,18,19)(H2,20,21,22);;/q;2*+1/p-2

Standard InChI Key:  SLAYAKCXBUILLY-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

 26 24  0  0  0  0  0  0  0  0999 V2000
   38.5553  -21.1048    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   42.9389  -21.3924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.2263  -21.8090    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   42.9434  -22.2178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8013  -21.8049    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   39.9893  -21.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.5221  -20.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5180  -21.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2387  -20.1626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7096  -20.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7971  -22.6299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.2222  -22.6340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9263  -22.3549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.9863  -20.5007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.5415  -19.8904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.1326  -19.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3247  -19.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7129  -18.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8863  -17.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2745  -17.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4478  -16.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8360  -16.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0093  -15.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3975  -14.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5709  -13.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0514  -21.3215    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
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  CHG  4   1   1   2  -1   6  -1  26   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: 385.29

Molecular Weight (Monoisotopic): 385.1168

AlogP: 1.18

#Rotatable Bonds: 11

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: -0.35

CX LogD: -4.57

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.28

Np Likeness Score: -0.22

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